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Cupar Vacation Rentals

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    Travellers to Cupar are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 37 Rentals in Cupar
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    Garden Cottage, Nr St Andrews. Traditional charm in a glorious setting.1 / 39
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    South Tower Cottage1 / 21
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hill View1 / 38
    (23)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wynd is situated in the middle of New Gilston country hamlet, stop at the red phone box and you have found us. We are 10 minutes from StAndrews and 2 minutes from the Peat Inn Restaurant. The spacious private self catering accommodation is adjacent to our family home, offering ample car parking...
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    Peat Inn, Cupar KY8 5TF
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Melville house east pavilion1 / 21
    (4)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Grill
    • Parking
    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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    Cupar, Fife KY157RJ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Ladybank, Cupar KY157RJ
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hawthorns Cottage1 / 20
    (23)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Parking
    • Grill
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Outdoor Dining Area
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2017
    Lovely country lower apartment in a beautiful village. Spotlessly clean. I set off the smoke alarm whilst making dinner one night, the landlord came rushing down and I was...
    Reviewed 24 July 2017
    Ceres is an ideal location for touring around St Andrews and the East Neuk of Fife - a lovely area to visit. Equally quiet, charming, comfy accommodation with loads of room...
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    About this property
    This self catering one bedroom cottage is situated in the picturesque village of Ceres, in North East Fife. Situated only 2 miles from Cupar and 7 miles from St Andrews, the historic centre of golf, boasting the oldest course in the world. It is also only 40 miles from Edinburgh. The cottage is a...
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    Cupar, Fife KY15 5LY
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Castlefield Cosy 2 bedroom cottage1 / 16
    (5)Excellent
    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 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...
    Reviewed 18 August 2016
    location of this cottage is excellent for exploring Fife. Cottage was comfy, cosy and clean. A home away from home with everything you need. Would definitely recommend this...
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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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    Cupar, Fife KY15 4DB
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    WeeBothy - countryside setting in Fife, Scotland1 / 16
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 3 July 2017
    This place was fantastic!! It was a little trouble finding cause gps ain't great in country side. One phone call to our host Katie the host and she was on the road waving and...
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    About this property
    'WeeBothy' is a lovely one-bedroom apartment in a converted sandstone building, within steading style surrounds. Set in lovely Fife countryside, it is ideal for a short break in FIfe, with Cupar 5 miles away and St Andrews and the coast only 16 miles away. Falkland Palace and Estate are approx 3...
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    Cupar, Fife KY15 7SH
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Moatville Upper (3 bedroom apartment)1 / 10
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Central Heating
    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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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    Cupar, Fife KY15 4DU
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Moatville, Cupar (centre) 2 bedrooms ground floor1 / 24
    (4)Excellent
    2 Bedrooms, 1 Bathroom, 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 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...
    Reviewed 21 July 2015
    If you are looking for an excellent quality holiday apartment to rent in the superb golfing area of Fife then look no further. This is a wonderful home from home where your...
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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. Can be booked with the 3 bedroom Upper Moatville to give a large...
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    Cupar, Fife KY15 4DU
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Secure Parking
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Delightful little bright and airy new detached Norwegian timber house in private grounds in quiet Peat Inn hamlet famous for its Michelin starred restaurant. Stunning westerly views in elevated location out towards the Lomond Hills, the property enjoys beautiful gardens bordering open countryside....
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    Peat Inn, Cupar KY15 5LH
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Rings- Fully Accessible & flexible cottage1 / 25
    (16)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • DVD Player
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2017
    We needed somewhere where 14 members of the family could be comfortable together - and this fitted the bill perfectly. All the spacious rooms have their own en-suite bathrooms...
    Reviewed 1 May 2017
    Our party of 15 cannot fault anything in this beautifully laid out house. Moira and David were very welcoming and helpful and even gave us the opportunity to feed a couple of...
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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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    Cupar, Fife KY15 5PQ
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    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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    Cupar, Fife KY15 4NT
    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
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    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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    Cupar, Fife KY157RJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • DVD Player
    • Parking
    • Hot Tub
    • Housekeeping Included
    • Central Heating
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cherry Blossom Cottage 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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    Cupar, Fife KY15 4NT
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    058-Restored Fortified Castle1 / 27
    (1)Very good
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    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....
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    Cupar, Fife KY15 4RL
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super kingsize bed and ensuite shower room, 1 twin room and second...
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    Cupar, Fife KY15 4NT
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Providing luxury furnishings and features, the newly renovated Farmhouse is the perfect getaway in Fife. Sleeping 8 in 4 ensuite bedrooms, you can enjoy the private decking area with enclosed garden and relax in the hot tub! This luxury house also features fully fitted kitchen/dining area, living...
