
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 441 per night before taxes and fees

Verified guest reviews
Over 980 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

4.8 Average rating
Cupar stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Cupar
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Arns Cottage
The Arns Cottage has been beautifully converted from a traditional stone built stables into a cosy, luxurious retreat. Located within the gardens of the main house and accessible down a farm track, the cottage is surrounded by the stunning Perthshire Hills. It is in a perfectly central location for exploring Scotland - 15 mins from Perth and an hour's drive from Edinburgh, Glasgow and St Andrews, 2 miles from Auchterarder and only 4 miles from the world famous Gleneagles Hotel. Sorry no pets!

Craigiehall Temple (historic property built 1759)
Make you 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, it's 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.

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.

Hillside Well Cottage
Hillside Well Cottage is a family run 4 bedroom cottage set in a beautiful, peaceful location in the Perthshire countryside, with spectacular views of the Lomond Hills bordering Fife. It is centrally situated, and a perfect base for visiting many places of interest including Edinburgh, Glasgow, Stirling, Pitlochry, Gleneagles, St Andrews, Perth and Dundee. Also, locally, the East Neuk, Falkland and Kinross on the banks of lovely Loch Leven offer many attractions and are well worth a visit.

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 .

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.

Escape to a luxury country cottage and ocean views
Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

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.

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.

The Vintage - A Hidden Gem close to the Old Course
The Vintage... A well-struck 2-iron away from the 1st tee of the Old Course, 100 yards from the seafront and close to the town center. Tucked away but in the middle of it all, The Vintage is a delightful, free-standing, fully renovated, three bedroom house with a large conservatory and a unique private patio garden. Located in the conservation area, with no direct access for cars, the only noise one hears is the wind and the occasional seagull flying overhead.

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.

East Neuk studio apartment, near St. Andrews
Recently renovated self contained studio apartment offering a high standard of self catering accommodation. In a peaceful rural location two miles from Anstruther. Stunning sea and countryside views, with easy access to the picturesque East Neuk fishing villages, coastal walks, beautiful beaches and golf courses. The Loft @ Spalefield provides a perfect place to relax.
Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning 1 Bedroom home in Elie

Adorable one bedroom apartment with hot tub.

Welcoming & homely with optional private hot tub.

The Carthouse (Luxury 2 bed with private hot tub)

Honeysuckle - pet friendly with private hot tub

Stylish Country Cottage with Exclusive Hot Tub!

The Edge - Amazing 140-foot" Cliff Top Views

Stay@Southfield - Luxury Pod on Auchtermuchty Farm
Family- and pet-friendly home rentals

Luxury River View Farm Cottage + Dog Friendly

Dunaird Cottage - Cosy 1 Bedroom Cottage

Stylishly converted Bothy by River Earn

Rowanbank Cabin - a gorgeous country escape

Wellpark Corner: Modern, Comfortable & Inclusive.

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

Ruby One Bedroom Studio Apartment

No3 Rose Street - be our guest
Family-friendly home rentals with a pool

Balgavies Home Farm - Cottage

Central Bright 3 Bed Flat. Balcony&Secure Parking

51 18 Caledonian Crescent

6 bed Edinburgh chalet only minutes from beach

“Sea Whispers”: Relaxation in a beautiful setting

Gean Tree Cottage, Fingask Castle, Rait, Perth

Iconic Beach-Front Fisherman’s Cottage

Archerfield Luxe Lodge
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 503 | ﺩ.ﺇ 610 | ﺩ.ﺇ 621 | 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
- The Royal Mile
- Edinburgh City Centre Churches Together
- Murrayfield Stadium
- Edinburgh Zoo
- Edinburgh Playhouse
- Scone Palace
- The Meadows
- The Kelpies
- Holyrood Park
- Pease Bay
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- St Giles' Cathedral
- Jupiter Artland
- Greyfriars Kirkyard
- The Edinburgh Dungeon
- University of Edinburgh
- Forth Bridge
- National Museum of Scotland
- Bruntsfield Links
- Rosslyn Chapel





