
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.

Luxury Victorian Flat•Views•2 Baths •Free parking
1 min walk from Royal Mile, our 2-bedroom flat with 2 bathrooms in a historical B-listed building has been refurbished to the highest standard, maintaining the original Victorian characters. Despite the central location, both garden-facing bedrooms are quiet &peaceful. Features: marble bathroom, bespoke handcrafted bed, bespoke sofa, Nectar memory foam mattress, granite kitchen worktop, 55' 4K smart TV, Netflix, ceiling roses and chandeliers, 800TC Egyptian cotton bedlinens, 100% cotton towels

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.

The Waterfront
Overlooking the Tay estuary this stunning flat has views to take your breath away. A patio, a deck, and a quirky waterfront garden create an idyllic paradise. A luxe new shower room and stylish bedrooms create a unique holiday spot. Enjoy dinner on the deck or walk to excellent neighbouring restaurants. This newly launched flat from the 1860s is recently refurbished. It is close to Dundee and St Andrews and on the fife coastal path. A golfers paradise. An hour to the Cairngorms or Edinburgh.

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.

Self-contained cottage, 2 miles from St Andrews.
Self contained wee cottage. Living room with feature stone wall, fully equipped kitchen and patio doors opening onto the garden. Best suited for a couple with 1 double bed in the ensuite bedroom. Chair-bed suitable for child or small adult for £20 extra. Well-behaved pets welcome but NOT to be left on their own, garden is enclosed but not secure. No weeing or soiling on the grass. Complimentary breakfast for the first morning, plus tea, coffee and condiments Wifi strong STRICTLY NO SMOKING

Rural Retreat with amazing views!
A summer escape or a winter hideaway. “The Cottage" is set in a beautiful part of the countryside, elevated with stunning views! Situated only a few minutes off the A90 but could be in the middle of nowhere! Half way between Perth & Dundee so all the benefits of a rural retreat with the advantage of major towns and cities nearby. Ideal base for a Scottish holiday and for events/weddings at Fingask Castle, Errol Park and Guardswell. Major attractions and famous golf courses within easy reach.

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.

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.

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.

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.

Sanctuary by the sea.
Peace, peace, perfect peace, an absolute gem of a place with a big sea view next to Wemyss castle. Two bedroom, rustic flat overlooking the sea. Wood burning stove. Seconds from the beach. Coastal and woodland walks abound. Very quiet village with a lovely cafe, community pub and heritage centre. Due to its quiet nature there is abundant wildlife, seals, seabirds and deer. The Kingdom of Fife is an eclectic and friendly patchwork of life and land, with a huge heart at its core.
Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning 1 Bedroom home in Elie

'Ericht' Enjoy Hot Tub Views Cabins at the Roost

Fairygreen Cabin at Dunsinnan Estate

The Carthouse (Luxury 2 bed with private hot tub)

Honeysuckle - pet friendly with private hot tub

Pluck the Crow Annex (FI 00062 F)

The Edge - Amazing 140-foot" Cliff Top Views

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

The Tanhouse Studio, Culross

Peaceful house with small garden next to park

Charming, vintage style cottage with free parking

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

Ruby One Bedroom Studio Apartment

Cosy heated Shepard’s hut with beautiful views

Beautiful royal-village cottage with wood-burner

1 Bed Home - Kingbed - Pet - Patio - Parking
Family-friendly home rentals with a pool

Central Bright 3 Bed Flat. Balcony&Secure Parking

51 18 Caledonian Crescent

6 bed Edinburgh chalet only minutes from beach

Seton Sands 3BR Family Caravan Near Edinburgh

“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 |
Destinations to explore
- Durham Vacation rentals
- Elgin Vacation rentals
- Sea of the Hebrides Vacation rentals
- Dublin Vacation rentals
- Yorkshire Vacation rentals
- Newbridge Vacation rentals
- Manchester Vacation rentals
- North Wales Vacation rentals
- Oarwen Vacation rentals
- Leeds and Liverpool Canal Vacation rentals
- Birmingham Vacation rentals
- Chester Vacation rentals
- Edinburgh Waverley Station
- Edinburgh Castle
- The Royal Mile
- Edinburgh City Centre Churches Together
- Murrayfield Stadium
- Edinburgh Zoo
- Edinburgh Playhouse
- The Meadows
- Scone Palace
- The Kelpies
- Holyrood Park
- Pease Bay
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- St Giles' Cathedral
- Jupiter Artland
- The Edinburgh Dungeon
- Greyfriars Kirkyard
- Forth Bridge
- University of Edinburgh
- National Museum of Scotland
- Bruntsfield Links
- Falkirk Wheel





