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Holiday Rentals near Portland Castle

Portland Castle Liberty Road, Castletown, DT5 1AZ, England
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    Travellers to Isle of Portland are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Isle of Portland
    Traditional Welcoming Stone Farmhouse - Smugglers Haunt, Weymouth1 / 20
    (21)Very good
    3.6 kilometres from Portland Castle
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Number 81 / 22
    (37)Excellent
    4.0 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Little Gem - Lovely Sea views1 / 19
    (39)Excellent
    3.2 kilometres from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pebble Reef1 / 21
    (24)Excellent
    3.1 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Central Heating
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2018
    Pebble Reef cottage met all our expectations. It is a short walk to the shopping area of Easton and also a short walk to Church Ope Cove. We took our two elderely mums with us...
    Reviewed 23 February 2018
    A beautiful cottage with all the amenities. The location was just perfect within walking distance to Church Ope Cove. Looks very small from the outside but amazingly big inside...
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    About this property
    Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need. The cottage sleeps up to six people in 3 comfortable bedrooms. Upstairs there's one double with en-suite shower room, a twin bedroom, and on the ground floor...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rosa Cottage1 / 30
    (34)Very good
    1.0 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    • Terrace
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    As soon as you walk through the door of Rosa Cottage you are greeted by its warm and pleasant atmosphere and your suprised by its size it's clean tidy and has all that you need...
    Reviewed 31 December 2017
    My family stayed here over Xmas. I had been advised that it had been nicely festively decorated. The result a fiberoptic Christmas tree and a few small objects. Which was...
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    About this property
    A beautiful restored Victorian terraced cottage, on a quiet street in the village of Fortuneswell on the Isle of Portland, only 5 minutes walk from the famous Chesil Beach and part of Dorset's glorious Jurassic Coast. 5 min drive from National Sailing Academy. This former bakery has been lovingly...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Tides1 / 25
    (51)Excellent
    4.0 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Parking
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Ocean Views
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2018
    Well equipped with modern furniture and modern machines. Scrupulously clean. We did have a machinery problem but it was rectified quickly by the very helpfull owners. There is a...
    Reviewed 9 October 2018
    Well equipped and pristine town house type holiday home. Very professional joining documents made everything a breeze. You are advised to back you car in and unload into the...
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    About this property
    Tides is a modern well appointed property located at the end of a quiet cul-de-sac and has the advantage of overlooking the picturesque bay and sailing venue used for the 2012 Olympic Games. The house is situated at the beginning of the wonderful promenade that winds around Newtons Cove and on...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Jurassic Apartments Holiday Home1 / 26
    (2)Excellent
    3.5 kilometres from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • Central Heating
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2018
    Lovely, homely and very comfortable. We loved all the chickens, geese, fab pigs and horses - especially the tubby little ponies.
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    About this property
    Jurassic Apartments Self Catering Holiday Home at Martleaves Farm is set in 35 acres of land of special scientific interest on the world famous Jurassic Coast in Dorset. The Holiday Home is a ground and first floor floor annex with 3 en suite bedrooms and a small private garden. On the ground...
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    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hector our Family Holiday Cottage in Weymouth1 / 10
    (20)Excellent
    4.1 kilometres from Portland Castle
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Secure Parking
    • Wi-Fi
    • Central Heating
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    We loved our stay at the Mews Cottage, great location, lovely little property. Having milk and biscuits left for our arrival was a nice touch.Having somewhere private to leave...
    Reviewed 23 May 2018
    A lovely home, convenient for the town and beach. Secure parking, with a lovely coastal walk on the doorstep, and close to all the amenities of Weymouth. From the moment you...
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    About this property
    Welcome to Hector is our family friendly luxury self catering self catering holiday cottage. Hector is located in a private gated mews behind Brewers Quay very near to the Weymouth harbour side and only a few minutes from the beach, making it ideal for walking to a local restaurant or around the...
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    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Schooner Cottage - At Christmas1 / 42
    (9)Very good
    0.9 kilometres from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2018
    Schooner cottage has been beautifully restored, giving it the character of its Georgian past with modern amenities.My husband and I stayed on Portland for 4 nights.. The views...
    Reviewed 21 August 2018
    This was our first visit to Portland and we had a brilliant stay. Our base was Schooner Cottage, a very quaint, very old fisherman's cottage which has been renovated to the...
