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Family-friendly vacation 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

Top guest favorite
A six-person hot tub is positioned on a stone patio, offering views of the calm Cowden Loch and surrounding greenery. The tranquil water reflects the clear blue sky, enhancing the serene atmosphere of the lodge's outdoor space.
Home in Crieff
4.98 out of 5 average rating, 110 reviews

Wallace Lodge - Unique experience

LisaRating, 5 stars1 month ago
I booked this property for my husband and his 3 friends for his 40th birthday. Wallace was extremely communicative at all times, and was very welcoming to the group on arrival. One of the guests arrived early and while Wallace explained the place would not be ready till check in, the guest was able to fish on the loch till later in the day, and thoroughly enjoyed himself! The property was as described, perfectly clean and the location was exactly what I was looking for when I booked. It was easy to find, and the walking guides and maps of the local area were very helpful too. Would book again!
Top guest favorite
The living area features a comfortable seating arrangement with a patterned rug underneath a glass coffee table. A large window offers views of the surrounding landscape, while a dining table sits beside it. Soft lighting is provided by stylish lamps on each side.
Home in Carnoustie
5 out of 5 average rating, 25 reviews

The Lodge @ Panbride House

JamesRating, 5 stars2 weeks ago
This was our second stay at the Lodge and everything was as good the second time around. A lovely setting, with views across to the sea, loads of space inside the property (which is very comfortable and well-presented) and great facilities too. It offers peace and quiet but is also just a short walk or drive from Carnoustie with its beach, shops, restaurants and (if you are travelling with kids) a great adventure playground. Brian and Matt were great hosts (again). We hope to be back again before long!
Superhost
A modern living area is shown, featuring a dark sofa with decorative cushions in vibrant colors. Two stylish armchairs are positioned near a glass coffee table. A wall-mounted TV is visible, accompanied by an open kitchen space in the background.
Condo in Old Town
4.8 out of 5 average rating, 257 reviews

Royal Mile 4 Bed Luxury (incl Sauna & Jacuzzi)

MarcusRating, 5 stars3 days ago
You cannot get a better spot than this if you are a tourist in Edinburgh. The rooms are spacious and the kitchen and sauna brand new. Highly recommended.
Guest favorite
Cottage in Burntisland
4.95 out of 5 average rating, 366 reviews

Coastal cottage with stunning view.

RaphaëlRating, 5 stars2 months ago
Super logement , cocooning comme nous le souhaitions! Accès à Édimbourg relativement rapide. Attention aux instructions d’entrée, car le tri sélectif en Écosse n’est pas le même que le nôtre en France .. beaucoup plus poussé ce qui est un bon point pour l’environnement . J’ai fais par réflexe comme en France ce qui m’a value à juste titre un message D’Ali . Si je devais repartir en Écosse sans hésitation je reprendrais le même logement .. le SPA avec vue c’est un bonheur!
Guest favorite
A well-organized bookshelf displays an array of books in various colors and sizes. Bright turquoise glass containers sit alongside decorative wooden figures, enhancing the visual appeal of the shelf. The arrangement offers a cozy reading atmosphere, inviting guests to explore the collection.
Home in Dunning
4.95 out of 5 average rating, 251 reviews

Thimblewynd :Cozy cottage with retro Dutch Tub

JennyRating, 5 stars1 month ago
An absolutely charming place! We stayed one night and were smitten from as soon as we checked in. The loveliest little touches in the interior, from the record player to the board games and books, and oh, what a beautiful garden and outdoor experience to behold! Thank you so much for a wonderful experience
Guest favorite
A spacious outdoor patio is highlighted by a wood-fired hot tub and a dining table surrounded by wooden chairs. The gravel area leads to a well-maintained garden, offering views of rolling fields and lush greenery in the background.
Cottage in Laurencekirk
4.95 out of 5 average rating, 147 reviews

