
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$31,315 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.

Stylish Fife Flat by Home of Golf, St Andrews
The Blue Moon Holiday Home is our spacious flat located right in the heart of Cupar. Close to St Andrews Old Course, Peat inn Michelin star-restaurant and the Hill of Tarvit-walk. The flat is decorated by an interior designer who has given full attention to creating a lovely getaway for couples, friends or families in a stylish holiday home- using sustainable materials, furniture & paints. The West Sands beach of St. Andrews and the St. Andrews Aquarium is only a short drive away. Pets welcome!
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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.
KitchenFamilyValue

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 spacesFamilyCheck-in

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.
FamilyIndoor spacesQuiet

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.
FamilyKitchenWifi

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.
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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.
FamilyKitchenNearby

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
FamilyIndoor spacesComfort

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 spacesFamilyAccuracy

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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Stylish Cupar Flat | Near St Andrews | FreeParking
This centrally located flat in Cupar is just a 2-minute walk from the train station, with the taxi rank even closer. St Andrews is only a 15-minute drive away, making it ideal for a golfing trip, relaxing getaway, or exploring Scotland. The flat features built-in ceiling speakers for a comfortable, relaxing stay. Trains run hourly to Edinburgh and Dundee, so a car isn’t essential, though private parking is included for added convenience.
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Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

The Carthouse (Luxury 2 bed with private hot tub)
Indoor spacesFamilyCheck-in

The Edge - Amazing 140-foot" Cliff Top Views
KitchenIndoor spacesLocation

Saint Andrews, luxury apartment with hot tub.
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welcoming dogs and their servants, Hot Tub & View
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Adorable one bedroom apartment with hot tub.
FamilyIndoor spacesWifi

Corner Cottage, Falkland, Fife
Indoor spacesFamilyQuiet

Cabin & Hot Tub on smallholding with Alpaca's +
FamilyIndoor spacesRiver

Beech Lodge Self Catering Log Cabin with Hot Tub
FamilyIndoor spacesHot tub
Family- and pet-friendly home rentals

Coastal 2 bedroom house - golf/ beach getaway
FamilyKitchenBackyard

Luxury River View Farm Cottage + Dog Friendly
FamilyKitchenHospitality

Carmichael Farmhouse - Family and dog friendly
Indoor spacesKitchenBeach

Escape to a luxury country cottage and ocean views
KitchenFamilyComfort

Mangle Cottage, quirky cottage in Pittenween, Fife
KitchenIndoor spacesAmenities

Spacious and bright holiday home in Newburgh.
KitchenFamilyRiver

Self-contained cottage, 2 miles from St Andrews.
Indoor spacesFamilyAccuracy

The Hay Shed - St Andrews
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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
FamilyIndoor spacesLayout

Glorious unspoilt beaches or visit Edinburgh!
FamilyKitchenAmenities

Well-located Luxury tiny Home!
FamilyIndoor spacesAmenities

6 bed Edinburgh chalet only minutes from beach
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Central Bright 2 Bed Flat
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“Sea Whispers”: Relaxation in a beautiful setting
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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$33,611 GYD | G$32,776 GYD | G$33,611 GYD | G$38,204 GYD | G$38,204 GYD | G$39,248 GYD | G$36,534 GYD | G$36,952 GYD | G$35,908 GYD | G$34,864 GYD | G$32,150 GYD | G$34,446 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
- Pease Bay
- The Kelpies
- The Meadows
- Holyrood Park
- University of Edinburgh
- Edinburgh City Centre Churches Together
- Knockhill Racing Circuit
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Princes Street Gardens
- Bruntsfield Links
- Glenshee Ski Centre
- Jupiter Artland
- Rosslyn Chapel
- Pentland Hills
- The Hermitage
- Greyfriars Kirkyard





