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Holiday Homes in Helmsley

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    Travellers to Helmsley are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 24 Rentals in Helmsley
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    Low Crossett Cottage in North York Moors.  Short Breaks & WiFi.1 / 18
    (6)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    The Stables1 / 21
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    High Farm, Beadlam Rigg1 / 10
    (13)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Self Catering 3 Bedroom1 / 10
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 January 2018
    what a great find, beautiful cottage just a short walk from the centre of Helmsley, every facility, spacious and clean, sat in the garden the only noise birds and church bells...
    Reviewed 6 August 2016
    We had a wonderful weeks stay, the cottage was spotlessly clean, well furnished and presented. There is a little garden and we dined outside a couple times in the warm weather...
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    About this property
    Ivy cottage is situated overlooking a pleasant green a two minute walk from Helmsley town centre. The accommodation is suitable for all ages. The cottage has three bedrooms, a double, twin and a single. The bathroom has recently been refurbished. There is a conservatory situated at the rear of the...
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    YO62 5AW, Helmsley, North Yorkshire
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    CORONATION COTTAGE, woodburner, wet room, all ground floor, fantastic location,1 / 11
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2018
    Stayed for 3 nights in the beautiful market town of Helmsley. Cottage has everything you need and is very comfortable. Will be back!
    Reviewed 12 November 2017
    This is our second time in this beautifull cottage it is in an excellant location for the town and surrounding area ,we loved the log fire in the cottage it is a very...
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    About this property
    This charming cottage sits in the market town of Helmsley in North Yorkshire, sleeping four people in two bedrooms.Coronation Cottage is a stone-built cottage tucked away in a central position in the market town of Helmsley, North Yorkshire. With two bedrooms, including one king-size double and one...
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    YO62 5DX, Helmsley, North Yorkshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    CASTLE VIEW, pet friendly, character holiday cottage, with a garden in Helmsley,1 / 22
    (25)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2018
    Beautiful house.Lovely gardenIdeal location So warm and cosySuper memories of a fabulous weekOne word says it all!
    Reviewed 30 April 2018
    Firstly, reviews can be subjective. If you spent £650 for a week here your view would be different from someone spending over £2000. This view is based on us spending around...
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    About this property
    With four spacious, sunny bedrooms – able to sleep a total of eleven people – this property is best suited to larger groups and families.Just a few minutes walk from the centre of the pretty market town of Helmsley is this charming property - a superb, semi-detached house in a quiet position. This...
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    YO62 5AL, Helmsley, North Yorkshire
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    ARCHWAY HOUSE, pet-friendly, peaceful location, four poster bed, two bathrooms,1 / 13
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    The cottage is in a perfect location for families looking to visit the many English Heritage/National Trust locations around the area. We are a family of four and we chose the...
    Reviewed 15 December 2016
    This is by far one of the best holiday cottages I have stayed in. Clean cosy comfortable, lovely to return to after a day out. Facilities are second to none, top quality and...
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    About this property
    This super, end-terrace cottage in Nawton, North Yorkshire, sleeps five people in three bedrooms.Archway House is a charming, end-terrace cottage next to the owner's other holiday home, in the North Yorkshire village of Nawton. With three bedrooms including a fantastic four poster king-size double,...
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    YO62, Nawton, Helmsley
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Farmhouse With Large Sunny Garden, Log Burning Stoves & Plenty Of Space To Relax1 / 16
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2017
    We booked this property after looking at several in the area but couldn’t find anything else that came close to the quality we saw in this one. When contacting the owner she...
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    About this property
    The house is fully furnished with TV, Wi-Fi, BT Vision, DVD player, CD player: comprising three reception rooms, two double bedrooms and a twin bedroom. Overall it can easily accommodate 6 people. The master bedroom has oak furniture and a wood burning stove. All linen bedding and towels are...