Capo Farmhouse - dog friendly. Hot tub & fire pit

JanRating, 5 stars2 weeks ago
We had a wonderful family break! We loved the outdoor space and the beds were super comfortable! We made use of the hot tub and BBQ and enjoyed days out to Stonehaven and St Cyrus beach.
Top guest favorite
A spacious living area features two comfortable sofas, one in a checked pattern and the other in a solid tone. Light wood flooring and neutral walls create a warm atmosphere. Large windows provide natural light, with dining chairs and a table visible in the background.
Home in Perth and Kinross
4.99 out of 5 average rating, 299 reviews

Riverview Retreat

StephenRating, 5 stars2 weeks ago
Great host, everything mentioned was included plus cupboards stocked with plenty of basics if needed. Beautiful location wish we had long to explore
Top guest favorite
A spacious kitchen area features wooden cabinetry and a dine-in table set for six. Tableware is neatly arranged on a checkered tablecloth, and various kitchen appliances, including a microwave and coffee maker, are visible on the countertops.
Home in Fife
4.98 out of 5 average rating, 41 reviews

Barnyards - 4 bedroom, country house with hot tub.

EvonneRating, 5 stars2 weeks ago
Fantastic house, amazing views, lots of space and lovely to be on a farm. Great walk up largo law and lots to do to close by, only a short car journey to get to each location.

Family- and pet-friendly home rentals

Guest favorite
A charming cottage is surrounded by lush greenery and blooming flowers. The stone exterior features two chimneys and large windows, allowing natural light to fill the interior. A well-maintained garden space complements the tranquil setting, creating a serene atmosphere.
Cottage in Rait
4.84 out of 5 average rating, 269 reviews

Traditional detached country cottage.

RuthRating, 5 stars2 weeks ago
We rented Ladywell Lodge with the Doocot for a large family holiday. Though the cottage is up in the hills, it was very quick to get to major routes. The lodge was perfect for the two couples who stayed there. It is tucked away in its own large outdoor space with woods and hill walks just moments away. It was comfortable and clean with everything as described. The kitchen was well laid out and the sitting room really cosy. The hosts were great too - Sandra is really responsive and we found the flexible check in really good. It was perfect for our family and being able to pair renting this with the Doocot meant we had a brilliant space for lots of people to stay. My husband and I would love to go back and would happily rent the lodge again as it was so comfortable in a beautiful setting. Highly recommend.
Superhost
The exterior of the property is visible, showcasing a welcoming entrance with a glass door and a small porch area. A stone path leads to the entry, surrounded by planters with greenery. A seating area can be seen to the left, framed by stone walls.
Cottage in Perth and Kinross
4.84 out of 5 average rating, 130 reviews

Peaceful, central, with garden Licence No:PK11593F

RobinRating, 5 stars1 week ago
Our 5th stay and as always a great trip. Vivien’s cottage is very well situated, set back from the road with its own parking, yet just 5 minutes walk from the centre of town, all sorts of pubs, cafes and restaurants. The cottage is very spacious inside and out and has some nice outdoor seating when the weather is nice (it was twice when we stayed), the seating outside the porch is a little sun trap late afternoon. There are two good sized bedrooms and a couple of large sofas downstairs round a fire and TV. The smart TV even has streaming services so you are never short of something to watch. Fast internet completes the entertainment. We take our dog with us and she settles in well inside the cottage, it’s like a second home for her. The gated area at the rear is ideal for our dog to potter about, without worry of her going out on to the road or bothering a neighbour. The cottage is ideal for good day walks, straight from the door.
Guest favorite
A historic stone structure spans over the river, featuring two arches and a tower. Surrounded by lush greenery, the building displays intricate architectural details. Clear blue skies reflect off the water, enhancing the serene rural landscape.
Home in Ballintuim
4.9 out of 5 average rating, 603 reviews

Bridge Cottage, Magical 2 bedroom apartment

BronwynRating, 5 stars2 weeks ago
Amazing! What a beautiful and unique place to stay - we loved our visit and hope to visit again one day. Everything was as expected and Mirian is a very friendly and helpful host.
Superhost
A spacious living area features a gray sofa with contrasting yellow and green cushions. A round red ottoman sits in front, while a dining table with white chairs is positioned in the background. Natural light enters through large windows, illuminating the inviting space.
Bungalow in Elie
4.74 out of 5 average rating, 199 reviews