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    About this property
    Schooner Cottage is a carefully restored Georgian fisherman’s house, located in Fortunes Well, Portland, Dorset. The cottage will offer you a relaxing wintertime retreat with a Danish hygge feel, where you can be cosy in front of a log burning stove. You will hear the westerly storm rage outside,...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Moonfleet Holiday Cottage1 / 15
    (52)Very good
    2.6 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Grill
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2018
    A great location for lots to do and visit in the area. The house was very comfortable with everything you might need while on your stay. I will certainly visit again in the...
    Reviewed 1 September 2018
    Good location by Chesil Beach and close to Rodwell Trail. Lots to to do close by. House has everything you could need, was good for husband myself and 2 children.
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    About this property
    Moonfleet is a two bedroom cottage located on the edge of Portland Harbour; the waters that hosted the 2012 Olmpic Sailing. Presented to a high standard this accommodation sleeps 5, with two double bedrooms (one with a double and single bed) a spacious lounge/diner and a newly landscaped garden....
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Cove Park1 / 14
    (4)Very good
    3.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Central Heating
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2017
    Just leaving Portland after having a smashing Christmas and break at this delightful bungalow. It was just perfect for myself and my mum. So warm and cosy and very well equipped...
    Reviewed 29 June 2017
    Had a great stay in this lovely bungalow. Lots of home comforts and the kitchen was well equipped.Home from home. Loved the view from the veranda and the dogs enjoyed the garden.
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    About this property
    PET Friendly! A two-bedroom bungalow set in a unique coastal park offering total relaxation and fantastic sea views. The site is ideal for a place to rest your head after a day on the water or if you are looking for a relaxing quiet break by the sea. This holiday home features all the essentials...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 The Old Police Station1 / 38
    (9)Excellent
    0.5 kilometres from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • DVD Player
    • Patio
    • Wi-Fi
    • Central Heating
    • Private Garden
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2018
    We stayed here with our daughter and her children. It's rather amusing staying in a police station. It's convenient, a good location and it has been sympathetically converted...
    Reviewed 19 July 2018
    Well serviced and provisioned property. Tastefully decorated throughout. Funky architecture and layout adds to the experience. Location great for exploring the Jurassic Coast.
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    About this property
    A beautifully presented character house with views over Chesil Beach and Portland Harbour. This holiday home has many character features and really is a home from home. The property has a single parking space, there is also ample on road parking and a covered 'alfresco dining' seating area. A...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Spacious 3 bedroom house large balcony magnificent sea views & secure parking1 / 19
    (38)Excellent
    0.9 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Central Heating
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    This holiday house is lovely. On the isle of portland with beautiful views over the sea from a large balcony which can be accessed from the master bedroom or a door on the...
    Reviewed 6 June 2017
    We stayed as a family (3 couples and a teen) and there was plenty of space. The location is great. Beach is a good 'walk the dinner off' distance away. Pubs and shops nearby...
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    About this property
    A contemporary, spacious house with private off-road parking. Situated in a central position on the lower part of the island, makes it ideal for guests visiting the Weymouth and Portland National Sailing Academy or the Jurrassic Coastline. Ideal for small groups, couples and families - with...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Marina Bay View Apartment - Portland Harbour1 / 18
    (2)Excellent
    0.1 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Balcony
    • Parking
    • Sauna
    • Hot Tub
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2016
    Easy booking process. Estate agents very friendly and answered all questions quickly.Directions to the apartment and getting the keys made the checkin process easy.Apartment...
    Reviewed 30 August 2016
    My husband and I stayed here for a week in August with a five year old and a 21 month old. The apartment was very clean and had great facilities. The kitchen had almost...
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    About this property
    Marina View Apartment is a stunning modern apartment located overlooking Portland Marina and Harbour on the Isle of Portland, Dorset. The modern accommodation on two floors is well presented and offers three spacious bedrooms. Use of indoor pool and great as a base for water sports or fishing....
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    Isle of Portland, Dorset
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Quarries Reach, rural & sea views Portland, Dorset1 / 17
    (58)Excellent
    3.9 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Washer
    • Ocean Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2018
    This house was just what we needed for a get together with friends. The three storey property worked really well for us. Even thought the property is next to a road it was quiet...
    Reviewed 1 August 2018
    Perfect for our family's needs for a very enjoyable weeks stay! Plenty of room and spacious shower room, bathroom and separate toilet - not to be underestimated with a big family!
