
Family-friendly holiday rentals in Cupar
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Top-rated family-friendly rentals in Cupar
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

Summerhouse retreat in scenic garden
A peaceful cabin in a large quiet garden, ideal for people who enjoy camping. You have your own space to relax and cook in and a comfy bed to sleep in. We provide tea and coffee to help you feel at home, and some books and puzzles in case of rainy days. There are beautiful walks and cycles in the area, including Fife's picturesque fishing villages and the atmospheric Kellie Castle. Just a short drive to the historic town of St Andrews. One and a half hours from Edinburgh and the airport by car.

Beautifully converted farm barn with mezzanine
The Barn is a newly converted farm building on a quiet farm in a rural location 1km from Lundin Links. This 1 bed mezzanine is incredibly spacious yet cozy and welcoming. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden to front, and private courtyard to rear, both ideally positioned to enjoy the morning and evening sun. Only a few minutes to the local beach, pub, shops & golf courses. Pets welcome.

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

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.

Cosy heated Shepard’s hut with beautiful views
A very comfortable, beautifully appointed Shepards hut with the most stunning views over the Tay valley. An ideal location to relax, reconnect and explore the magic of Perthshire. We are lucky enough to have ancient woodlands for you to explore, full of incredible wildlife, we also have 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.

Cabin & Hot Tub on smallholding with Alpaca's +
Enjoy a slice of Angus countryside and relax in the wood-fired hot tub while listening to the river Lunan & birds singing during the day, or owls hooting at night. ideal for animal and nature lovers, Interact with our alpacas, Zwartble sheep, Pygmy goats, and free-roaming chickens. Ideally situated as a base to visit local attractions such as the local distillery & award-winning sandy beaches, or visit the Cairngorms and the Angus glens less than an hour's drive away. *Sorry, no pets*

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.

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

Stunning 1 Bedroom home in Elie

Gorgeous country apartment w/ hot tub & log burner

Charming, well-appointed Edwardian gate lodge

Adorable one bedroom apartment with hot tub.

Fairygreen Cabin at Dunsinnan Estate

Saint Andrews, luxury apartment with hot tub.

Escapist Off Grid Cabin Amongst the Trees.

Craighorn Luxury glamping pod & hot tub
Family- and pet-friendly home rentals

Small apartment in the center of Crail

Charming, vintage style cottage with free parking

Log Cabin in Auchtertool.

‘ Burgher Chapel- Converted Church’

Rowanbank Cabin - a gorgeous country escape

No 2 Stable Yard, Wemyss Castle Estate

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

Hillside Well Cottage
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

Port Seton Family Retreat

Magical memories have fun!

Family Friendly-2BR Luxury Lodge | Sleeps 6| Wi-Fi

Iconic Beach-Front Fisherman’s Cottage
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 AUD | $199 AUD | $206 AUD | $192 AUD | $233 AUD | $237 AUD | $246 AUD | $248 AUD | $241 AUD | $234 AUD | $216 AUD | $231 AUD |
| 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 |
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 $168 AUD per night before taxes and fees

Verified guest reviews
Over 980 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

4.8 Average rating
Cupar stays are highly rated by guests—averaging 4.8 out of 5!
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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
- Pease Bay
- Holyrood Park
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- St Giles' Cathedral
- Greyfriars Kirkyard
- Jupiter Artland
- The Edinburgh Dungeon
- National Museum of Scotland
- Forth Bridge
- Kingsbarns Golf Links
- University of Edinburgh
- Bruntsfield Links





