
Family-friendly holiday rentals in Cupar
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cupar
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Homely cottage & tranquil garden, beaches nearby
Penny Cottage is a beautiful, homely old weaver's cottage from 1783, with original features and a peaceful, secure garden, great for dogs. Space is perfect for 2–3, cosy for 4. Perfectly situated for exploring Fife's beaches, countryside, golf courses and historic settlements. Ceres is one of Scotland's 'Most Attractive Villages' with a shop, pub and cafes. St Andrews and Cupar nearby. NO wifi available. Airbnb policy - booking to be made by person staying at the property. Licence no: FI-00488-F

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.

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.

The Haven Hut, warm, cosy and cute.
The Haven is a warm, cosy, quirky, very small hut set in a beautiful garden. It is perfect for a single traveller but does sleep two people and includes a welcome basket. If you are looking for a simple, outdoorsy place to stay where you can self-cater in the outdoor kitchen, bbq or walk into the village for a pub meal, the Haven is for you! It is easily accessible for those with or without their own transport, with regular bus services to Edinburgh, Perth and Dundee. A perfect getaway!

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.

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 fantastic food all day; the Hayloft and Pillars of Hercules are lovely cafes. Fine dining at the Boar's Head in nearby Auchtermuchty.
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

Stylish Country Cottage with Exclusive Hot Tub!

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

Weaver’s Cottage beach getaway

Centrally located spacious Victorian flat.

Seashell Cottage

Rural Cosy Cabin With Beautiful Views Over Fife

Beautiful old country Cottage near St.Andrews.

Log Cabin in Auchtertool.

No 67 Leuchars (St Andrews) Free Off Road Parking

Ardormie Farm Cottage - cosy country cottage for 2
Family-friendly home rentals with a pool

Northfield, Cottage Apartment

Balgavies Home Farm - Cottage

6 bed Edinburgh chalet only minutes from beach

51 18 Caledonian Crescent

Port Seton Family Retreat

Lodge at Eastwood: private cottage for 2-4 guests

Magical memories have fun!

Esk - Indoor pool, jacuzzi, Hot Tub & great views
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 $105 SGD per night before taxes and fees

Verified guest reviews
Over 890 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
- Royal Mile
- Edinburgh Zoo
- Pease Bay
- Scone Palace
- The Meadows
- Edinburgh Playhouse
- The Kelpies
- Holyrood Park
- The Royal & Ancient Golf Club of St. Andrews
- Royal Botanic Garden Edinburgh
- Stirling Castle
- North Berwick Golf Club
- Muirfield
- St Cyrus National Nature Reserve
- Belhaven Bay Beach
- Greyfriars Kirkyard
- Kirkcaldy Beach
- St Giles' Cathedral
- The Edinburgh Dungeon
- Kingsbarns Golf Links
- Jupiter Artland
- Lundin Golf Club




