
Family-friendly vacation 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.

Guest Suite with Private Entrance, close to Dundee
The Studio at Broadleaf is a cosy self contained Guest Suite in Longforgan, just outside Dundee. The Studio has a private entrance and parking with entrance hall and stairs up to the suite. The suite itself has a small kitchen, living and dining area with large TV, DVD and Netflix. There is a bathroom with Shower. Longforgan is near Dundee, one of the most up and coming cities in Scotland. We are only 30 minutes from St Andrews, 1 hour from Edinburgh, Glasgow and the Highlands of Scotland.

Lovely top floor flat 3 bedrooms & private parking
This is a great central flat in Cupar with the train station just a 2 minute walk away, and the taxi rank even closer, and only a 15-minute drive to St Andrew's with some amazing golf venues, ideal for a getaway, golfing trip or just to explore Scotland With speakers built into the roof it is ideal for a nice relaxing time away. And a train running to Edinburgh and Dundee every hour a vehicle will not be needed. However, Private parking is included so there is no worry about paying any meters.

Braeview: Cosy studio farm cottage near St Andrews
We have lovingly converted a 200 year old cartshed 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.

Woodside Retreat with Garden
Woodside Retreat is in a fantastic relaxing village location! It is a lovely, newly furbished, fresh, bright property with a private garden nestled beside woodland and located in the countryside. It is the perfect place to relax and recharge or explore and enjoy the areas nearby. Situated in Scotland near to Piperdam Golf Course, Dundee, and within easy travelling distance of Edinburgh, St Andrews, Dunkeld, Perthshire. We are dog friendly and can accommodate one house trained dog.

"The Wee Bothy" - Studio Annex - near Arbroath.
The “Wee Bothy” offers a great base to explore the North East Coast, our scenic Angus Glens, and nearby Towns and Cities with places of interest all around. The Seaside/Harbour town of Arbroath is a 5 min drive away, with lots of lovely Cafes, Restaurants, Cinema and Theatre. Golfing, Fishing , Kayaking round the Cliffs and Walking, are plentiful in and around the area with Carnoustie Golf Links a 15 minute drive. Bus and Train Station in town for those who want to venture further.

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.

Balmuir House - Apartment in Listed Mansion House
Balmuir house is a Grade B listed Mansion house built around 1750. We offer you a 2 bedroom ground floor apartment. The apartment benefits from a peaceful and secluded location with Dundee on its door step. Set in 7 acres of gardens and woodland. Discounts can be offered for longer stays. Balmuir House Apartment is licensed under The Civic Government(Scotland) Act 1982 (Licensing of Short-term Lets) Order 2022 Licence AN-01 169-F The property is Energy Efficiency Category D

Garden Cottage, nr St Andrews.July-Sept rate cuts
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.

Secluded Quirky Rural Bothy
One bedroom open-plan property between Upper Largo and Elie, in a secluded rural setting. Livingroom with indoor fireplace and electric heating. Kitchen with mini cooker/oven, microwave, fridge/freezer and washer/dryer. Walk-in shower with toilet and wash-hand basin, heated towel rail. Twin-bedded room located on first floor with storage cupboards.

Moonzie House Stable
A recent conversion of the former stables at Moonzie house in semi open-plan style, the location is secluded with lovely views, but very near the town of Cupar. It is only 20 minutes from St Andrews or Dundee and 1 hour by train or car to Edinburgh.
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

Lodge at Eastwood: private cottage for 2-4 guests

Pluck the Crow Annex (FI 00062 F)

Coastal cottage with stunning view.

Craighorn Luxury glamping pod & hot tub

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

Hidden Gem Tiny House Perfect for a Getaway

The Old Barn, Country Cottage in courtyard setting

Weaver’s Cottage beach getaway

Cosy studio annex in pretty countryside.

Little Rosslyn

Charming, vintage style cottage with free parking

Log Cabin in Auchtertool.

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

Balgavies Home Farm - Cottage

Central Bright 3 Bed Flat. Balcony&Secure Parking

6 bed Edinburgh chalet only minutes from beach

51 18 Caledonian Crescent

Port Seton Family Retreat

Bearvan

Magical memories have fun!

Esk - Indoor pool, jacuzzi, Hot Tub & great views
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 $112 CAD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cupar vacation 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
- Royal Mile
- Edinburgh Zoo
- Pease Bay
- Scone Palace
- The Kelpies
- The Meadows
- Edinburgh Playhouse
- Holyrood Park
- The Royal & Ancient Golf Club of St. Andrews
- Royal Botanic Garden Edinburgh
- Stirling Castle
- Muirfield
- North Berwick Golf Club
- St Cyrus National Nature Reserve
- Belhaven Bay Beach
- Greyfriars Kirkyard
- Kirkcaldy Beach
- The Edinburgh Dungeon
- St Giles' Cathedral
- Kingsbarns Golf Links
- Jupiter Artland
- Lundin Golf Club