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    Cupar, Fife KY15 4NT
    Cabin Holiday Rental - 2 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Providing luxury furnishings and features, the spectacular 2 bedroomed Rowan Tree Cottage is the perfect getaway in Fife. Equipped with TV, DVD player and Wi-Fi, all your entertainment needs are met. There’s also a woodburning stove and outside, you can enjoy the private decking area with enclosed...
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    Cupar, Fife KY15 4NT
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Set in the Fife countryside with stunning views of the surrounding area, the luxurious Tree Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with king size bed, and a family bathroom. Bed linen and towels are...
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    Cupar, Fife KY15 4NT
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Providing luxury furnishings and features, the spectacular Maple Cottage is the perfect romantic getaway in Fife. Equipped with TV, DVD player, iPod docking station and Wi-Fi, all your entertainment needs are met. There’s also a wood burning stove and outside you can enjoy the private decking area...
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    Cupar, Fife KY15 4NT
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super kingsize bed and ensuite shower room, 1 twin room and second...
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    Cupar, Fife KY15 4NT
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super kingsize bed and ensuite shower room, 1 twin room and second...
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    Cupar, Fife KY15 4NT
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    COSY RETREAT CLOSE TO THE TOWNS OF CUPAR AND ST ANDREWS This very well-presented, stylish single storey property, is nestled in a peaceful tranquil countryside setting, it is adjoined to the delightful owner’s house, yet privacy is assured during your stay. Located in a peaceful rural...
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    Cupar, Fife KY15 5NU
    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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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Services: Sleeps up to 4 1 super king size master bedroom with en-suite shower room 1 twin bedroom with en-suite shower room Freeview TV, DVD player and iPod docking station Open plan kitchen/dining/living area Fully fitted kitchen with dishwasher Private decking with hot tub and patio furniture...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Sleeps 8 2 super king size bedrooms (1 downstairs) 2 twin bedrooms Each room has en-suite shower, however master bathroom is shower over bath Open plan kitchen/dining/living area Fully fitted kitchen with range cooker and dishwasher Freeview TV and DVD player Wood burning stove Games room with...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Terrace
    • Washer
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is brought to you by TravelNest. Ref: 95788. Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Private Garden
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is brought to you by TravelNest. Ref: 95734 Set in the Fife glens with stunning views of the surrounding countryside, the luxuriously modern Cherry Blossom Cottage is the perfect place to escape and relax in your own private hot tub! Sleeping 2 this romantic one bedroomed...
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    Cupar, Fife KY15 4NS
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mountain Ash Lodge - 957581 / 41
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 4 January 2017
    Mountain Ash is like our home from home. This is our 7th time visiting Balmeadowside and our 6th visit to Mountain Ash. Everything is just perfect here. It is clean, spacious...
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    About this property
    Sleeps up to 4 1 king size master bedroom 1 twin bedroom 1 family bathroom with shower over bath Freeview TV, DVD player and iPod docking station Open plan kitchen/dining/living area Fully fitted kitchen with dishwasher Under floor heating Bed linen and towels provided Private decking with hot tub...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • DVD Player
    • Washer
    • Terrace
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is brought to you by TravelNest. Ref: 95800. Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Services: Sleeps 4 1 super king master bedroom with en-suite shower room 1 twin bedroom 1 family bathroom with shower over bath Fully fitted kitchen with dishwasher Dining/lounge area Freeview TV, DVD player and iPod docking station Wood burning stove Enclosed private garden with patio furniture...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps up to 4 1 king size master bedroom 1 twin bedroom 1 family bathroom with shower over bath Freeview TV, DVD player and iPod docking station Open plan kitchen/dining/living area Fully fitted kitchen with dishwasher Under floor heating Bed linen and towels provided Private decking with hot tub...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Patio
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is brought to you by TravelNest. Ref: 95764 Set in the Fife countryside with stunning views of the surrounding area, the luxurious Tree Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with king...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Hot Tub
    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    <!doctype html> <html> <head> <meta charset='utf-8'> <title>Untitled Document</title> </head> <body> This property is brought to you by Travelnest ref: 392585 Providing luxury furnishings and features, the spectacular Maple Cottage is the perfect romantic getaway in Fife. Equipped with TV, DVD...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super kingsize bed and ensuite shower room, 1 twin room and second...
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    Cupar, Fife KY15 4NT
    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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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Services: Sleeps up to 4 1 king size master bedroom 1 twin bedroom 1 family bathroom with shower over bath Freeview TV, DVD player and iPod docking station Open plan kitchen/dining/living area Fully fitted kitchen with dishwasher Under floor heating Bed linen and towels provided Private decking...
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    Cupar, Fife KY15 4NT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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