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    About this property
    Ideal for small groups, couples & families - fabulous rural and sea views. A contemporary spacious detached house with a safe, secluded and walled garden. Situated in a prime position with spectacular rural and sea views looking towards Dorset's Jurassic Coast. Sleeps up to 8 +2 comfortably in...
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    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    0.6 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely holiday home sits in the heart of Fortuneswell, Portland a short stroll from Chesil Cove. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and it offers...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Mermaid Cottage1 / 8
    (1)Excellent
    3.1 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    • Private Garden
    • Washer
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    Our family all had a brilliant holiday, cottage comfortable, with everything we needed. Even a play room for the kids, trampoline & swings in the garden.No do's and dont's...
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    About this property
    Whether you are looking for that relaxing break, or here to sail or just time with the family this charming cottage would suit your needs. Nestled off Wakeham, you will agree this cottage is a real find. A charming cottage nestled just behind Wakeham, backing on to open land. This spacious...
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    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Chesil Holiday Lodge, Weymouth1 / 24
    (7)Excellent
    2.9 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
    • Balcony
    • Sauna
    • Ocean Views
    • Wi-Fi
    • Parking
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    Stayed with our 9 and 12 year old, their response when we opened the door was wow. The static van was amazing and not really like a van at all. Lovely bathrooms, games in the...
    Reviewed 22 April 2017
    As soon as you open the door to the lodge you will experience the " Wow Factor ".The lodge is in a stunning and quiet position of the park facing the fleet lagoon. It...
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    About this property
    **sea views ** A luxury 2 bedroom (sleeps 6) holiday lodge situated on the 5 star Chesil Vista Holiday Park, near Portland and Weymouth Dorset. The lodge is located near the coastal path and has elevated sea views directly over Chesil Beach and Fleet Lagoon. Guests can make use of the park...
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    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Artist Cottage - Charming coastal cottage on Portland :-)1 / 12
    (4)Very good
    0.8 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Shared Garden
    • Balcony
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    We stayed with friends on New Years Eve in this beautiful terraced cottage. The experience was amazing: Portland Bill seems to exist in a time warp and I will always remember...
    Reviewed 30 March 2017
    We have stayed here 3 or 4 times and always had a lovely time. The house is a very pretty old traditional Portland Stone building. It is in a no through road so very quiet...
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    About this property
    Built in the 1800's, this sweet little original Portland stone Fisherman's cottage promises a lovely holiday experience.Artist Cottage sleeps four people in two bedrooms and has been delightfully restored.The cottage is found in Fortuneswell just five minutes from the National Sailing Academy and a...
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    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Dory Cottage1 / 20
    (3)Very good
    0.9 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2018
    The cottage was very lovely but not for people with disabilities. All up hill even in the cottage the stairs were so steep and with on were to hold on to. My Mother had to...
    Reviewed 26 July 2018
    My stay was with my family and cottage supplied all required, iron, hair dryer etc. Was easy to get to local shops, beach. The only thing there was no notes how to get rid of...
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    About this property
    A well situated three bedroom Portland Stone cottage over three floors with fabulous views over Chesil Beach and The Fleet. Perched on the hill of the island overlooking the Jurassic Coast, you can see why Chesil Beach is part of a World Heritage Site. Just a short walk from Chesil Beach....
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Two bedroom holiday bungalow1 / 8
    (13)Excellent
    3.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    Lovely place to stay ,would recommend.we were surprised at having tea coffee ,milk left for us .Lesley is a lovely lady who met us at the bungalow with the keys and gave us...
    Reviewed 1 September 2018
    Perfect cottage in a great location on the isle of Portland. Our second stay on the island but our 1st stay in this cottage and we'll definitely come back to the cottage again...
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    About this property
    A comfortable terraced bungalow with lounge/diner, kitchen and patio area in grounds near to Pennsylvania Castle so ideal for anyone attending functions there. Portland is a nature lovers paradise particularly of interest to birdwatching enthusiasts also to sailors as the National Sailing Academy...
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    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.7 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Central Heating
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation. A character cottage designed to sleep six in three bedrooms in a...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chiswell Cottage1 / 12
    (9)Excellent
    0.6 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    The house looked good inside and was nicely decorated and well equipped in terms of crockery, glasses etc. On arrival at the house the bin was overflowing and the door and...