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    YO62 5DD, Helmsley, North Yorkshire
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    Safari Tent1 / 15
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Garden
    • Parking
    • Grill
    • Balcony
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    Booked for 2 nights to go to a wedding nearby, met by friendly staff, safari tent was clean, and had just about everything we needed to cook breakfast, and was cosy with the log...
    Reviewed 24 July 2016
    Just got home after an amazing stay here we were made so welcome nothing was a problem for jenny and all the staff beautiful tents amazing food stunning location will definatly...
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    About this property
    Canadian Fields is located within the North York Moors National Park, just off the A170 which runs between Helmsley and Scarborough, 3 miles from Helmsley & 3 miles from Kirkbymoorside. We are a family friendly site, ideally located for exploring the nearby market towns of Thirsk, Helmsley,...
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    YO62 7SD, Nawton, Helmsley
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This end-terrace cottage is located in Helmsley and can sleep five people in three bedrooms.Ivy Cottage is a delightful end-terrace cottage overlooking a village green close to the centre of Helmsley in the North York Moors National Park. The cottage sleeps five people and has a double bedroom, a...
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    YO62 5AW, Helmsley, North Yorkshire
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful detached period property in the village of Beadlam near Helmsley and can sleep 8 people in four bedrooms.Auburn House is a beautiful detached period property in the village of Beadlam near Helmsley. The cottage can sleep eight people in four bedrooms which are made up of three doubles...
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    YO62 7SY, Helmsley, North Yorkshire
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage is located in the village of Helmsley near Kirkbymoorside and can sleep eight people in four bedrooms.44 Elmslac Road is a wonderful cottage situated in the village of Helmsley in North Yorkshire. Hosting four bedrooms; 2 doubles, 1 twin and adult bunks a bathroom, and a...
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    YO62 5AW, Helmsley, North Yorkshire
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This mid-terrace cottage is in the market town of Helmsley near to Kirkbymoorside and can sleep four people in two bedrooms. 8 Pottergate Mews is a lovely mid-terrace cottage situated in the market town of Helmsley just six miles from Kirkbymoorside, North Yorkshire. The cottage can sleep four...
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    YO62 5DJ, Helmsley, North Yorkshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    OAKLEIGH HOUSE, attractive cottage, near walks, attractions and amenities, two b1 / 11
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2017
    The cottage overall was very good and we would recommend the cottage to anyone who wants a quality accommodation. We had a problem with a leak from the upstairs bathroom that...
    Reviewed 5 September 2015
    Located in a quiet little village. Well decorated and fully furnished, spacious and homely. Not far from the charming little town of Helmsley where you can get your grocery from...
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    About this property
    This pretty, mid-terraced cottage in Nawton, North Yorkshire, sleeps four people in two bedrooms.Oakleigh House is a delightful, terraced cottage set in the village of Nawton, adjoining the owner's second holiday home. With one double and one twin bedroom, the property can sleep four people....
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    YO62, Nawton, Helmsley
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This barn conversion is in the hamlet of Chop Gate, ten miles from Helmsley and sleeps four people in two bedrooms.Clack Cat Cottage is a Grade II listed barn conversion, one of three, in the hamlet of Chop Gate, ten miles from Helmsley which sleeps four people in two bedrooms. The cottage has a...
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    TS9 7LA, Hawnby, Helmsley
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    LITTLE MANOR FARM COTTAGE, romantic, WiFi, character holiday cottage in Nawton,1 / 8
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming property has one double bedroom with en suite and is an ideal romantic retreat at any time of the year.Situated just outside the pretty village of Nawton and a mere four miles from Kirkbymoorside and Helmsley is this delightful cottage - a cosy stone-built detached property. This...
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    YO62 7TU, Nawton, Helmsley
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    PEG'S COTTAGE, detached, ground floor, WiFi, gas fire, garden with furniture, ne1 / 9
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2017
    We have just returned from a week's break at Pegs Cottage in Pockley, close to Helmsley. It was a perfect break for us and our two dogs who were secure in the grounds of the...
