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, 114 reviews

Wallace Lodge - Unique experience

CristinaRating, 5 stars2 weeks ago
We had a lovely stay at this beautiful and clean lodge. We had everything we needed and felt like home. Beautiful views and great hot tube. Wallace is a great host, he is friendly and fast responding. We definitely recommend this place and we will return soon. Thank you for everything!
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 stars1 day 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, 312 reviews

Riverview Retreat

RobertRating, 5 stars5 days ago
Beautiful location and well appointed house. Very friendly host. Great views.

Family- and pet-friendly home rentals

Guest favourite
Home in Ballintuim
4.9 out of 5 average rating, 614 reviews

Bridge Cottage, Magical 2 bedroom apartment

MohammedRating, 5 stars1 week ago
We had a fabulous stay! Mimi was so accommodating and showed us around and the kids loved her! It was such a magical stay and we made memories that we will cherish forever. We will definitely come back!
Guest favourite
Place to stay in Kirkmichael
4.93 out of 5 average rating, 121 reviews

Kirkmichael Apartments - Strath Ardle

RachelRating, 5 stars2 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
Cottage in Pittenweem
4.99 out of 5 average rating, 207 reviews

Mangle Cottage, quirky cottage in Pittenween, Fife

Julie ChristinaRating, 5 stars1 month ago
Such a wonderful place to relax and recharge. Beautiful views and a fantastic garden. The cottage is cosy and has everything you could want for. Pittenweem and surrounding towns were perfect to explore with loads of walks and great local shops. Dawn was great, really responsive and very helpful.
Guest favourite
Hotel room in New Town
4.91 out of 5 average rating, 1,503 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…
Top guest favourite
Cottage in Crieff
4.98 out of 5 average rating, 401 reviews

Cosy Country Cottage in Perthshire PK12190P

IvaRating, 5 stars3 weeks ago
We stayed 2 nights in this lovely cottage. Georgina is clearly an experienced host because the place was well organised, spotlessly clean and it had everything you could need. She was very responsive and kindly provided some food and drinks for us at the cottage. We recommend this place to anyone!
Top guest favourite
Flat in Pittenweem
4.98 out of 5 average rating, 241 reviews

Kittiwake, Pittenweem, Sea views, private parking.

DorothyRating, 5 stars3 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
Guest house in St Andrews
4.94 out of 5 average rating, 202 reviews

Self-contained cottage, 2 miles from St Andrews.

JoanneRating, 5 stars3 weeks ago
Lovely second stay in Eileen's annexe. The wifi is super and we loved the Amazon Firestick too. Very comfortable and cosy flat that has everything you want for a short holiday. We hope to come back!

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 stars4 days 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
4.92 out of 5 average rating, 53 reviews

Flat in listed mill with indoor pool

PamelaRating, 5 stars1 month ago
This is a super place to stay . Modern and tasteful in a beautiful historic building, right on the riverside. It is super clean, very comfortable beds, plenty big soft towels . It feels like a home from home as Anthony has put so much thought and care into making the apartment so welcoming .
Top guest favourite
Cottage in Rait
4.92 out of 5 average rating, 61 reviews

Gean Tree Cottage, Fingask Castle, Rait, Perth

BmRating, 5 stars2 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 stars1 week 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 stars5 days 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

    $77 SGD 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