    Reviewed 20 August 2016
    We spent a week at Chiswell cottage, was exactly as we expected. There were 6 adults, 2 children and a toddler and we had plenty of room. The kitchen was brilliant with both a...
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    About this property
    A spacious, comfortable cottage in this pretty road, a short walk down to Chesil Beach and Cove, and being in a convenient position for The National Sailing Academy and Portland Harbour. A four bedroom cottage over three floors with views over Chesil Beach. There is a private, fully enclosed rear...
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    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cliff Walk Cottage1 / 22
    (3)Very good
    4.0 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
    • DVD Player
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2018
    Really nice house has everything you need for your stay away nice quiet area good parking good base for exploring the Weymouth Portland area
    Reviewed 6 September 2018
    We were attending Weymouth and Portland sailing club for a sailing event and found this cottage perfect as only 10 min drive away and the house had everything we needed for the...
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    About this property
    Cliffwalk Cottage is a modern two bedroom house, which can sleep up to 4 people. The Property has WiFi and full gas central heating throughout. At the rear of the house there is a enclosed garden with patio and BBQ area with garden furniture and a clothesline. The lounge / diner : smart TV, Blu...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Ted's House1 / 11
    (1)Very good
    0.7 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    Just arrived home after staying for the Whitsun Week at Teds House and enjoyed our stay very much. Chesil Beach just down the road and 4 local pubs within walking distance, we...
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    About this property
    This lovely holiday home sits in the heart of Fortuneswell, Portland a short stroll from the Jurassic Coast. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and offers...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.3 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A two-bedroom bungalow set in a unique coastal park within the grounds of a castle offering total relaxation and a fantastic coastal location. The site is ideal for a place to rest your head after a day on the water or if you are looking for a relaxing quiet break by the sea. This holiday home...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.8 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A sea side cottage situated a short stroll from Chesil beach and the Cove Inn, at the heart of Fortuneswell within a short distance of the Jurassic Coastline and National Sailing Academy at Portland Harbour. At the front of the property is an ideal place to relax with a cocktail under your own...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.4 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A modern spacious 2 bedroom house which formed part of the award winning Olympic Village built in 2012. There is a private garden great for barbecues. This property features an open plan kitchen & dining area and a spacious living room.Minutes away from Chesil Beach and Portland Marina. Portland...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.9 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming three bedroom cottage ticked away a pebble's throw from Chesil Beach. Coral Cove is found between Sea View and Coastguard Cottages at the north end of the island. Ideal as a base for sailing, walking, diving and exploring the island and the rest of the county of Dorset. Vibrant night...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guillemot Cottage is a three storey terraced cottage in the heart of the small village of Easton and is a wonderful base for exploring Portland, Weymouth and the scenic Chesil Beach. The Cottage is newly refurbished over three floors. On entering the cottage you will find yourself in a cosy...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sea Cat Cottage1 / 15
    (2)Average
    1.0 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2015
    The apartment was a little hard to find, but we liked the neighborhood from the first moment. The view is incredible! When we sat foot into the apartment we had the pleasure to...
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    About this property
    A charming Portland Stone Cottage in the heart of Fortuneswell. Tastefully decorated and furnished it offers cosy accommodation, for four people. Public parking close by and you are just a short stroll from Chesil Beach, if you turn in the other direction and head up the hill you will arrive at the...
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    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Gift House, a historic Seaman's Chaplaincy1 / 22
    (3)Very good
    0.3 kilometres from Portland Castle
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Garden
    • Central Heating
    • Ocean Views
    • Wi-Fi
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    We stayed at the Gift House over Christmas / New Year and enjoyed staying, the accommodation was well equipped and generally well maintained.Our party consisted of two...
    Reviewed 28 September 2017
    We stayed at The Gift House for 4 nights last week and loved the house so much! It has everything you could need and is really nicely decorated with lots of quirky additions...
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    About this property
    The house is a late Georgian stone house located in the middle of island village, facing the sea. All 4 double bedrooms, the lounge and dining room are having panoramic sea view. The house is fully equipped self catering and has everything you need for an unforgettable holiday. The house has...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cliff House1 / 8
    (4)Average
    0.6 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2018
    Large rooms basic accommodation with no frills. This is reflected in the price. Owners friendly & accommodating. Beach & parking behind property. Suited our needs for a...
    Reviewed 11 November 2016
    The whole family and dog had a great time, only thing missing for me was wifi. the pool table was in good nick, bathroom had damp walls but I was renting it not buying it so...
