Family-friendly vacation rentals in Cupar

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Top-rated family-friendly rentals in Cupar

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Top guest favorite

The vibrant yellow exterior of a historic country house is complemented by lush greenery and mature trees in the foreground. A sunlit lawn surrounds the building, enhancing the inviting atmosphere of the property.

Apartment in Falkland

4.96 out of 5 average rating, 137 reviews

The Studio at Old Lathrisk

The Studio at Old Lathrisk (FI 00782 F) is a ground floor apartment in a 16th century Scottish country house near Falkland (where the series #Outlander is filmed!). It's a beautiful, stylish, cosy holiday space for 2 with an ensuite shower room and self catering cooking facilities. A perfect romantic hideaway with doorstep parking, a private entrance and access to the family's large beautiful garden. The countryside apartment is set in mature parkland with a beech lined driveway to the house.

Guest favorite

An open-plan living area is highlighted by a modern sofa bed and a wooden dining table with black chairs. Natural light fills the space, reflecting off the wooden flooring, while a wall art piece depicting a world map adds a subtle touch.

Apartment in St Andrews

4.84 out of 5 average rating, 549 reviews

NEWLY REFURBISHED APARTMENT IN TOWN CENTRE

Bright & spacious apartment in central St Andrews. Prime location, just off South Street. Shops, restaurants, university, old course, beaches and ruins within a 5-10 minute walk. FREE PUBLIC PARKING. Newly refurbished. Everything brand new from ceiling to flooring. Well equipped, modern and open-plan kitchen. TV & Wifi. Furnished to be cosy, comfortable and peaceful. New UK king-size medium-firm mattress, made with natural British fibres, and a new medium-firm double sofa bed. Sweet dreams!

Top guest favorite

A living area features a comfortable sofa and an armchair positioned near a stone fireplace. A mounted television is visible above the fireplace. A small dining space with bar stools is located by the window, enhancing the inviting layout.

Cabin in Kincaple

4.98 out of 5 average rating, 172 reviews

Bright and Cosy Luxury Countryside Cottage

The cottage is a recently renovated (completed April 2018) luxury holiday home just 3 miles from the ancient town of St. Andrews. The house comprises one bedroom with king size bed and a double sofa bed in the living room. We would say it’s ‘small but perfectly formed’ or ‘bijou’! The cottage is set within a quiet village just a short drive from all of the amenities St. Andrews has to offer, yet rural enough to enjoy its peaceful countryside setting! Perfect for couples and small families.

Guest favorite

A sunlit conservatory features large glass panels that frame panoramic views of the surrounding countryside. Cozy rattan furniture, accented with colorful cushions, invites relaxation. Lush greenery is visible outside, with rolling fields extending toward the horizon under a partly cloudy sky.

Bungalow in Lucklawhill

4.96 out of 5 average rating, 166 reviews

Modern Cottage, superb views, near St Andrews

The cottage is ideally situated in Lucklawhill, between St Andrews and Dundee, approximately 7 miles from each. The front of the house offering stunning panoramic views over the Firth of Tay and St Andrews Bay; the other side providing access to quiet woodland and country walks. Full spacious property available comprising two large double bedrooms, modern open lounge area, dining room, well furnished kitchen, shower room and WC. Two further beds available in loft conversion if required.

Top guest favorite

The cottage features a stone exterior with a red-tiled roof, complemented by large glass doors opening to the garden. A well-maintained lawn surrounds the structure, with a solitary tree positioned nearby against a bright blue sky, creating a peaceful outdoor setting.

Cottage in Fife

4.99 out of 5 average rating, 236 reviews

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.

Guest favorite

The lounge area features two comfortable sofas, one of which is a sofa bed. A fireplace serves as a central feature, with a decorative built-in shelving unit nearby. Natural light filters through the elegant bay window, illuminating the wooden flooring.

Apartment in Lundin Links

4.92 out of 5 average rating, 209 reviews

Once upon a tide, Lundin Links, East Neuk of Fife

Once Upon a Tide luxury flat is on the ground floor, all on the one level, and has a main entrance as well as access from the kitchen to the back garden. It is in a quiet street with ample parking and only a few minutes walk to the beach and golf courses. The property is decorated to a very high standard and well equipped with everything you will need to enjoy your stay. There is an immaculate shared back garden as well as private space at front of the flat where you can enjoy the sun.

