
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$31,305 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...
Indoor spacesFamilyDecor

Craigiehall Temple (historic property built 1759)
Make your trip to Edinburgh truly memorable with a stay at Craigiehall Temple. Built in 1759 and situated in its own grounds on a former part of the Craigiehall Estate, its Grade A listed for its stunning portico displaying the arms of the 1st Marquess of Annandale. A plaque on the wall carries a quote from Horace: "Dum Iicet in rebus jucundis vive beatus", "Live happy while you can among joyful things". We hope that a stay at the Temple will deliver this experience and stay true to this vision
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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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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.
FamilyKitchenBiking

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.
FamilyIndoor spacesQuiet

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.
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Cosy heated Shepard’s hut with beautiful views
A very comfortable, heated, beautifully appointed Shepards hut with stunning views over the Tay valley. An ideal location to relax, reconnect and explore the magic of Perthshire. We have ancient Caledonian woodlands for you to explore, full of incredible wildlife and a wild swimming pond for those looking for a cold water fix - look us up under cotwild The Shepards hut sleeps 2 adults & 2 children under 12yrs on a sofa bed sleeping bag. 2 well behaved dogs welcome.
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The Great Hall, Dollarbeg Castle
This 2 bedroom apartment is the beautifully converted former Great Hall of Dollarbeg Castle. Built in 1890, Dollarbeg Castle was the last gothic baronial style building of its type ever built. Beautifully restored in 2007 to the very highest standards, it was converted into 10 luxury properties, one of which is a conversion of the original "Great Hall" with its vaulted ceiling and majestic views across the formal grounds towards the Ochil Hills in the distance.
Indoor spacesFamilyBreakfast

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
Indoor spacesFamilyCleanliness

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.
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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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Charming, well-appointed Edwardian gate lodge
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Saint Andrews, luxury apartment with hot tub.
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Gorgeous country apartment w/ hot tub & log burner
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welcoming dogs and their servants, Hot Tub & View
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The Carthouse (Luxury 2 bed with private hot tub)
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Adorable one bedroom apartment with hot tub.
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Fairygreen Cabin at Dunsinnan Estate
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Family- and pet-friendly home rentals

Small apartment in the center of Crail
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Escape to a luxury country cottage and ocean views
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Beautifully converted farm barn with mezzanine
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The Scores, St. Andrews
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The Bridge House, Unique 2 bedroom home on bridge!
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Log Cabin in Auchtertool.
Indoor spacesFamilyView

Coastal 2 bedroom house - golf/ beach getaway
KitchenFamilyHospitality

Beautiful royal-village cottage with wood-burner
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Family-friendly home rentals with a pool

Make memories family time!
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Seton Sands, Edinburgh, Beautiful Sea View
KitchenIndoor spacesLong stay

Luxury 3 Bedroom Caravan Near Edinburgh
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51 18 Caledonian Crescent
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"Clint" - Static Caravan at Seton Sands
FamilyKitchenCondition

Central Bright 2 Bed Flat
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6 bed Edinburgh chalet only minutes from beach
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“Sea Whispers”: Relaxation in a beautiful setting
FamilyIndoor spacesSleep quality
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,600 GYD | G$32,766 GYD | G$33,600 GYD | G$38,192 GYD | G$38,192 GYD | G$39,235 GYD | G$36,522 GYD | G$36,940 GYD | G$35,896 GYD | G$34,853 GYD | G$32,139 GYD | G$34,435 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
- The Royal Mile
- Murrayfield Stadium
- Edinburgh Zoo
- Scone Palace
- Edinburgh Playhouse
- The Kelpies
- Pease Bay
- The Meadows
- Holyrood Park
- Edinburgh City Centre Churches Together
- Knockhill Racing Circuit
- University of Edinburgh
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- Princes Street Gardens
- Jupiter Artland
- Rosslyn Chapel
- Bruntsfield Links
- Pentland Hills
- St Giles' Cathedral
- Greyfriars Kirkyard





