We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes in Cupar

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    R 2 356 Average
    |||
    |||
    R 0R 14 000+
    Suitability
    More filters
    Travellers to Cupar are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 16 Rentals in Cupar
    Sort by:
    Default
    The West Wing1 / 7
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Newly Renovated Beautiful Historical Apartment Sleeps 7 close to St Andrews1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Cherry Blossom Cottage with Private Hot Tub in Fife1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Hobbit yurt at Melville house1 / 14
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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
    KY157RJ, Cupar, Fife
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Moatville, Cupar (centre) 2 bedrooms ground floor1 / 12
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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...
    View all property information
    Location Information
    KY15 4DU, Cupar, Fife
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    WeeBothy - countryside setting in Fife, Scotland1 / 16
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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...
    View all property information
    Location Information
    KY15 7SH, Cupar, Fife
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    KY15 4NT, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    South Tower Cottage1 / 21
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Private Garden
    • Parking
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 January 2018
    We've just returned from South Tower Cottage. It's hardly a cottage! A converted coach house with absolutely plenty of room, warm and everything is there ready for you...
    Reviewed 4 January 2018
    Loved this lovely, well appointed house, close to Cupar and convenient for visiting relatives over Christmas. Festive and cosy, I'd certainly love to revisit.
    See all reviews
    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
    KY154QD, Cupar, Fife
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Moatville Upper (3 bedroom apartment)1 / 10
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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
    KY15 4DU, Cupar, Fife
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    KY8 5TF, Peat Inn, Cupar
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Save time - get the best Cupar rentals sent straight to your email!
    Get the List
    058 - Restored Fortified Castle1 / 32
    (1)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Suitability
    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...
    See all reviews
    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...
    View all property information
    Location Information
    KY15 4RL, Cupar, Fife
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    Castlefield Cosy 2 bedroom cottage1 / 8
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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....
    View all property information
    Location Information
    KY15 4DB, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Melville house east pavilion1 / 21
    (4)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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...
    View all property information
    Location Information
    KY157RJ, Cupar, Fife
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    Make Enquiry
    The Rings- Fully Accessible & flexible cottage1 / 25
    (19)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    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...
    Reviewed 9 September 2018
    Had a fabulous weekend at The Rings with family. One of my sons, age 20, is severely disabled and uses a wheelchair. We have been on hoilday at various venues in Britain and...
    See all reviews
    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...
    View all property information
    Location Information
    KY15 5PQ, Cupar, Fife
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Enquiry
    Garden Cottage, Nr St Andrews. Traditional charm in a glorious setting! Sleeps 51 / 39
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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...
    View all property information
    Location Information
    KY15 4ND, Cupar, Fife
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Secure Parking
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just 10 minutes from St Andrews this delightful little bright and airy new detached Norwegian timber house in private grounds is located in quiet Peat Inn hamlet famous for its Michelin starred restaurant. Stunning westerly views in elevated location out towards the Lomond Hills, the property...
    View all property information
    Location Information
    KY15 5LH, Peat Inn, Cupar
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    List your property
    Owner log in