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Vacation Rentals in Cupar, Scotland

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    Travellers to Cupar are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 20
    5 of 5 stars (18) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 21
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    1 / 25
    5 of 5 stars (7) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    1 / 38
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Parking
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Washer
    • Grill
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Garden Cottage. Garden Cottage is right in the heart of our country estate in Fife, about 9 miles from St Andrews and its many golf courses. The cottage has 2 bedrooms, and sleeps 4 plus baby or small child.. The cottage is detached, two storey, and sits in its own garden, with a lawn to... View all property information
    Location Information
    Cupar, Fife
    5 of 5 stars Reviewed 17 May 2014
    A lovely cosy cottage in peaceful surroundings and excellent location for visiting St Andrews. We found the cottage a real home from home with many lovely extra touches such as...
    3 of 5 stars Reviewed 5 January 2014
    The cottage is quite lovely and set in great surroundings. However the heating and the shower facility are very poor. Middle of winter and the heating comes on twice per day...
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    1 / 42
    4 of 5 stars (1) Very good
    6 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    <p></p><br><p></p><br><p>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... View all property information
    Location Information
    Cupar, Fife
    4 of 5 stars 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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    1 / 14
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    Cupar, Fife
    4 of 5 stars 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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    1 / 12
    5 of 5 stars (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
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Cupar, Fife
    4 of 5 stars 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...
    5 of 5 stars 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 every...
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    1 / 13
    Ladybank
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Secure Parking
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Mountain Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We opened our Bed & Breakfast service on Friday September 2nd 2016 and we are already so excited to welcome our guests! Downfield House and garden are centrally located in the Kingdom of Fife. It is a peaceful house surrounded by a beautiful garden where you can enjoy the sound of silence and... View all property information
    Location Information
    Ladybank, Cupar
    1 / 10
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Central Heating
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Cupar, Fife
    1 / 19
    5 of 5 stars (20) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Parking
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
    • Private Garden
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    On the ground floor is a Living Room, Dining Room, Kitchen, Conservatory with slate bed pool table, Twin Bedroom and Family Bathroom.On the first floor there is another twin bedroom, a double bedroom and a shower room with W.C.<BR><BR>The house backs onto open country side providing a relaxing... View all property information
    Location Information
    Cupar, Fife
    4 of 5 stars Reviewed 8 July 2016
    We have just returned home from a week at Hill View. We were due to go to a family wedding at Fernie castle. The cottage was lovely and a perfect location for getting to the...
    5 of 5 stars Reviewed 7 July 2016
    Stayed here July 2016, 6 of us including our dog, absolutely lovely cottage! Three very spacious bedrooms, and two bathrooms! Living room is really cozy, comfy sofas, tv and DVD...
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    1 / 21
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • DVD Player
    • Private Garden
    • Parking
    • Central Heating
    • Satellite TV
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A lovely spacious cottage set in rural Fife. South tower cottage is set in the grounds of Cairnie fruit farm, not far from Cupar and St Andrews. The property was converted recently from a coach house and stable into a large open plan kitchen, living room with 13ft barrel ceiling, wood burning stove... View all property information
    Location Information
    Cupar, Fife
    4 of 5 stars Reviewed 14 May 2015
    We had a fantastic week here, the best bit about being in this house with young children was the wonderful farm park next door where we had free entry. House is spacious and fully...
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    1 / 7
    5 of 5 stars (3) 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
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 bedrooms, bathroom with over bath shower, kitchen with folding dining table. Central heating, well... View all property information
    Location Information
    Cupar, Fife
    5 of 5 stars 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...
    5 of 5 stars Reviewed 7 August 2015
    Myself and my tenage grandson thoroughly enjoyed our stay in Castlefield. It is ideally placed to explore St Andrews, Dundee and the coast of Fife generally. Parking is...
