
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.

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 Hay Shed - St Andrews
Located only 2 miles out of St Andrews, the Hay shed is the perfect place to unwind and enjoy sea views. It is positioned in the grounds of a large house with views over a field and then towards the sea. The Hay Shed offers a luxury glamping experience, think outside bath whilst watching the stars, cosy firepit and twinkling festoon lights. Perfect for a getaway for two people but also room for two kids in the mezzanine area (mattress provided but no bed linen for this bed). One dog allowed.

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.

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.

Coastal 2 bedroom house - golf/ beach getaway
Lovely bright and cheerful House with access to private garden, in a lovely fife coastal village. The House has good walking access to local attractions including being only 2 minutes from Scotscraig Golf Club (13th Oldest in the World) and 10mins from the stunning Kinshaldy Beach with views over the river Tay, The village also has several charming cafes, bars and local shops. Tayport is nestled between Dundee and the Historic Town of St Andrews. Short-term let licence - F1 00160F

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 Loft @ 136
The Loft @ 136 is a spacious apartment, recently refurbished, it is suitable for 2 adults. Situated in the heart of St Andrews, close to the West Port and the medieval core of the town and within a 10 minute walk of the famous Old Course Golf Course, Cathedral and beaches. It is the perfect place to explore St Andrews and the East Neuk of Fife. Experience an unrivalled selection of golf, walks, restaurants, scenery, history and everything else life in St Andrews has to offer.

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.

Garden Cottage, nr St Andrews. Spring 10% off
Garden Cottage is a traditional 2 bedroom cottage with central heating, free wi-fi and its own garden, & access to our tennis court. Located on our private country estate about 9 miles from St Andrews. Price includes bed linen, towels, wi-fi & electricity, starter pack of coal, & logs for the fire. Sleeps 4 adults + child/baby, in 1 double bed, 2 single beds & futon. Cot provided. EV charger. STL licence no. FI-00612-F, by Fife Council. Sorry, no pets.

Stylishly converted Bothy by River Earn
The Bothy is stylishly converted from two jold stone farm cottages into a luxurious 2 bedroom cottage. The decor is a mix between birch ply panelling and polished cement, giving it a modern Scandi/Scottish feel, yet not losing its original charm and farm history. Some of the furniture has been made from beech and cedar from our farm. With view across the River Earn and surrounding hills, this is a perfect place to come, explore, unwind and relax.

Lovely top floor flat 3 bedrooms & private parking
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.
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

Adorable one bedroom apartment with hot tub.

Cottage sleeps 4 with option of wood fired hot tub

Saint Andrews, luxury apartment with hot tub.

Coastal cottage with stunning view.

The Edge - Amazing 140-foot" Cliff Top Views

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

No 65 Leuchars (Nr St Andrews) Ample Free Parking

Cosy Central, super king bed, free parking dog too

Small apartment in the center of Crail

Ashtrees Cottage

Log Cabin in Auchtertool.

No 2 Stable Yard, Wemyss Castle Estate

Ruby One Bedroom Studio Apartment

Beautiful royal-village cottage with wood-burner
Family-friendly home rentals with a pool

Balgavies Home Farm - Cottage

Central Bright 3 Bed Flat. Balcony&Secure Parking

Premium Caravan in Golf Village

51 18 Caledonian Crescent

6 bed Edinburgh chalet only minutes from beach

Port Seton Family Retreat

Magical memories have fun!

Northfield, Garden Apartment (3 bedroom)
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £115 | £106 | £110 | £102 | £124 | £126 | £131 | £132 | £129 | £125 | £115 | £123 |
| 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 £82 per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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
- Scone Palace
- Edinburgh Playhouse
- Pease Bay
- The Kelpies
- The Meadows
- Holyrood Park
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- Greyfriars Kirkyard
- St Giles' Cathedral
- The Edinburgh Dungeon
- Jupiter Artland
- Kingsbarns Golf Links
- National Museum of Scotland
- Forth Bridge
- Rosslyn Chapel
- Royal Yacht Britannia




