Family-friendly vacation rentals in Cupar

Homely cottage & tranquil garden, beaches nearby

Penny Cottage is a beautiful, homely old weaver's cottage from 1783, with original features and a peaceful, secure garden, great for dogs. Space is perfect for 2–3, cosy for 4. Perfectly situated for exploring Fife's beaches, countryside, golf courses and historic settlements. Ceres is one of Scotland's 'Most Attractive Villages' with a shop, pub and cafes. St Andrews and Cupar nearby. NO wifi available. Airbnb policy - booking to be made by person staying at the property. Licence no: FI-00488-F

Luxury central ground floor flat (nr St Andrews)

Lovely 2 bedroom ground floor flat in the centre of Cupar, Fife. Private entrance. Outdoor enclosed seating area/courtyard (sun trap when weather is good). Quirky, cosy & comfortable. High quality kitchen & shower room. 20 min. drive to St Andrews, Dundee & East Neuk. Train station/buses less than 10 min. walk. Very central - one way quiet street. Supermarkets, Butcher, Baker, Post office, Chemist, Cafes, Take-away, Deli, Bars, Bistros and car parking all within a few minutes walk.

Lovely top floor flat 3 bedrooms & private parking

This is a great central flat in Cupar with the train station just a 2 minute walk away, and the taxi rank even closer, and only a 15-minute drive to St Andrew's with some amazing golf venues, ideal for a getaway, golfing trip or just to explore Scotland With speakers built into the roof it is ideal for a nice relaxing time away. And a train running to Edinburgh and Dundee every hour a vehicle will not be needed. However, Private parking is included so there is no worry about paying any meters.

The Haven Hut, warm, cosy and cute.

The Haven is a warm, cosy, quirky, very small hut set in a beautiful garden. It is perfect for a single traveller but does sleep two people and includes a welcome basket. If you are looking for a simple, outdoorsy place to stay where you can self-cater in the outdoor kitchen, bbq or walk into the village for a pub meal, the Haven is for you! It is easily accessible for those with or without their own transport, with regular bus services to Edinburgh, Perth and Dundee. A perfect getaway!

Braeview: Cosy studio farm cottage near St Andrews

We have lovingly converted a 200 year old cartshed into 2 cottages. Braeview Cottage at Braeside Farm is a spacious studio space with a king size bed on the mezzanine floor. Downstairs next to a modern kitchen you have an open area with large french doors to a patio with a great view across the brae. On a farm set in 13 acres and 500 m from the nearest road, you will savour the tranquillity yet it's a 10 to 15 min drive to St Andrews and an hour from Edinburgh Airport. A car is required.

The Bothy; Cosy Country Hideaway near St Andrews

Welcome to The Bothy ! A recently renovated barn space forming a stunning 1 bed apartment enjoying spectacular views across local countryside. The property consists of a beautiful bedroom with superking bed (can also be set up as twin single beds) with views over a walled garden. The living area has a new kitchen and sitting room with woodburning stove. Located just 7 miles from St Andrews you can enjoy the tranquil location within easy reach of the historic town 10 minutes drive away.

The Burghers Kirk @ 136, St Andrews

The Burghers Kirk is a quaint 1 bedroom cottage full of character and quirky features with a secluded courtyard garden and is situated in the heart of St Andrews, close to the West Port and the medieval core of the town. Recently refurbished to a contemporary and high standard the cottage is suitable for 2 adults. Originally built in 1749 and used by the Burgher Kirk congregation, it was gifted to the St Andrews Preservation Trust in 1954 and reconstructed into a charming cottage.

Woodside Retreat with Garden

Woodside Retreat is in a fantastic relaxing village location! It is a lovely, newly furbished, fresh, bright property with a private garden nestled beside woodland and located in the countryside. It is the perfect place to relax and recharge or explore and enjoy the areas nearby. Situated in Scotland near to Piperdam Golf Course, Dundee, and within easy travelling distance of Edinburgh, St Andrews, Dunkeld, Perthshire. We are dog friendly and can accommodate one house trained dog.

"The Wee Bothy" - Studio Annex - near Arbroath.

The “Wee Bothy” offers a great base to explore the North East Coast, our scenic Angus Glens, and nearby Towns and Cities with places of interest all around. The Seaside/Harbour town of Arbroath is a 5 min drive away, with lots of lovely Cafes, Restaurants, Cinema and Theatre. Golfing, Fishing , Kayaking round the Cliffs and Walking, are plentiful in and around the area with Carnoustie Golf Links a 15 minute drive. Bus and Train Station in town for those who want to venture further.

‘ Burgher Chapel- Converted Church’

Newburgh, Fife is an historical town. In the 18th century linen was woven in weaving sheds and cottages which still reflects in its architecture today. The town is sandwiched between the river Tay and a hillside providing ample walks and other sport activities. Many visitors start on the ‘ Fife Coastal Walk’ from this location. The chapel has excellent wifi. The town is self sufficient with shops, post office, chemist, doctors, dentist, garage, gallery and its very own distillery!

Old Town Loft - stylish apartment

Set within the Conservation area of Cupar this chic apartment has a private entrance, 2 bedrooms, shower room, open lounge / dining / kitchen area and utility room. The property is tucked away along a lane with a pleasant old town aspect. Restaurants, cafes and shops are all nearby. There is a well appointed kitchen and dining table with 4 stools. Utility room with washing machine, drying and ironing. Towels, body wash, shampoo and conditioner provided. Up to 2 dogs welcome.

Balmuir House - Apartment in Listed Mansion House

Balmuir house is a Grade B listed Mansion house built around 1750. We offer you a 2 bedroom ground floor apartment. The apartment benefits from a peaceful and secluded location with Dundee on its door step. Set in 7 acres of gardens and woodland. Discounts can be offered for longer stays. Balmuir House Apartment is licensed under The Civic Government(Scotland) Act 1982 (Licensing of Short-term Lets) Order 2022 Licence AN-01 169-F The property is Energy Efficiency Category D