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    About this property
    Portland Stone detached house backing onto Chisel Beach. 3 bedrooms, gas central heating, large bathroom on the first floor, and ample parking for two cars. Ideal for sailing holidays, dog walkers, in fact anyone who wants to make use of all that Portland has to offer. The property also has a...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Henley House1 / 16
    (36)Excellent
    3.9 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Ocean Views
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2018
    Stayed at Henley house with friends for a long weekend. Accommodation fabulous very spacious clean and comfortable. Everything we needed was provided. Easy walk to the harbour...
    Reviewed 18 August 2018
    Just returned from a week at Henley House and had a fantastic time! We were a group of 6 Adults with 3 children from 18mths to 4 years and the house was perfect for our needs...
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    About this property
    Henley House is a large, four bedroomed detached property with sunny private garden and patio areas. It offers comfortable accommodation for up to 8 people ideal for 1 or 2 week holidays, weekend breaks and family occasions throughout the year.The property is particularly well positioned in a...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.9 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Sauna
    • Central Heating
    • Washer
    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Summer Lodge boasts uninterrupted and unrivaled views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the Jurassic Coast path. Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    fishermans view1 / 11
    (21)Very good
    0.8 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Patio
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    We spent a great week here lovely cottage great sea views, and the weather was amazing easy to get to Weymouth and its sandy beach.
    Reviewed 8 May 2016
    Needed a place to stay where I could relax and recharge my batteries. Fisherman's View was perfect! The cottage is cosy and has everything you could possibly need. When I saw...
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    About this property
    Cottage with sea views over beautiful famous Chesil Beach. South facing patio with sea view. Accommodates up to four . Weekly change over Saturday. Dogs welcome and most places are dog friendly. Nearest beach approximately 200 metres. Minutes from excellent bus service to Weymouth Portland Bill...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.6 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.Delimara is a charming, detached cottage set in a quiet cul-de-sac in Easton on the Isle of Portland near Weymouth. With one ground floor king-size double, plus one...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Mariners View cottage, Weymouth, England sleeps 41 / 16
    (13)Excellent
    2.7 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Ocean Views
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2018
    We stayed at Mariners view cottage for one week. It was the perfect place to stay, ideally located between Weymouth and the isle of Portland. We love this area having visited...
    Reviewed 31 July 2018
    Clean. Great location. Everything you could possibly need is there! Beds comfy. Toy box for kids. Lovely views. Great bus links. No problems for us with parking. Great stay thanks.
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    About this property
    Mariner's View is a 2-bedroom 19th century, mid-terrace cottage, renovated and modernised, but still retaining some original Victorian features. The outstanding feature of the cottage is the views across Portland Harbour, the Chesil Beach and the cliffs of Portland. Look at the photos to get the...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2.9 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • Hot Tub
    • Sauna
    • Waterfront
    • Patio
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our luxurious accommodation, ‘The Fleet Retreat’ boasts views of the Fleet Lagoon, a stunning nature reserve nestled between world famous Chesil beach and the Jurassic coast path. Situated just one mile from the Isle of Portland and two miles from Weymouth town center, our luxurious accommodation...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Seagull Cottage1 / 20
    (19)Very good
    0.9 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Ocean Views
    • DVD Player
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    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2018
    Seagull cottage is a great place for a relaxed and comfortable base to explore Portland and Weymouth. The cottage is cosy and fully equipped with all you need as a family, even...
    Reviewed 28 June 2018
    We had a great stay at Portland over 5 nights at Seagull Cottage. Portland is a friendly and beautiful place to stay and walk around, and is so close to places like Weymouth and...
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    About this property
    Seagull Cottage is a lovely holiday house ideal for sailing, beach, and outdoor activity holidays in Portland. It is located just one mile from the Weymouth and Portland National Sailing Academy (WPNSA), the 2012 Olympic Sailing venue. Chesil beach is just a few minutes walk, with swimming and...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3.4 kilometres from Portland Castle
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Balcony
    • Washer
    • Central Heating
    • Terrace
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Martleaves Farm is set in 35 acres of land of special scientific interest with a footpath down to the world famous Jurassic Coast and the South West Coastal Path. On the farm we have alpacas, Shetland ponies, sheep and horses. In the farmhouse gardens we have pet pigs George & Mildred, geese,...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Bayview1 / 22
    (5)Excellent
    0.6 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2015
    We loved our stay at Bayview. The back garden was definitely the best part of this property, the views were breathtaking! Lovely views from most windows too. House had lovely...
