
Family-friendly vacation rentals in Cupar
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cupar
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

Romantic Cottage, nr St. Andrews with hot tub
Balass Hayshed Cottage finished to the highest standard and enjoyed by couples on mini moons, golf trips, weddings, visiting children at St Andrews University or just getting away from busy lives. The property has its own hot tub for the exclusive use of Hayshed guests only. There is a loft space with a further double bed. Enjoy the surrounding countryside. Edinburgh an hour by train. Dundee’s V and A 25 minutes. Rent along with the Stables Cottage for larger parties. Ultra fibre broadband.

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' - there is a shop, pub and coffee shops. St Andrews and Cupar are nearby. Airbnb policy - booking to be made by person staying at the property. Licence no: FI-00488-F

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.

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.

Detached Country Annexe 20 mins from St Andrews
Welcome to our recently converted 1 bedroom detached annexe. Apple View is a no smoking property. It occupies a delightful countryside location with rolling views to the Lomand Hills whilst also having easy access by car to the many nearby attractions of St Andrews Cupar,Falkland,Perth.Dundee and Edinburgh. Whether it is country walks, beaches, historic houses and gardens, golf, museums, or city attractions there really is something for everyone in this wonderful part of Scotland.

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

Garden Cottage, nr St Andrews.July-Sept rate cuts
Garden Cottage is a traditional 2 bedroom cottage with central heating, free wi-fi and its own garden, & access to our tennis court. Located on our private country estate about 9 miles from St Andrews. Price includes bed linen, towels, wi-fi & electricity, starter pack of coal, & logs for the fire. Sleeps 4 adults + child/baby, in 1 double bed, 2 single beds & futon. Cot provided. EV charger. STL licence no. FI-00612-F, by Fife Council. Sorry, no pets.

The Wynd, near Peat Inn, St Andrews
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. Overall, a good quality place to stay, close enough to enjoy everything the area has to offer yet secluded and private to relax. COVID advice : Be reassured that our place is completely independent and clean. Letting Licence : FI 00301 F
Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

Gorgeous country apartment w/ hot tub & log burner

'Ericht' Enjoy Hot Tub Views Cabins at the Roost

Adorable one bedroom apartment with hot tub.

Saint Andrews, luxury apartment with hot tub.

Pluck the Crow Annex (FI 00062 F)

Coastal cottage with stunning view.

Craighorn Luxury glamping pod & hot tub

Stay@Southfield - Luxury Pod on Auchtermuchty Farm
Family- and pet-friendly home rentals

The Old Barn, Country Cottage in courtyard setting

Cosy studio annex in pretty countryside.

Seashell Cottage

Luxury one-bedroom cottage ŵ outdoor bath & views

Beautiful old country Cottage near St.Andrews.

‘ Burgher Chapel- Converted Church’

No 67 Leuchars (St Andrews) Free Off Road Parking

Ardormie Farm Cottage - cosy country cottage for 2
Family-friendly home rentals with a pool

Balgavies Home Farm - Cottage

6 bed Edinburgh chalet only minutes from beach

51 18 Caledonian Crescent

Port Seton Family Retreat

East Coast Escape - 3BR Caravan

Lodge at Eastwood: private cottage for 2-4 guests

Magical memories have fun!

Iconic Beach-Front Fisherman’s Cottage
Quick stats about vacation rentals that are family-friendly in Cupar

Total vacation rentals
Explore 20 vacation rentals in Cupar

Nightly prices starting at
Cupar vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cupar vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cupar rentals

4.8 Average rating
Cupar stays are highly rated by guests—averaging 4.8 out of 5!
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- Edinburgh Waverley Station
- Edinburgh Castle
- Royal Mile
- Edinburgh Zoo
- Pease Bay
- Scone Palace
- The Meadows
- The Kelpies
- Edinburgh Playhouse
- Holyrood Park
- The Royal & Ancient Golf Club of St. Andrews
- Royal Botanic Garden Edinburgh
- Stirling Castle
- North Berwick Golf Club
- Muirfield
- St Cyrus National Nature Reserve
- Belhaven Bay Beach
- Greyfriars Kirkyard
- Kirkcaldy Beach
- St Giles' Cathedral
- The Edinburgh Dungeon
- Kingsbarns Golf Links
- Jupiter Artland
- Lunan Bay Beach




