Family-friendly holiday rentals in Cupar

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cupar family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cottage in Fife
4.89 out of 5 average rating, 75 reviews

Balass House Stables Cottage Nr St Andrews

AnnaRating, 5 stars7 months ago
A very cosy, comfortable cottage with well considered, stylish touches that made it a thoroughly delightful place to stay. The beds were very comfortable, with thick toppers, plentiful pillows and luxurious bedding. There was plenty of hot water, and a good shower. Susan was welcoming and proactively helpful - both in providing additional cookware for a particular recipe I wanted to make, and in sourcing a new firestick for the TV so we could access Netflix. All in all, a lovely and peaceful haven for our mini-break in Scotland.
Top guest favourite
Home in Crieff
4.98 out of 5 average rating, 115 reviews

Wallace Lodge - Unique experience

WilliamRating, 5 stars2 days ago
Wallace Lodge was by far the most beautiful and peaceful of our entire trip. The house was the perfect mix of modern amenities with a rustic feel, everything from the private Loch to the sheep in the surrounding fields made our stay even that much better. Wallace was a most helpful and gracious host, from letting us check in s little early, to showing us how to work the appliances. The hot tub overlooking the private Loch was the icing on the cake for this amazing place. would definitely come back here for a vacation.
Superhost
Flat in Old Town
4.74 out of 5 average rating, 184 reviews

3 BED CENTRAL LUXURY WITH JACUZZI

MargoRating, 5 stars2 weeks ago
This was a large, comfortable apartment, perfectly located for walking all over town.
Guest favourite
Home in Dunning
4.95 out of 5 average rating, 255 reviews

Thimblewynd :Cozy cottage with retro Dutch Tub

AimeeRating, 5 stars3 weeks ago
My boyfriend and I had a lovely stay in Maggies place. Cottage was exactly as described, hot tub was easy to use and absolutely amazing. A lovely and cosy little place perfect for a wee getaway. Local pub staff were also very friendly and food was yummy.
Top guest favourite
Cottage in Burntisland
4.95 out of 5 average rating, 374 reviews

Coastal cottage with stunning view.

AliciaRating, 5 stars3 weeks ago
We had a wonderful stay with my family at this historic cottage. Especially loved the easy access to the Fife Coastal Path that we walked daily into Burntisland or Aberdour. Excellent hosts as well. Thank you for your hospitality, we would highly recommend this property!
Guest favourite
Cottage in Stirling
4.84 out of 5 average rating, 268 reviews

Cottage with hot tub near Stirling

DavidRating, 5 stars3 weeks ago
We had a really lovely stay at the cottage, and as others have said the games room is fabulous fun, the horses were a huge hit with our kids, and we thoroughly enjoyed the hot tub after a fun day out! Thank you again Helen and family for a super place to relax and have great fun. We really enjoyed our visit.
Guest favourite
Cottage in Laurencekirk
4.95 out of 5 average rating, 150 reviews

Capo Farmhouse - dog friendly. Hot tub & fire pit

CaitlinRating, 5 stars4 days ago
Fantastic stay at Capo Farmhouse. Brilliant location, gorgeous house and a very helpful and very responsive to any questions or help that we required. We stayed for a special birthday and felt right at home and staying with Caroline made our special trip extra perfect.
Top guest favourite
Home in Perth and Kinross
4.99 out of 5 average rating, 313 reviews

Riverview Retreat

SarahRating, 5 stars2 days ago
Fabulous location, fabulous property, wonderful hosts. Will definitely be back.

Family- and pet-friendly home rentals

Top guest favourite
Cottage in Crieff
4.94 out of 5 average rating, 107 reviews

Cosy farmworkers’ cottage avail 1-14/07: 8-15/08

RuthRating, 5 stars2 weeks ago
We had a wonderful stay at Ginny’s cottage - it’s incredibly comfortable, with stunning views and easy access to lovely local walks. The spacious garden was a real highlight - perfect for our dog to explore, and we were lucky enough to see the red squirrels at the feeders! Ginny was a communicative and thoughtful host: communication was smooth and everything was just as described. We also hugely enjoyed the delicious baked goods and beautiful flowers from Ginny’s sister, Lynne. A very peaceful trip, would happily return!
Top guest favourite
Home in Lower Largo
4.95 out of 5 average rating, 101 reviews

Seashell Cottage

KevinRating, 5 stars1 month ago
Jennifer’s cottage is a great base to explore the beautiful Fife coast. The property was very well equipped and there was convenient parking in a free car park just behind the cottage. Many thanks, Jennifer
Guest favourite
Place to stay in Kirkmichael
4.93 out of 5 average rating, 122 reviews

Kirkmichael Apartments - Strath Ardle

RachelRating, 5 stars3 weeks ago
Audrey’s place is located as a good jumping off place for going to Balmoral and other places. There’s a nice local shop across the street. Audrey was easy to communicate with.
Top guest favourite
Home in Wester Balgedie
4.99 out of 5 average rating, 165 reviews

Ashtrees Cottage

HollyRating, 5 stars2 weeks ago
I have no word that truly captures this place. It is centrally located for folks who want to explore the highlands, lowlands and anywhere in between. The home was SO cozy and Maggie welcomed us like family, sharing her local knowledge of the best places to visit, great scenic routes to get there, and absolutely THE best restaurants around. The home had comfy bedding, a cozy living room complete with wood burning stove for those chilly nights, and a oversized tub to soak away the day. Maggie even had milk and orange juice in the refrigerator waiting for our coffee and tea. The scenery is second to none, surrounded by picturesque hills and a view of the Loch. I could stay here forever.
Guest favourite
Hotel room in New Town
4.91 out of 5 average rating, 1,504 reviews

