
Family-friendly holiday rentals in Cupar
Find and book unique family-friendly homes on Airbnb
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 $256 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Cupar holiday 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.
FamilyIndoor spacesSleep quality

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 spacesKitchenGetting around

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.
Indoor spacesFamilySleep quality

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.
KitchenIndoor spacesView

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.
KitchenFamilyComfort

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 spacesAccuracy

Rustic Cabin 10, sea views & highland cows
Kinkell Byre Cabins, 2 miles from St Andrews. 1 of 10 new cabins Cabin 10 accepts pets - £20 extra for pet cleaning fee - charged when booked Stunning views of sea & rewilding in action. We also offer nature tours. Double or two single beds sleep 1/2 guests. En-suite bathroom/shower. Microwave, kettle, toaster. Perfect for wedding guests, golfers & explorers of St Andrews & the coastline. Free Wifi available 2 EV Chargers (7kw and 22kw), advanced booking recommended. No TV in the cabins
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Clatto Bothy, self catering cottage.
Clatto Bothy is a recently refurbished, fully furnished semi-detached cottage less than five miles from St Andrews. The self catering accommodation consists of a spacious open plan kitchen and dining area and a large living space. There is one double bedroom and a large shower room. The cottage sleeps two and offers peaceful surroundings within easy reach of St Andrews. The kitchen is fully equipped including washing machine and dishwasher. The Bothy has its own private parking area.
KitchenIndoor spacesAccuracy

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.
KitchenIndoor spacesBathroom

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.
FamilyIndoor spacesHiking

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.
KitchenIndoor spacesLaundry

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
KitchenFamilyAccuracy
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 spacesBathroom

The Edge - Amazing 140-foot" Cliff Top Views
FamilyKitchenWalkability

Saint Andrews, luxury apartment with hot tub.
KitchenIndoor spacesBackyard

welcoming dogs and their servants, Hot Tub & View
FamilyIndoor spacesParking

Charming, well-appointed Edwardian gate lodge
KitchenIndoor spacesNearby

Adorable one bedroom apartment with hot tub.
FamilyKitchenWi-Fi

Cabin & Hot Tub on smallholding with Alpaca's +
FamilyKitchenBiking

Gorgeous country apartment w/ hot tub & log burner
FamilyKitchenHeating
Family- and pet-friendly home rentals

Coastal 2 bedroom house - golf/ beach getaway
KitchenFamilyBackyard

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

Escape to a luxury country cottage and ocean views
Indoor spacesFamilyTV

Beautifully converted farm barn with mezzanine
FamilyKitchenGetting around

No 67 Modern 2‑Bed Nr St Andrews - Free Parking
KitchenFamilyLaundry

Beautiful royal-village cottage with wood-burner
FamilyIndoor spacesDecor

Rowanbank Cabin - a gorgeous country escape
Indoor spacesFamilyAmenities

The Scores, St. Andrews
KitchenFamilyLocation
Family-friendly home rentals with a pool

Luxury 3 Bedroom Caravan Near Edinburgh
FamilyKitchenAccuracy

Magical memories have fun!
KitchenIndoor spacesParking

51 18 Caledonian Crescent
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6 bed Edinburgh chalet only minutes from beach
KitchenFamilyView

"Clint" - Static Caravan at Seton Sands
FamilyIndoor spacesCheck-in

Seton Sands, Edinburgh, Beautiful Sea View
Indoor spacesFamilyCleanliness

Central Bright 2 Bed Flat
FamilyIndoor spacesPool

Priscilla, Queen of the Caravans @ Seton Sands
FamilyKitchenAmenities
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $274 NZD | $268 NZD | $274 NZD | $312 NZD | $312 NZD | $320 NZD | $298 NZD | $302 NZD | $293 NZD | $285 NZD | $262 NZD | $281 NZD |
| 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 |
Destinations to explore
- Edinburgh Waverley Station
- Edinburgh Castle
- Murrayfield Stadium
- Edinburgh Zoo
- The Royal Mile
- Edinburgh Playhouse
- The Kelpies
- Pease Bay
- The Meadows
- Holyrood Park
- Edinburgh City Centre Churches Together
- Stirling Castle
- University of Edinburgh
- Knockhill Racing Circuit
- Glenshee Ski Centre
- Jupiter Artland
- Princes Street Gardens
- Rosslyn Chapel
- Bruntsfield Links
- Pentland Hills
- St Giles' Cathedral
- Greyfriars Kirkyard
- The Hermitage
- The Edinburgh Dungeon