    Reviewed 9 September 2017
    Good location only a few minutes away from Helmsley with its quaint shops and vibrant Friday markets and from the abbey ruins at Rievaulx and Castle Howard with its extensive...
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    About this property
    This charming, detached stone cottage, set in a hamlet close to the North Yorkshire market town of Helmsley, can sleep two people in one double bedroom.Peg's Cottage, a delightful, detached, stone cottage, is set solely over the ground floor in a little hamlet just two miles from the market town of...
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    YO62 7TE, Helmsley, North Yorkshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ground floor barn conversion is located in the hamlet of Chop Gate between Helmsley and Stokesley in North Yorkshire and can sleep four people in two bedrooms. Witches Cottage is a terraced barn conversion cottage on a working farm in the tiny hamlet of Chop Gates, ten miles north of Helmesley...
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    TS9 7LA, Hawnby, Helmsley
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    WETHERCOTE COTTAGE, family friendly, character holiday cottage, with a garden in1 / 12
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2017
    Just back from Wethercote, had a great time. Cottage is lovely, very clean and sooo warm, I even had to put the heating off and has everything you could need. Family are lovely...
    Reviewed 1 June 2016
    Cottage overall was fine, although double mattress needs replaced and some small glasses needed as pint ones are too big. There is no freezer although owners let us share theirs...
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    About this property
    This two bedroom house is able to sleep up to four people and is located close to the village of Helmsley.This traditional, stone-built, cottage is a semi-detached property that adjoins the owner's house on a working livestock farm near Old Byland. Just seven miles from the market town of Helmsley,...
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    YO7 2HW, Helmsley, North Yorkshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    OWL COTTAGE all ground floor, on working farm in Helmsley Ref 9311571 / 6
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    So glad I found this cottage - absolutely perfect and exactly as described. Incredibly peaceful and beautiful location, lovely owners and everything was spotless in this very...
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    About this property
    This ground floor barn conversion is located in the hamlet of Chop Gate between Helmsley and Stokesley in North Yorkshire and can sleep two people in one bedroom. Owl Cottage is a terraced barn conversion cottage on a working farm in the tiny hamlet of Chop Gates, ten miles north of Helmsley in the...
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    TS9 7LA, Hawnby, Helmsley
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A delightful character cottage in the town of Helmsley in Yorkshire which can sleep four people in two bedrooms. Orchard Cottage is a delightful character cottage in the town of Helmsley in Yorkshire. The cottage can sleep four people in two ground floor bedrooms which are made up of a double and...
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    YO62 5AB, Helmsley, North Yorkshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Helmsley 21 km from Rosedale Abbey: Comfortable house 'Carlton', detached. In the centre of Helmsley, in a sunny position. Private: garden with lawn, pond. Patio, garden furniture, parking space n 3. Shop, restaurant, bar 350 m, bus stop 'Carlton Road' 50 m. Golf course (18 hole) 10 km, walking...
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    YO62 5HA, Helmsley, North Yorkshire
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming, character cottage is in the town of Helmsley in Yorkshire and can sleep eight people in four bedrooms. Osbourne Cottage is a charming, character cottage is in the town of Helmsley in Yorkshire. The cottage sleeps eight people in four bedrooms which are made up of two doubles with...
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    YO62 5AB, Helmsley, North Yorkshire
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    MEWS COTTAGE stone-built, town amenities,near walks, cycling, WiFi in Helmsley R1 / 15
    (2)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2016
    The cottage was easy to find and the owners instructions very clear. The cottage is well equipped although I found the décor a little OTT for my personal taste. The bedrooms are...
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    About this property
    This stone-built mews cottage is situated in a quiet part of Helmsley in the North York Moors National Park and can sleep four people in two bedrooms.Mews Cottage is a stone-built mews cottage situated in a quiet part of Helmsley in the North York Moors National Park and can sleep four people in...
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    YO62 5DJ, Helmsley, North Yorkshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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