Beach house, sea views, garden, 100m from beach

StuartRating, 5 stars1 week ago
A spacious and well maintained property in a superb location in the centre of Elie. The house is actually situated on the same road as the Ship Inn (probably the best pub/restaurant in Elie) which is very short walk away, as is the beach. The house also benefits from excellent privacy, and it has a small, completely walled in, front garden which makes it very secure for a dog (if you bring one).
Top guest favorite
The exterior of the luxury apartment building features a combination of stone and modern materials. The ground-level entrance is marked with signs identifying apartments 6 and 10. A spacious balcony above is adorned with colorful chairs, offering views of the surrounding area.
Apartment in Arbroath
4.95 out of 5 average rating, 214 reviews

Arbroath luxury harbour apartment

DavidRating, 5 stars1 week ago
The apartment is very attractive and was spotlessly clean. The overview of the harbour from the balcony provides lots of interest with the comings and goings of the local fishing boats. Central location is convenient for Arbroath amenities, and other Angus destinations are in easy reach. Very much recommended and hope to get back up soon.
Top guest favorite
A spacious dining area features a long table set for a meal, with neatly arranged plates, glasses, and folded napkins. Framed photographs adorn the walls, complemented by soft lighting from a lamp, creating an inviting atmosphere for gatherings.
Townhouse in Edinburgh
4.99 out of 5 average rating, 317 reviews

Large Comfortable House

LouiseRating, 5 stars1 week ago
What an incredible house in a beautiful neighborhood. The house is so well equipped and so clean. Lots of cereals, cookies, tea and coffee to make our stay even more perfect. The backyard was a bonus with the children. Great location too for public transportation, very easy to go anywhere. Ronnie was so responsive and so accommodating. Many thanks!
Guest favorite
A compact kitchen area is equipped with modern appliances, including a refrigerator, oven, and microwave. Light grey cabinetry provides ample storage, with kitchenware visible on the countertops. A small dining area features a comfortable sofa and coffee table, creating a cozy atmosphere.
Condo in Dundee
4.86 out of 5 average rating, 292 reviews

Sarah’s ‘Broughty’ Apartment

AmandaRating, 5 stars4 days ago
Excellent place to stay. Perfect location and flat was clean and cosy. Lovely extra touches which were appreciated. Hosts provided fantastic information regarding the area and places to eat. Will most definitely return.
Guest favorite
The cottage features a rustic stone exterior, adorned with climbing greenery. A wooden fence encloses the front garden, complemented by vibrant plants and trees. The horizon showcases a partly cloudy sky, contributing to the serene, countryside ambiance.
Cottage in Saline
4.91 out of 5 average rating, 264 reviews

The Shooting Lodge Cottage

RachelRating, 5 stars2 weeks ago
As a group of 5 girls visiting the area for a wedding 20 minutes away in Culross, Pascale's Lodge was everything we could have wanted. Pascale is so great to communicate with guests, we amended our booking to add the 2 extra people in February and she immediately adjusted the cost and informed me that it was all ok. The house has everything you need, and was comfortable even at full capacity. The countryside is so beautiful, we were sorry not to have the time to explore! It was easy to arrange for local taxis to and from the wedding venue and an Uber from the airport was reasonable too. There is just one bathroom, so we needed to stick to a rota but water was hot for every shower. We cooked on the first evening and the kitchen was perfect. It was so quiet overnight, and everyone had plenty of space to sleep. An added bonus was meeting Hector and Buddy, Pascale's beautiful dogs. This place is incredibly good value, the host is kind and communicative, we highly recommend!