Locke Studio at Eden Locke

SarahRating, 5 stars2 weeks ago
I like the kitchen and cooked 3 dinners there. It would however be great if they can put some condiments in the kitchen as travellers usually don’t carry those with them…
Guest favourite
Apartment in Dundee
4.85 out of 5 average rating, 302 reviews

Sarah’s ‘Broughty’ Apartment

GillianRating, 5 stars2 weeks ago
A 'home from home' experience in every way. Its the little things that make the world of difference... choccy biccies to have with your coffee or tea & the complimentary toiletries were much appreciated.. they've thought of everything! The apartment is situated in a lovely quiet area yet only a few minutes walk from the centre of "The Ferry" & the beach. This will be my "go to" place whenever I'm back visiting the family... 100%. Thank you for your fantastic service Sarah & Alastair (sorry for my late review).
Top guest favourite
Flat in Pittenweem
4.98 out of 5 average rating, 241 reviews

Kittiwake, Pittenweem, Sea views, private parking.

DorothyRating, 5 stars4 weeks ago
The apartment was just perfect for our needs. 2 bathrooms, 2 bedrooms and the views out of the kitchen.lounge and bedroom to die for. It was well appointed, clean and well equipped within walking distance of shops and harbour. The parking place was a bonus too. We explored the East Neuk and no place was too far. It was quiet and we loved it. Kirsten and Derek were perfect hosts communication was excellent would not hesitate to rent again. ,
Guest favourite
Cottage in Arncroach
4.94 out of 5 average rating, 207 reviews

THURNFIELD, perfect for family and golfing groups

KyleRating, 5 stars8 months ago
A fantastic cottage in the heart of Fife! Perfect for families or a small group of golfers. The cottage is centrally located to the St. Andrews, Ansruther, and Leven areas, with easy drives to the towns and their historic golf courses. It was clean, spacious enough for a couple of adults or a family, and Trevor & Carolyn were excellent hosts - always communicative and friendly. Highly recommend to friends for a weekend golf outing or families looking to soak in all that Fife has to offer.

Family-friendly home rentals with a pool

Flat in St Andrews
4.86 out of 5 average rating, 7 reviews

Studio Apartment with Seaview, Pitmilly

AlexRating, 5 stars93 months ago
We had an enjoyable weekend break in the Lookout at Pitmilly. Excellent standard of accommodation and facilities and a wonderful setting, convenient for exploring the Fife coast. Would highly recommend.
Guest favourite
Flat in Fountainbridge
4.82 out of 5 average rating, 427 reviews

51 18 Caledonian Crescent

ConnieRating, 5 stars1 week ago
This apartment was perfect for our family of 8. Great location with many restaurants in the area. Easy access to bus service for city center. Facilities had everything we needed. Perfect place.
Guest favourite
Flat in Dunblane
4.93 out of 5 average rating, 54 reviews

Flat in listed mill with indoor pool

CatherineRating, 5 stars1 week ago
This was our second time staying at Anthony's flat. The location is excellent (right on the river, quiet neighbourhood). It has everything required for my elderly mother (no steps and large enough rooms for her to navigate with her walker). And Anthony is very helpful. Thanks again for a wonderful stay in Dunblane.
Top guest favourite
Cottage in Rait
4.92 out of 5 average rating, 61 reviews

Gean Tree Cottage, Fingask Castle, Rait, Perth

BmRating, 5 stars3 weeks ago
Fantastic place to stay, quiet and friendly. Ideal for families and pet owners.
Top guest favourite
Home in Forfar
5 out of 5 average rating, 6 reviews

Esk - Indoor pool, jacuzzi, Hot Tub & great views

TalalRating, 5 stars2 weeks ago
We had a lovely stay. The nature surrounding the property was beautiful and peaceful. The house itself was cozy and well equipped. I would highly recommend this place to anyone thats looking for a relaxing nature getaway.
Superhost
Cottage in Rait
4.58 out of 5 average rating, 69 reviews

Redwood Cottage, Fingask Castle, Rait, Perthshire

DPPSRating, 5 stars3 months ago
Lovely setting and vey easy to deal with. Kept us updated. Would definitely use again.
Bungalow in Port Seton
4.58 out of 5 average rating, 67 reviews

Setons Getaway

KayRating, 5 stars1 month ago
Beautiful place for a little break! Nice little visits from the pheasant neighbours in the morning! Perfect location! Lovely and clean!
Holiday park in Port Seton
4.82 out of 5 average rating, 170 reviews

Priscilla, Queen of the Caravans @ Seton Sands

ArpitRating, 5 stars1 week ago
Lovely host, very amenable and flexible. I booked for one day and ended up booking another day because of the place and surroundings. The host went out of her way to get me refunded the extra days cleaning fee. Would definitely recommend. Only had one bad point which is there was a spiderweb above the bed. Overall lovely host, lovely home, and beautiful area with lots to do and explore.

Quick stats about holiday rentals that are family-friendly in Cupar

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹5,194 before taxes and fees

  • Total number of reviews

    970 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Fife
  5. Cupar
  6. Family-friendly rentals