
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.

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

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.

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.

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.

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

Adorable one bedroom apartment with 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!

Pentland Hills cottage hideaway

The Edge - Amazing 140-foot" Cliff Top Views

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

Dunaird Cottage - Cosy 1 Bedroom Cottage

Morning Star, 3 Bedrooms & Epic Sea Views

Rowanbank Cabin - a gorgeous country escape

‘ Burgher Chapel- Converted Church’

Log Cabin in Auchtertool.

Sanctuary by the sea.

Ruby One Bedroom Studio Apartment

Beautiful stables conversion in rural location
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

Luxury Gleneagles Flat + Hotel Facilities Access

“Sea Whispers”: Relaxation in a beautiful setting

Gean Tree Cottage, Fingask Castle, Rait, Perth

Iconic Beach-Front Fisherman’s Cottage
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £121 | £118 | £121 | £103 | £124 | £127 | £131 | £133 | £129 | £125 | £115 | £124 |
| 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 £90 per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Cupar holiday rentals include wifi 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
- 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