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    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Wi-Fi
    • Patio
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This property is brought to you by TravelNest. Ref: 95770 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... View all property information
    Location Information
    Cupar, Fife
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • DVD Player
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This property is brought to you by TravelNest. Ref: 95782 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... View all property information
    Location Information
    Cupar, Fife
    1 / 17
    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
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
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    Cupar, Fife
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    'WeeBothy' is a lovely one-bedroom apartment in a converted sandstone building, within steading style surrounds. <BR><BR>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... View all property information
    Location Information
    Cupar, Fife
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    SPACIOUS DETACHED HOUSES SET ON THE RIVER TAY BOASTING MAGNIFICENT VIEWS WITH SLIPWAY AND MOORING FACILITIES<br><br>In a stunning location with outstanding views across the River Tay to the Sidlaw Hills, the properties are finished and decorated to a very high standard for a contemporary and... View all property information
    Location Information
    Cupar, Fife
    1 / 13
    Ladybank
    Private Room, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We opened our Bed & Breakfast service on Friday September 2nd 2016 and we are already so excited to welcome our guests! Downfield House and garden are centrally located in the Kingdom of Fife. It is a peaceful house surrounded by a beautiful garden where you can enjoy the sound of silence and... View all property information
    Location Information
    Ladybank, Cupar
    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    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... View all property information
    Location Information
    Cupar, Fife
    1 / 35
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Parking
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Garden
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sleeps 4+child+baby. 2 bedroom beautiful, traditional stone built cottage set in our country estate nr Cupar in Fife. Free wi-fi. The tennis court is about 100 yards from the cottage and guests are welcome to use it by arrangement. The cottage has its own garden and overlooks a paddock and duck... View all property information
    Location Information
    Cupar, Fife
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    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Cupar, Fife
    1 / 16
    5 of 5 stars (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • DVD Player
    • Private Garden
    • Wi-Fi
    • Parking
    • Balcony
    • Terrace
    • Central Heating
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Idyllic 1 bedroom Cottage ideal for a quiet, romantic break away. Spacious bedroom with beautiful super king four-poster bed, stunning luxury bathroom with free-standing bath and separate power shower, open-plan fully equipped kitchen / dining / living room area with TV/DVD, iPod dock and... View all property information
    Location Information
    Cupar, Fife
    5 of 5 stars Reviewed 23 November 2015
    My boyfriend and I recently stayed at Cherryblossom Cottage for a long weekend and it was stunning. It was a real home from home. Every room was immaculate and pristine with...
    5 of 5 stars Reviewed 11 March 2015
    My Wife and I stayed here for four nights and could not fault the place it was so clean the location is superb and the cottage was immaculate from cleanliness to the decor will...
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    1 / 41
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Hot Tub
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Cupar, Fife
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Cupar, Fife
    1 / 42
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Cupar, Fife
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Patio
    • Central Heating
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Cupar, Fife
    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Wi-Fi
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Cupar, Fife
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Central Heating
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Kingfisher is one of our 'Bird' lodges. All of these lodges have 2 bedrooms, 2 bathrooms and open plan kitchen / living / dining rooms. All Lodges at Balmeadowside have private decking with their own private hot tubs. The master bedroom is en suite and features a super king bed. The second... View all property information
    Location Information
    Cupar, Fife
    1 / 9
    5 of 5 stars (13) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Wi-Fi
    • DVD Player
    • Washer
    • Parking
    • Satellite TV
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Denmuir Arches is a luxury, contemporary conversion of a 19th century farm steading, set within the grounds of a working family farm in the Kingdom of Fife.<BR><BR>The renovation has been completed to the highest standards, with four double bedrooms, three ensuite bathrooms, and a spacious living... View all property information
    Location Information
    Cupar, Fife
    5 of 5 stars Reviewed 20 August 2016
    Booked this place for a get together for 7 family members aged 14 to 84. The photos on the web page are accurate. The Arches is very tastefully restored and the interior design...
    5 of 5 stars Reviewed 24 May 2016
    Booked the Denmuir Arches for a family long weekend and I am so glad I found this place. As soon as we walked in I knew I had made the right choice booking here. The house is...
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    1 / 21
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
    • Terrace
    • Parking
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Balcony
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Silver Birch, one of our 4 'Tree' Lodges, is located in a peaceful rural setting with excellent views over the surrounding Fife countryside. It is a well equipped lodge with a private hot tub on the decking and benefits from being pet friendly. The nearest towns are only 10 minutes drive away... View all property information
    Location Information
    Cupar, Fife
    4 of 5 stars Reviewed 12 July 2014
    We stayed at Silver Birth lodge which we found was the most private. The lodge was nice and clean with lovely views. The private decking (with gates) was very pet friendly for our...
    5 of 5 stars Reviewed 9 July 2014
    The lodge was lovely, clean and well equipped. Very restful and the hot tub made it. Will definitely be back
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