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, 201 reviews

Self-contained cottage, 2 miles from St Andrews.

Self contained wee cottage. Living room with feature stone wall, fully equipped kitchen and patio doors opening onto the garden. Best suited for a couple with 1 double bed in the ensuite bedroom. Chair-bed suitable for child or small adult for £20 extra. Well-behaved pets welcome but NOT to be left on their own, garden is enclosed but not secure. No weeing or soiling on the grass. Complimentary breakfast for the first morning, plus tea, coffee and condiments Wifi STRICTLY NO SMOKING

Top guest favorite

The exterior of the family home is shown, featuring a welcoming entrance with a white door. Flower baskets hang from the walls, adding colorful accents. A stone pathway leads to the entrance, flanked by well-maintained plants and decorative pots.

Guest suite in Fife

4.96 out of 5 average rating, 368 reviews

School House Annexe Anstruther, King-sized bedroom

School House is an extended family home which offers a central location close to all amenities and is only 5 mins away from the picturesque harbour and beach and in close proximity to public transport. The property has a south facing garden with fish pond and a decked area which guests are more than welcome to use in the warmer months. Fife Coastal Path is easily accessible from the property. If you require additional accommodation please enquire for further details and prices.

Top guest favorite

The magnificent Balmuir House showcases its classic architecture set within expansive gardens. The grounds are framed by lush greenery, including trees and flowering shrubs, providing a peaceful setting. Large windows reflect natural light, while a broad lawn invites guests to explore the serene outdoor space.

Guest suite in Dundee

4.98 out of 5 average rating, 166 reviews

Balmuir House - Apartment in Listed Mansion House

Balmuir house is a Grade B listed Mansion house built around 1750. We offer you a 2 bedroom ground floor apartment. The apartment benefits from a peaceful and secluded location with Dundee on its door step. Set in 7 acres of gardens and woodland. Discounts can be offered for longer stays. Balmuir House Apartment is licensed under The Civic Government(Scotland) Act 1982 (Licensing of Short-term Lets) Order 2022 Licence AN-01 169-F The property is Energy Efficiency Category D

Top guest favorite

The traditional stone cottage stands amidst lush greenery, featuring a charming black front door and symmetrical windows. The sloping roof and elegant dormer windows enhance its character. A well-maintained lawn extends in front, providing a welcoming outdoor space.

Cottage in Cupar

4.91 out of 5 average rating, 103 reviews

Garden Cottage, nr St Andrews. Glorious location!

Garden Cottage is a traditional 2 bedroom cottage with central heating, free wi-fi and its own garden, with access to our tennis court. Located on our private country estate about 9 miles from St Andrews. Price includes bed linen, towels, wi-fi & electricity, starter pack of coal, & logs for the fire. Sleeps 4 adults + child/baby, in 1 double bed, 2 single beds & futon. Cot provided. Also an EV charger. STL licence no. FI-00612-F, granted by Fife Council. Sorry, no pets.

Top guest favorite

The grand facade of Dollarbeg Castle is presented, showcasing its gothic baronial architecture. A circular gravel driveway leads to the entrance, framed by well-maintained green lawns and mature trees in the background, under a clear blue sky.

Castle in Dollar

4.98 out of 5 average rating, 176 reviews

The Great Hall, Dollarbeg Castle

This 2 bedroom apartment is the beautifully converted former Great Hall of Dollarbeg Castle. Built in 1890, Dollarbeg Castle was the last gothic baronial style building of its type ever built. Beautifully restored in 2007 to the very highest standards, it was converted into 10 luxury properties, one of which is a conversion of the original "Great Hall" with its vaulted ceiling and majestic views across the formal grounds towards the Ochil Hills in the distance.

Top guest favorite

An aerial view captures the charming coastal village, displaying a mix of colorful homes lining the shoreline. Rocky terrain transitions to grassy hills in the background, with the sea gently lapping against the shore, creating a serene seaside atmosphere.

Home in West Wemyss

4.99 out of 5 average rating, 160 reviews

Stylish Courtyard House in Fife Coastal Village

The Wall House was converted in 2020 from an historic fishing net repair building - it's old outside but super energy efficient & modern inside. It’s a truly unique, stylish and comfortable place to be. The Wall House is also designed to be accessible to a person with restricted mobility. Set in a Fife seaside conservation village you’ll find yourself in a 'get away from it all' location but just a short drive to Edinburgh, the East Neuk & St Andrews.