Family-friendly home rentals with a pool

A cozy living area features a deep red sofa and a wooden dining table set for two. A vase of fresh flowers adorns the table. Soft natural light enters through a nearby window, while a wall clock and a framed artwork add functionality and style to the space.
Apartment in St Andrews
4.86 out of 5 average rating, 7 reviews

Studio Apartment with Seaview, Pitmilly

AlexRating, 5 stars91 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 favorite
An open-plan living and dining area is illuminated by natural light from multiple windows. A dark leather sofa is positioned alongside a modern glass table, which is set with place settings and a bowl of fruit. Elegant curtains frame the windows, enhancing the room's brightness.
Apartment in Fountainbridge
4.81 out of 5 average rating, 412 reviews

51 18 Caledonian Crescent

MichelleRating, 5 stars3 weeks ago
The apartment is really bright and spacious and tastefully decorated. The living area and kitchen are perfect. The apartment has everything you need including a washing machine and dryer. Audrey explained everything very clearly to us when we arrived to drop off our luggage (the owners facilitated an early drop off before 4pm). In terms of improvements, the water boiler is quite noisy so if someone used the bathroom late, it could wake other guests. We would have appreciated shampoo in the bathroom - some of our party flew with hand luggage only with a small liquids allowance. We enjoyed our stay and it was convenient for the EICC, a 10-15 minute walk. The welcome breakfast pack was a nice touch. There are plenty of restaurants nearby, including Napoli-themed Pizzeria 1926 with delicious pizzas!
Guest favorite
A well-lit lounge area features a light-colored sofa and a wooden side table. A television is positioned on a media unit, complemented by a decorative item. Large windows with checked curtains provide views of the river, enhancing the room's brightness.
Apartment in Dunblane
4.92 out of 5 average rating, 52 reviews

Flat in listed mill with indoor pool

PaulRating, 5 stars8 months ago
A location with an interesting history; just a few minutes walk (beside the river) from Dunblane’s centre but tranquil, comfortable and secluded. Perfect to visit the surrounding area but also an easy train journey to Stirling and Edinburgh for the sights.
Top guest favorite
A modern kitchen space showcases sleek cabinetry and stainless steel appliances. A central island with casual seating is complemented by wooden flooring, while ambient lighting enhances the open layout. The area is designed for both functionality and comfort, extending into a spacious living area.
Home in Forfar
5 out of 5 average rating, 5 reviews

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

RichardRating, 5 stars1 week ago
An absolute gem - a beautiful place to stay in glorious surroundings and with wonderful amenities.
Superhost
A traditional stone building is surrounded by lush greenery, featuring multiple gabled roofs and inviting windows. A wooden dining set is positioned on a manicured lawn, providing a serene outdoor space for gathering. The warm sunlight highlights the rustic charm of the property.
Cottage in Rait
4.58 out of 5 average rating, 69 reviews

Redwood Cottage, Fingask Castle, Rait, Perthshire

Kevin John GerardRating, 5 stars1 month ago
Lovely setting and vey easy to deal with. Kept us updated. Would definitely use again.
The spacious lounge features a cozy seating arrangement with cushioned sofas and a round table at the center. Large windows allow natural light to fill the room, while a television is mounted on the wall for entertainment.
Bungalow in Port Seton
4.59 out of 5 average rating, 63 reviews

Setons Getaway

JakeRating, 5 stars1 month ago
Clean, well looked after and easy to find
Guest favorite
The exterior of Rowan Cottage is showcased, featuring traditional stonework with a peaked roof and decorative gable. Several windows are visible, framed by lush greenery and soft grass, with a clear blue sky above, indicating a sunny day in the countryside.
Cottage in Rait
4.81 out of 5 average rating, 42 reviews

Rowan Cottage, Fingask Castle, Rait Perthshire

AmyRating, 5 stars1 month ago
We had a perfectly peaceful stay at beautiful Fingask. Very well equipped, comfortable and spacious; milk, shortbread, tea/coffee provided on arrival. We took day trips out and explored the grounds. Fingask was exactly what we were looking for for our short break - and the sun was shining too!
The main living area is furnished with a spacious sectional sofa, providing ample seating. A cozy armchair is positioned nearby, and a dining area is visible in the background. Natural light enters through large windows, illuminating the neutral-colored interior.
Holiday park in Port Seton
4.82 out of 5 average rating, 159 reviews

Priscilla, Queen of the Caravans @ Seton Sands

Ahmad AliRating, 5 stars4 days ago
Dainne’s place was one of my best experiences in the Scotland UK. It was my first time staying in a caravan home. Very nice and quiet place. I stayed for one night but wish to stay longer next time. Good price, clean and organized. The host was very responsive. Thank you!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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