
Family-friendly vacation rentals in Cupar
Find and book unique family-friendly homes on Airbnb
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 G$31,337 GYD per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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

4.9 Average rating
Cupar stays are highly rated by guests—averaging 4.9 out of 5!
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.
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Real Fairytale Treehouse
Set within the grounds of Fernie Castle a beautiful authentic Treehouse with 6 living Trees growing and thriving. Equally beautiful in all seasons especially winter being so very cozy, it is fully heated with lots of hot water for the freestanding bath for two. With all the amenities of a 5 star bedroom, a large freestanding bath on the second floor with a small balcony with views to the stunning countryside it does indeed feel like a fairytale just remember to bring your favourite bubbles...
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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.
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Luxury River View Farm Cottage + Dog Friendly
Enjoy stunning views over the River Tay from a luxury countryside base (35 mins to St Andrews & 50 mins to Edinburgh). Old Parkhill at Hyrneside is a beautifully restored 3 bed farm cottage, featuring a stylish open plan space, designer kitchen, wood stove and heated polished concrete floors. Relax in marble washrooms, one with a clawfoot bath, the other a walk-in shower. French doors open out to a courtyard dining area + pizza oven, fire pit and acres of farmland, forest + trails to explore.
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Eastburn: Gorgeous 2-bed cottage near St Andrews
Eastburn Cottage was created from our lovingly converted 200 year old cart shed. On 13 acres of grounds accessed via a 400 metre track, Braeside Farm is tranquil yet a 10-15 minute drive to St Andrews and less than an hour from Edinburgh Airport. Eastburn is a 2 bedroom cottage with a kitchen and living room upstairs and a master bedroom (en suite) and smaller bedroom (with a triple bunk bed), bathroom and WC downstairs. Front door is at the top of the steps in the gable. A car is required.
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The Roundel in Fife
Reconnect with nature at this unforgettable escape. ‘The Roundel’ near Cupar is a beautiful restored barn with its own private entrance. It offers a unique and private sanctuary for guests exploring the beautiful surrounding areas. This lovely open plan space forms part of what was once a traditional farm steading and sits in a quiet and peaceful setting. Guests also have use of a tennis court within the grounds. St Andrews, with its famous golf courses and beaches is just 20 mins by car.
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Mangle Cottage, quirky cottage in Pittenween, Fife
5* quirky 17th century cottage in the heart of Pittenweem. Ama St Andrews, the home of golf is just 17 minutes away by car . Pittenweem boasts the last working fishing harbour in the East Neuk with it's famous 117 mile long coastal path passing right through the village . Dog friendly restaurants , cafes, pubs and art galleries all on our doorstep. Lovely long beaches in St Andrews and Elie only short drive away. The Fife 117 mile long coastal path goes past the bottom of our Wynd .
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Town House 200 yards from Old Course St Andrews
Large Town House uniquely located 200 yards from the 1st tee of the world famous Old Course, St Andrews. With six bedrooms, three large bathrooms, large reception lounge and great kitchen dining room, the house is an outstanding location for golf and St Andrews. There is a large secluded garden to the rear to enjoy and relax after golf or spending time in town. We also provide free parking for two vehicles. Groups of 4+ is additional - please book for the total number. Thank you.
FamilyKitchenTV

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.
Indoor spacesFamilyWalkability

Dream Tower Cabin
This uniquely designed cabin is a rural dream pad. Perfect for a quiet getaway, a romantic hideout or a base to explore the beauty of Fife. The leafy deck looks out over fields with horses and sheep. With a separate dedicated workspace it’s also a perfect place to write or create something special. The dynamic shapes of the building are designed to keep your eye satisfied and to encourage the curiosity required to be creative. 🏳️🌈 🏳️⚧️ LGBTQIA friendly
KitchenIndoor spacesAccuracy

Garden Cottage, nr St Andrews. Glorious location!
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.
Indoor spacesFamilyCheck-in

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 EPC rating : D
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Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

The Edge - Amazing 140-foot" Cliff Top Views
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The Carthouse (Luxury 2 bed with private hot tub)
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Saint Andrews, luxury apartment with hot tub.
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welcoming dogs and their servants, Hot Tub & View
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Cabin & Hot Tub on smallholding with Alpaca's +
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Adorable one bedroom apartment with hot tub.
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Charming, well-appointed Edwardian gate lodge
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Corner Cottage, Falkland, Fife
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Family- and pet-friendly home rentals

Escape to a luxury country cottage and ocean views
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The Bridge House, Unique 2 bedroom home on bridge!
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Carmichael Farmhouse - Family and dog friendly
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Coastal 2 bedroom house - golf/ beach getaway
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The Scores, St. Andrews
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Log Cabin in Auchtertool.
FamilyKitchenGrill

Self-contained cottage, 2 miles from St Andrews.
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Beautifully converted farm barn with mezzanine
FamilyIndoor spacesCheck-in
Family-friendly home rentals with a pool

51 18 Caledonian Crescent
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Luxury 3 Bedroom Caravan Near Edinburgh
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"Clint" - Static Caravan at Seton Sands
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Well-located Luxury tiny Home!
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Glorious unspoilt beaches or visit Edinburgh!
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Seton Sands, Edinburgh, Beautiful Sea View
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Central Bright 3 Bed Flat with Secure Parking
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6 bed Edinburgh chalet only minutes from beach
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When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,635 GYD | G$32,799 GYD | G$33,635 GYD | G$38,231 GYD | G$38,231 GYD | G$39,275 GYD | G$36,559 GYD | G$36,977 GYD | G$35,933 GYD | G$34,888 GYD | G$32,172 GYD | G$34,470 GYD |
| 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 |
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- Edinburgh Waverley Station
- Edinburgh Castle
- Murrayfield Stadium
- Edinburgh Zoo
- The Royal Mile
- Scone Palace
- Edinburgh Playhouse
- The Kelpies
- Pease Bay
- The Meadows
- Holyrood Park
- Edinburgh City Centre Churches Together
- University of Edinburgh
- Knockhill Racing Circuit
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- Princes Street Gardens
- Jupiter Artland
- Bruntsfield Links
- Rosslyn Chapel
- Pentland Hills
- Greyfriars Kirkyard
- St Giles' Cathedral





