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Holiday Homes in Cupar

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    Travellers to Cupar are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 22 Rentals in Cupar
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    Beautiful Historical Apartment close to St Andrews1 / 43
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The Rings- Fully Accessible & flexible cottage1 / 25
    (20)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Central Heating
    • Parking
    • DVD Player
    • Washer
    • Patio
    • Private Garden
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2019
    Just spent 3 nights at The Rings with 3 Kids and another 9 adults. Plenty of room for us all, the layout of the house was excellent. We all had the privacy of the lovely en...
    Reviewed 14 October 2018
    Took my elderly Mum for a wee break to The Rings. We had a studio and adjacent room which was absolutely perfect in every way. This is a wonderful holiday retreat with stunning...
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    About this property
    The Rings is a fully accessible holiday cottage that can take groups of varying sizes. Flexibility has been built in from the start and you can book as many or as few rooms as you wish as areas can be blocked off and used by other groups. Each room has it's own independant access. With two studio...
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    KY15 5PQ, Cupar, Fife
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Garden Cottage, Nr St Andrews. Traditional charm in a glorious setting! Sleeps 51 / 42
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Patio
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2017
    Just spent two lovely weeks at Gardeners cottage. Great location and really comfortable cottage. Only advice is read cottage instructions and if you get any issues tell Margo...
    Reviewed 11 August 2017
    This property was pure gold for us when looking for a property in Cupar Fife. A family wedding had drawn us to this picturesque part of Fife and we were not disappointed. From...
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    About this property
    Garden Cottage is a special place in the countryside of Fife, only about 9 miles from St Andrews, but light years from the noise of town and city living. Here, we work hard to make your holiday just a little more special. We will be happy to use our local knowledge to help you find that special...
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    KY15 4ND, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    WeeBothy cottage in gorgeous countryside - 16m St Andrews1 / 21
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2019
    Booked the Wee Bothy for 3 nights in June and was not disappointed.Its stunning,quaint,and scenic wee cottage.Its very quiet and rural which is what you want for a quiet...
    Reviewed 2 September 2017
    This place is a hidden gem so peaceful spotless clean . Great that you can order a cooked. Real fast for the next morning . Unwinding in the hot tub is just the best to take...
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    About this property
    'WeeBothy' is a lovely one-bedroom apartment in a converted sandstone building, within the courtyard of Redlands Country Lodge. Set in lovely Fife countryside, on the outskirts of Ladybank Village it is ideal for a short break in Fife, with Cupar 5 miles away and St Andrews and the coast only 16...
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    KY15 7SH, Cupar, Fife
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The West Wing1 / 7
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2018
    The owners are wonderful very friendly and there if you needed them.The West Wing was beautiful set in lovely grounds with Alpacas and a tree house, would definitely stay there...
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    About this property
    The west wing is a charming self contained wing of the Historical Melville House. The property is 300years old and originally house the laundry for the main house. It features a lovely big family kitchen and generous living room, perfect for getting together at the end of a day's golf or to come...
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    KY157RJ, Ladybank, Cupar
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Moatville, Cupar (centre) 2 bedrooms ground floor1 / 16
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Private Garden
    • Central Heating
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2018
    This flat is perfectly located, away from the main road and the noise but very close to the centre. There is a supermarket walking distance for any shopping (even after 9 pm...
    Reviewed 15 December 2015
    We have stayed here twice and hopefully will book again in the future. The owner is very helpful and she keeps the apartment very clean and tidy and set up with more than the...
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    About this property
    If you looking for stay of more than 3 nights ask for weekly rate- it's cheaper than multiple nights. Spacious ground floor apartment with two large bedrooms, lounge, dining room, well equipped galley kitchen and shower room and an additional toilet. Can be booked with the 3 bedroom Upper...
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    KY15 4DU, Cupar, Fife
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Balcony
    • Terrace
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Copper Beech Lodge with Private Hot Tub PLEASE NOTE: We recommend you ask for a quote, holiday lettings do not calculate our prices accurately and often overprice our property, choosing the 'contact the owner' button allows us to respond with correct pricing. A break at Balmeadowside has...
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    Location Information
    KY15 4NT, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Castlefield Cosy 2 bedroom cottage1 / 19
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Private Garden
    • DVD Player
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2018
    Oops, forgot all about doing this review ! A very well equipped and comprehensively stocked kitchen. Excellent if you need to park a car nearby, and proximity to rail station...
    Reviewed 1 April 2017
    Myself and a friend had to stay in Cupar for a 6 week practice placement at a local hospital and castle field was just what we needed. Close to bus stops/train station where u...
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    About this property
    Cosy cottage in the conservation area of Cupar. Bright and sunny cottage within a few minutes walk of the town centre on quiet residential street. Living room with home office area, WiFi, 2 compact bedrooms, each with double bed, bathroom with over bath shower, kitchen with folding dining table....
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    Location Information
    KY15 4DB, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hobbit yurt at Melville house1 / 14
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Shared Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2016
    Peace and quiet for body and soul. Make your own fire in the evening, wake up with the birds and see the sun in a million dewdrops. Good walks within halfhour drives.Edinbrough...
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    About this property
    The hobbit yurt is a charming one off yurt surrounded by woodland which offered ad regret of seclusion and privacy. There is a fully equipped kitchen and shower room your your use in an adjacent building. The hobbit yurt has a double bed and a futon which folds into a small double allowing space...
