
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 ﺩ.ﺇ 551 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!
KitchenFamilyAccuracy

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.
FamilyKitchenDecor

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 spacesKitchenCheck-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.
FamilyKitchenAmenities

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.
FamilyKitchenCleanliness

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.
KitchenFamilyCondition

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.
Indoor spacesKitchenSleep quality

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 .
FamilyIndoor spacesBeach

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 spacesKitchenComfort

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 spacesWalkability

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.
FamilyKitchenCleanliness

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.
KitchenFamilyParks
Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

The Carthouse (Luxury 2 bed with private hot tub)
FamilyIndoor spacesPets

The Edge - Amazing 140-foot" Cliff Top Views
Indoor spacesKitchenDecor

Saint Andrews, luxury apartment with hot tub.
KitchenIndoor spacesParking

welcoming dogs and their servants, Hot Tub & View
Indoor spacesKitchenBathroom

Corner Cottage, Falkland, Fife
KitchenIndoor spacesWifi

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

Stunning 1 Bedroom home in Elie
Indoor spacesFamilyCleanliness

Charming, well-appointed Edwardian gate lodge
Indoor spacesFamilyLocation
Family- and pet-friendly home rentals

Coastal 2 bedroom house - golf/ beach getaway
FamilyIndoor spacesTV

The Bridge House, Unique 2 bedroom home on bridge!
FamilyKitchenHiking

Carmichael Farmhouse - Family and dog friendly
FamilyKitchenGrill

Log Cabin in Auchtertool.
Indoor spacesKitchenParks

Escape to a luxury country cottage and ocean views
FamilyIndoor spacesWifi

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

The Scores, St. Andrews
FamilyKitchenBathroom

Beautifully converted farm barn with mezzanine
KitchenFamilyGetting around
Family-friendly home rentals with a pool

51 18 Caledonian Crescent
FamilyKitchenNearby

Luxury 3 Bedroom Caravan Near Edinburgh
KitchenFamilyParks

Well-located Luxury tiny Home!
FamilyIndoor spacesDecor

Glorious unspoilt beaches or visit Edinburgh!
KitchenFamilyWifi

"Clint" - Static Caravan at Seton Sands
Indoor spacesFamilyTV

Central Bright 2 Bed Flat
KitchenFamilySleep quality

6 bed Edinburgh chalet only minutes from beach
Indoor spacesKitchenWifi

“Sea Whispers”: Relaxation in a beautiful setting
KitchenIndoor spacesHospitality
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 591 | ﺩ.ﺇ 577 | ﺩ.ﺇ 591 | ﺩ.ﺇ 672 | ﺩ.ﺇ 672 | ﺩ.ﺇ 690 | ﺩ.ﺇ 643 | ﺩ.ﺇ 650 | ﺩ.ﺇ 632 | ﺩ.ﺇ 613 | ﺩ.ﺇ 566 | ﺩ.ﺇ 606 |
| 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
- Stirling Castle
- Knockhill Racing Circuit
- Edinburgh City Centre Churches Together
- Royal Botanic Garden Edinburgh
- Princes Street Gardens
- Glenshee Ski Centre
- Bruntsfield Links
- Jupiter Artland
- Rosslyn Chapel
- Pentland Hills
- Greyfriars Kirkyard
- The Hermitage