    Reviewed 29 May 2014
    My partner and I stayed here while visiting our nieces and needed a close place to stay. She was pregnant at the time and so proximity to our nieces and cleanliness were very...
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    About this property
    Bayview has beautiful sea and coastal views in all directions. There are extensive coast and country walks from the door and a number of local coves and beaches with safe swimming, in particular Weymouth. Portland Harbour is famed for its water sports and was the venue for the last Sailing...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    199 Atlantic House, Ocean View, Portland, Dorset1 / 6
    (1)Excellent
    1.4 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Washer
    • Ocean Views
    • Sauna
    • Shared Indoor Pool
    • Patio
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    We booked this appartment for a short stay of 5 nights , we were very suprised to find it nice and clean and with everything that you could need while staying There .Nothing to...
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    About this property
    This luxury 7th floor apartment at 199 Atlantic House is part of the prestigious Ocean View complex in Portland, Dorset. The apartment has been rated as 4* by the AA and overlooks Weymouth Bay and Portland Marina and is less than a mile from the National Sailing Academy, venue of the 2012 Olympics...
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    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Jurassic Apartments Bungalow1 / 5
    (1)Very good
    3.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2018
    We enjoyed our 3 night stay in the bungalow with our 4yo and baby. The bungalow was very clean and warm and beds comfortable. Shower v good. Bit of a squash with baby travel cot...
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    About this property
    Jurassic Apartments Bungalow is set in our farm on the Jurassic Coast between Weymouth and Portland in Dorset. The bungalow is sited next to the riding school and the entrance to the camp site. The bungalow sleeps 4 in 2 double rooms with king size beds. There is also a lounge, kitchen and shower...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    TREE TOPS, woodburning stoves, pet-friendly, sea views, Portland, Ref 9342911 / 19
    (2)Excellent
    3.3 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    This cottage is everything good that everyone says about it and more, it housed our family of 5 adults & 3 Kids ranging from 7 - 16 perfectly for a week, its clean, quirky...
    Reviewed 3 June 2016
    The cottage itself is beautiful and really well equipped. The layout is unusual - originally two small cottages that are now linked - but the space is deceptive. From the photos...
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    About this property
    This detached cottage is in the small hamlet of Wakeham near Portland and sleeps eight people in five bedrooms.Tree Tops is a detached cottage in the small hamlet of Wakeham near Portland. The cottage sleeps eight people in five bedrooms which are a second floor super king-size double (zip/link,...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.9 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Ocean Views
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wavecrest is in the village of Fortuneswell, overlooking Chesil Beach and close to the Weymouth and Portland Sailing Academy and Windsurfing Centre. Perfectly located for sailors, windsurfers, divers, walkers and cyclists with storage for boards, sails, bikes and wetsuits as well as a 72 hour free...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Casita del mar1 / 11
    (2)Very good
    0.8 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
    • Balcony
    • Washer
    • DVD Player
    • Terrace
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    This cottage suited our family needs perfectly as we were able to bring our very well behaved dog with us! Susan was so helpful and ensured we were well informed about the...
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    About this property
    150 Year Old Portland Stone Fisherman's Cottage. Two leather sofas to seat six. Freeview T.V. Books. DVD's. C.D's. Games .Wifi. There is a wood burning stove for the winter months and barbeque and alfresco dining during the summer months. Vintage pine dining table and chairs to seat six. A...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    0.6 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ammonite Cottage is a traditional Portland stone cottage situated on the Isle of Portland, near Weymouth and can sleep four people in two bedrooms.Ammonite Cottage is traditional Portland stone cottage on the Isle of Portland, near to Weymouth in Dorset, benefits from two bedrooms and one bathroom...
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    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3.9 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern terraced house is in the town of Weymouth in Dorset and can sleep 4 people in 2 bedrooms.Rockpools is a modern terraced house situated in the town of Weymouth in Dorset and benefits from bright airy interior and welcomes 2 pets. The house can sleep 4 people in 1 double and 1 twin single...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2.6 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This terraced cottage is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Home Waters is a terraced cottage situated in the outskirts of the town of Weymouth in Dorset close to small beach in a quiet location. The cottage can sleep 5 people in 1 king-size, 1 twin, 1 single...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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