Family-friendly vacation rentals in Cupar

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Popular amenities for Cupar family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A hot tub filled with bubbling water is situated in the foreground, surrounded by a snowy landscape. The courtyard garden and stone buildings are visible in the background, offering a serene winter setting.
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 favorite
A traditional lodge is observed on the edge of Cowden Loch, surrounded by expansive grassy fields. Snow-capped mountains rise in the background, providing a serene and natural setting. The building features large windows reflecting the picturesque landscape and a simple, open layout.
Home in Crieff
4.98 out of 5 average rating, 115 reviews

Wallace Lodge - Unique experience

WilliamRating, 5 stars1 day 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
A spacious living area features a comfortable dark sofa adorned with colorful throw pillows. A glass table sits in front, and modern bar stools are positioned near a sleek kitchen with minimalist cabinetry. Vibrant artwork hangs on the wall, adding a decorative touch.
Condo in Old Town
4.8 out of 5 average rating, 267 reviews

Royal Mile 4 Bed Luxury (incl Sauna & Jacuzzi)

TraciRating, 5 stars2 weeks ago
Phenomenal location for our large family to enjoy Edinburgh’s Old Town! Spotless apartment with everything you could possibly need, just steps from great restaurants, cafes and all the city’s sites. Would absolutely come back and stay here!
Guest favorite
An inviting orange hot tub is set against a backdrop of a lush garden and a cottage. The garden features various plants and trees, with a covered seating area visible in the distance, surrounded by greenery.
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 favorite
A serene outdoor space features well-maintained gardens and patio areas overlooking a peaceful body of water. Towering trees and lush greenery frame the view, while distant islands are visible on the horizon under a blue sky adorned with soft clouds.
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 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, 150 reviews

Capo Farmhouse - dog friendly. Hot tub & fire pit

CaitlinRating, 5 stars3 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 favorite
The image showcases a hot tub with multiple jets, positioned on a wooden deck overlooking lush greenery. Natural light is present, highlighting the tranquil outdoor space of the Riverview Retreat, with trees framing the background and a clear sky above.
Home in Perth and Kinross
4.99 out of 5 average rating, 313 reviews

Riverview Retreat

SarahRating, 5 stars1 day ago
Fabulous location, fabulous property, wonderful hosts. Will definitely be back.
Top guest favorite
A hot tub is set against a night sky, with soft steam rising from the water. A person is seated in the tub, gazing out toward distant city lights. Nearby, a drink rests on the edge, enhancing the peaceful ambiance.
Home in Fife
4.98 out of 5 average rating, 44 reviews

Barnyards - 4 bedroom, country house with hot tub.

RussRating, 5 stars2 weeks ago
Great place to stay, everything was clean and comfy. Lots of room, nice hot tub with a great view over the town. Lots of horses on site which adds a cool element to your stay. Good size kitchen and living room. Highly recommended.

Family- and pet-friendly home rentals

Guest favorite
The exterior of Kirkmichael Apartments features a historic white building with a mix of gabled rooftops and large windows. A green car is parked in front, with additional vehicles visible along the street. Surrounding trees add a natural backdrop to the village setting.
Place to stay in Kirkmichael
4.93 out of 5 average rating, 121 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 favorite
A stone cottage is set among a landscaped garden, featuring a gravel pathway. The structure displays a traditional design with multiple windows and a slate roof. Colorful flowers bloom in front, contributing to the rural charm of the setting.
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 favorite
A charming stone cottage is nestled against a backdrop of clear skies, featuring a red-tiled roof and white double doors. The entryway is highlighted by a small staircase, and decorative plants can be seen beside the door. The coastal view adds to the appealing exterior.
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.
Top guest favorite
A comfortable living area features a central wood-burning stove, framed by a stone mantel. Vibrantly patterned curtains adorn the windows, while soft furnishings include a cozy armchair and a spacious sofa. A wall-mounted television and a small desk complete the inviting space.
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!
Guest favorite
An open plan living area is showcased, featuring a modern kitchen with an electric cooktop and a decorative tile backsplash. A seating arrangement includes a cozy blue chair, a sofa, and a dining table with vibrant seating. Natural light fills the space through a large window.
Cottage in Saint Monans
4.9 out of 5 average rating, 229 reviews

Stylish fisherman's cottage with fast WiFi

ColinRating, 5 stars1 week ago
We had an excellent stay and everything was as described. We definitely will stay here again
Top guest favorite
An expansive view of the calm sea meets a solid pier extending into the water, framed by rocky outcrops. The horizon stretches beneath a clear blue sky, with distant hills faintly visible, creating a serene coastal scene.
Apartment 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 favorite
An inviting entrance leads to the cottage, featuring patio doors that open to the garden. Colorful flowers border a stone pathway, while a cozy seating area is positioned near the entrance. A small wooden sign and garden furniture complement the serene outdoor space.
Guesthouse 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!
Top guest favorite
A low stone wall borders the sea view, adorned with a mix of textured plants. Two light blue seating benches are positioned on a pebble-strewn area, offering a serene outdoor space to enjoy the coastal landscape.
Home in Saint Monans
4.95 out of 5 average rating, 199 reviews

Waterfront Cottage, St Monans, Amazing Sea Views

JaniceRating, 5 stars3 weeks ago
Jane's place was in the perfect location with stunning sea views. The house was very comfortable and had everything we needed and more. Jane is a great host and popped in to check that all was OK for our stay. She very kindly left us milk and biscuits. I would highly recommend this property. I hope to stay here again in the future.

Family-friendly home rentals with a pool

A wooden table is set on a private balcony surrounded by four metal chairs. The view stretches across lush green fields under a cloudy sky, creating a serene outdoor dining space.
Apartment 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 favorite
An indoor swimming pool is framed by elegant columns and tiled flooring. The pool features a clear blue tile lining, with steps leading into the water. A reception area can be seen in the background, enhancing the welcoming atmosphere.
Apartment in Fountainbridge
4.82 out of 5 average rating, 427 reviews

51 18 Caledonian Crescent

ConnieRating, 5 stars6 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 favorite
An indoor heated pool is seen, featuring clear blue water. Two large arched windows allow natural light to enter, reflecting on the water's surface. Potted plants are situated along the edges, adding a touch of greenery to the space.
Apartment 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 favorite
The cottage exterior is characterized by a rugged stone facade, accented with climbing greenery and blooming flowers. A simple green door is framed by lush foliage, while the surrounding grassy area features well-established shrubs, contributing to a serene and natural landscape.
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 favorite
A circular stone building is positioned in a green field, surrounded by trees. The landscape extends to rolling hills and fields in the background under a clear sky, offering a serene view that showcases the natural beauty of the area.
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
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

DPPSRating, 5 stars3 months 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
4.58 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!
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, 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 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