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    Location Information
    KY157RJ, Cupar, Fife
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Moatville Upper (3 bedroom apartment)1 / 21
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Central Heating
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2018
    Booked both upper and lower of the house as there were 8 of us. The house was spotless, nicely decorated and spacious. The owners kindly left milk, fruit and cereal, which is...
    Reviewed 27 October 2017
    Great spacious accommodation and very clean. For self catering it is a quick walk into town and food shops very close. I arranged check in and out times with the owner who was...
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    About this property
    Moatville Upper is the first floor apartment of a detached Victorian villa in Cupar. It is possible to book both Upper & Lower together to make a sizeable property for a family or business group. Located on a quiet residential street just 2 minutes walk from the Co op Supermarket, coffee shop,...
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    KY15 4DU, Cupar, Fife
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Kilbride Cottage, near St Andrews 'We didn't want to leave!'1 / 20
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Central Heating
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2019
    Location excellent, cottage so lovely, we had great weather, and both Lynn & Sharon great host's, nothing to much trouble. Views from cottage so lovely. Well equipped &amp...
    Reviewed 28 July 2019
    This gem of a cottage is located in central Fife close to the town of Cupar and the beauty of it is that it's in the country but within easy travelling distance from...
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    About this property
    Kilbride Cottage, is a traditional 1850’s farm-workers cottage with luxury accommodation for 4. We've been independently accredited as 4 star accommodation by the Scottish Tourist Board rating, so you can be confident that Kilbride Cottage is the perfect base for a relaxing Scottish holiday. With...
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    Location Information
    KY15 7RX, Ladybank, Cupar
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Melville house east pavilion1 / 15
    (4)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2016
    Overall our family enjoyed our stay here, however the plumbing was incredibly noisy in the lower double bedroom and we had to fix the toilet,the flush button of which had...
    Reviewed 21 August 2015
    I would Highly recommend anyone to visit this House ...Its is amazing in every way .. The family made us so Welcome and looked after us second to none ..We were celebrating a...
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    About this property
    300 year old Georgian garden pavilion, modernised inside to offer everything you need for a weekend away from it all. The east pavilion offers a double room, a twin room and a single, all ensuite along with a well equipped kitchen and living room. The property is Set in the grounds of a house once...
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    KY157RJ, Cupar, Fife
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Garden
    • DVD Player
    • Hot Tub
    • Central Heating
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cannich Cottage is situated on our working farm which links straight to Balmeadowside via a short walk. Cannich Cottage has;Two Bedrooms (1 Fixed Superking, 1 Twin Bedroom), Family bathroom with shower over bath, Open plan kitchen/dining with microwave, dishwasher and washer/dryer, Dining leads to...
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    KY15 4NS, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Parking
    • Terrace
    • Central Heating
    • Patio
    • Internet Access
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The West Wing offers an exclusive opportunity to stay in a Scottish Mansionhouse, with access to Kinloss House’s private gardens. We are delighted to have now received our official grading by Visit Scotland, and we have been awarded the prestigious 5* grading, as well as the Taste Your Best Award...
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    LY15 4ND, Cupar, Fife
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WeeTwo apartment has it's own front door, opening into the courtyard of Redlands Country Lodge. Ideal for a wee break away in the countryside - we are surrounded by local woodland walks. Quiet, yet only 4 miles to Cupar, 1 mile to Ladybank and 16 to St Andrews. Perfect location for getting out in...
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    KY157SH, Ladybank, Cupar
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WeeOne is one of two newly updated wee apartments within one log cabin building set in the courtyard of Redlands Country Lodge. Has 2 rooms-a cosy bedroom + lounge/kitchen. The bedroom has patio doors, En-suite shower, Kingsize bed, dressing table & chair. The spacious lounge with kitchen area has...
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    KY157SH, Ladybank, Cupar
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    058 - Restored Fortified Castle1 / 32
    (1)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    Reviewed 18 April 2014
    If you like quirky this is the place, all but a pile of rubble with just 1 tower standing this place was built anew in a grand manner and with a lot of dedication by the owners...
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    About this property
    Exceptional medieval castle lovingly restored to its original splendour sleeping up to 12 adults and 2 children over four floors. Set within a beautiful rural area with plenty of outdoor open space for children to play. Mostly wooden and tiled floors throughout with some bedrooms carpeted. Warmed...
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    Location Information
    KY15 4RL, Cupar, Fife
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Parking
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    East Cottage is situated on our working farm which links straight to Balmeadowside via a short walk. The cottage is next to our farmers cottage and overlooks the fields at Parbroath Farm. East Cottage has; Two Bedrooms – 1 Fixed Superking, 1 Twin Bedroom Family bathroom with shower over bath...
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    KY15 4NS, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the Hawkswood Country Estate, we are delighted to launch our latest property - Bowhill Bed and Breakfast. This is our latest exciting, luxury development offering a sumptuous and intimate environment for your visit. Bowhill Bed and Breakfast sleeps up to eight in four luxury double...
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    KY15 5LL, Peat Inn, Cupar
    Private Room - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A bright and airy space decorated in light colours. The holiday home is the ideal space to relax and unwind after a nice day's touring or golfing around Fife. The space We have 2 bedrooms and can sleep up to 4 people. Hotel quality linen and towels will ensure you have a comfortable nights sleep...
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    KY15 7SA, Ladybank, Cupar
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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