
Family-friendly holiday rentals in Cupar
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Top-rated family-friendly rentals in Cupar
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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.

Beautiful royal-village cottage with wood-burner
Eastmost Cottage is in a wonderful position on the edge of the historic village of Falkland. It's a short walk from the fine Renaissance Falkland Palace, the heart of the medieval village with its independent shops, cafes restaurants and pub. There is great walking in the Lomond hills, accessible on foot. The wonderful Covenanter has great food all day; the Hayloft and Pillars of Hercules are lovely cafes. The Stag is a lovely bistro (our fav). Fine dining at the Boar's Head in Auchtermuchty.

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.

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

Braeview: Cosy studio farm cottage near St Andrews
We have lovingly converted a 200 year old cart shed into 2 cottages. Braeview Cottage at Braeside Farm is a spacious studio space with a king size bed on the mezzanine floor. Downstairs next to a modern kitchen you have an open area with large french doors to a patio with a great view across the brae. On a farm set in 13 acres and 500 m from the nearest road, you will savour the tranquillity yet it's a 10 to 15 min drive to St Andrews and an hour from Edinburgh Airport. A car is required.

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.

Craig Cottage | 3BR Tayport Near St Andrews
Craig Cottage is a beautifully renovated traditional stone-built home in the heart of Tayport, offering character, comfort and a fantastic base for exploring Fife and the East Coast of Scotland. Built in the mid-1800s, the cottage combines period charm with modern practicality, making it ideal for families, couples, golfers or anyone looking for a relaxed coastal stay. Positioned just minutes from the harbour and within easy reach of Dundee, St Andrews and Carnoustie.

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

'Ericht' Enjoy Hot Tub Views Cabins at the Roost

Charming, well-appointed Edwardian gate lodge

Adorable one bedroom apartment with hot tub.

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

Drumtennant Cottage 2 July Weeks Now Available

Weaver’s Cottage beach getaway

Stylish 2 bedroom garden apartment in Pittenweem

Charming, vintage style cottage with free parking

Cottage in Bo’ness, Central Region

Log Cabin in Auchtertool.

Rowanbank Cabin - a gorgeous country escape

‘ Burgher Chapel- Converted Church’
Family-friendly home rentals with a pool

Balgavies Home Farm - Cottage

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

Vogue Lodge, spacious Family Stay with Sea views
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 AUD | $197 AUD | $204 AUD | $190 AUD | $231 AUD | $235 AUD | $243 AUD | $246 AUD | $239 AUD | $232 AUD | $214 AUD | $229 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 $167 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





