
Family-friendly holiday 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.

Beautiful royal-village cottage with wood-burner
Eastmost Cottage is in a wonderful position on the edge of the historic village of Falkland. It's a short walk from the fine Renaissance Falkland Palace, the heart of the medieval village with its independent shops, cafes restaurants and pub. There is great walking in the Lomond hills, accessible on foot. The wonderful Covenanter has great food all day; the Hayloft and Pillars of Hercules are lovely cafes. The Stag is a lovely bistro (our fav). Fine dining at the Boar's Head in Auchtermuchty.

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.

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.

Beautifully converted farm barn with mezzanine
The Barn is a newly converted farm building on a quiet farm in a rural location 1km from Lundin Links. This 1 bed mezzanine is incredibly spacious yet cozy and welcoming. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden to front, and private courtyard to rear, both ideally positioned to enjoy the morning and evening sun. Only a few minutes to the local beach, pub, shops & golf courses. Pets welcome.

Braeview: Cosy studio farm cottage near St Andrews
We have lovingly converted a 200 year old cart shed 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.

Writer's Retreat in the heart of Perthshire
'The Howff' is a refurbished farm worker's bothy in a rural location with lots of walks and access to beautiful parts of Perthshire. One hour's drive from Edinburgh, 20 mins Dundee or Perth. This authentic bothy contains one room with single bed, wood burning stove, mini kitchen unit with fridge, oven, portable hob and kettle, separate shower room, wc, basin. Linen and towels included. Although small, The Howff is warm and cosy and makes a perfect retreat. Please note for ONE only.

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.

Tiny House in Cosy Village
Dating back to the 1700s, this tiny house had sat empty for over 50 years until George (Heather's son) invested his life savings to completely renovate it to a high standard, while retaining the original character of the building. Sitting below Bishop Hill in the picturesque village of Kinnesswood (2023 joint winner of Britain in Bloom's 'Village' category!), the tiny house is surrounded by breathtaking views, fantastic walks, and an abundance of local farm shops, cafes, and restaurants.

Beautiful old country Cottage near St.Andrews.
Welcome to our cosy, traditional country cottage with a modern twist, set within a wildlife friendly garden! Perfect for Families! Beautiful garden, large cottage with a main double bedroom and 2nd children's bedroom which leads from the main one. Sky TV/internet, log fire, dining room and a fully renovated modern Kitchen and Bathroom with walk in shower room. Quiet, private, comfortable, well loved and homely. Great for a weekend break, Families especially welcome! Home from home!

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.

Garden Cottage, nr St Andrews. Spring 10% off
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.
Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning 1 Bedroom home in Elie

Gorgeous country apartment w/ hot tub & log burner

Adorable one bedroom apartment with hot tub.

Fairygreen Cabin at Dunsinnan Estate

Saint Andrews, luxury apartment with hot tub.

Coastal cottage with stunning view.

Balass Lodge near The Old Course St. Andrews

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

Coastal 2 bedroom house - golf/ beach getaway

Idyllic 2-bedroom suite in the Fife Lomond Hills

Cosy studio annex in pretty countryside.

Centrally located spacious Victorian flat.

Rowanbank Cabin - a gorgeous country escape

‘ Burgher Chapel- Converted Church’

Ardormie Farm Cottage - cosy country cottage for 2

Doodles Den
Family-friendly home rentals with a pool

Luxurious Edinburgh Lodge/Cabin EH32 0QF

3 Bedroom Luxury Caravan - No Vehicles With Sign

Balgavies Home Farm - Cottage

Halcyon Poolhouse

6 bed Edinburgh chalet only minutes from beach

51 18 Caledonian Crescent

Magical memories have fun!

Iconic Beach-Front Fisherman’s Cottage
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £114 | £105 | £109 | £102 | £123 | £125 | £130 | £131 | £127 | £124 | £114 | £122 |
| Avg. temp | 4°C | 4°C | 6°C | 8°C | 10°C | 13°C | 15°C | 15°C | 13°C | 10°C | 6°C | 4°C |
Quick stats about holiday rentals that are family-friendly in Cupar

Total holiday rentals
Explore 20 holiday rentals in Cupar

Nightly prices starting at
Cupar holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cupar holiday rentals include wifi 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
- The Royal Mile
- Edinburgh City Centre Churches Together
- Murrayfield Stadium
- Edinburgh Zoo
- Scone Palace
- Edinburgh Playhouse
- Pease Bay
- The Meadows
- The Kelpies
- Holyrood Park
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- Greyfriars Kirkyard
- St Giles' Cathedral
- Jupiter Artland
- The Edinburgh Dungeon
- Kingsbarns Golf Links
- National Museum of Scotland
- Forth Bridge
- The Real Mary King's Close
- Royal Yacht Britannia




