Cottage holiday rentals in Cupar

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Top-rated cottage rentals in Cupar

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Top guest favourite
An open living area features a blue sectional sofa facing expansive glass doors, offering views of the surrounding landscape. A round wooden table with bar stools sits nearby, while a kitchenette with dark cabinetry provides a practical space for refreshments.
Cottage in Fife
4.96 out of 5 average rating, 262 reviews

Stunning 1 Bedroom home in Elie

This unique place has a style all its own. It pops up from the hill and sits on top of Elie and Earlsferry. It provides incredible views and is an amazing get-away-from-it-all pad, yet within an easy walk of all that Elie provides. This is the ideal spot to have a romantic break for 2. It would be easy to sit and watch life go by, read a book, or have an outdoor bath. The House on the Hill offers space, yet is incredibly cosy with a stunning wood burning stove. Walk into Elie in 3 minutes.

Top guest favourite
A traditional terraced cottage is set against a lush green hillside under a partly cloudy sky. A red-tiled roof contrasts with stone walls. Flower pots are placed near the entrance, enhancing the cottage's rustic charm. The spacious surrounding landscape invites exploration.
Cottage in Falkland
4.94 out of 5 average rating, 184 reviews

Beautiful royal-village cottage with wood-burner

Eastmost Cottage is in a wonderful position on the edge of the historic village of Falkland. It's a short walk from the fine Renaissance Falkland Palace, the heart of the medieval village with its independent shops, cafes restaurants and pub. There is great walking in the Lomond hills, accessible on foot. The wonderful Covenanter has great food all day; the Hayloft and Pillars of Hercules are lovely cafes. The Stag is a lovely bistro (our fav). Fine dining at the Boar's Head in Auchtermuchty.

Top guest favourite
The exterior of the stone cottage is showcased, highlighting its unique triangular structure and rustic charm. Large windows and a glass door allow natural light to illuminate the interior. Lush green grass surrounds the base, complementing the serene garden setting.
Cottage in Morningside
4.98 out of 5 average rating, 769 reviews

16th Century Dovecot Cottage in Private Garden.

In central Edinburgh yet tucked-away in a gorgeous garden, this quirky, sophisticated dovecot is stunning. Serene & secluded, it's quietly thrilling. Tiny little bedroom in the tower; double bed surrounded by cedar-wood, lit ancient nesting boxes & garden view. Sleek wood-lined bathroom. Rustic-chic kitchen. Pull-out sofa-bed. Mysterious cavern beneath a glass floor panel. A relaxing peaceful hideaway. Tranquil garden terrace. Heated floors. Radiators. Wood-burner. Parking. 5% tax fm 24.07.26

Guest favourite
An open-plan kitchen and living area features a circular kitchen island with seating. A ladder leads to a loft space, and natural light enters through a skylight and window. Warm wood flooring complements the decor, while a red accent curtain adds a touch of color.
Cottage in Fife
4.95 out of 5 average rating, 169 reviews

Romantic Cottage, nr St. Andrews with hot tub

Balass Hayshed Cottage finished to the highest standard and enjoyed by couples on mini moons, golf trips, weddings, visiting children at St Andrews University or just getting away from busy lives. The property has its own hot tub for the exclusive use of Hayshed guests only. There is a loft space with a further double bed. Enjoy the surrounding countryside. Edinburgh an hour by train. Dundee’s V and A 25 minutes. Rent along with the Stables Cottage for larger parties. Ultra fibre broadband.

Top guest favourite
An open plan kitchen and dining area features a rustic wooden table surrounded by black chairs, positioned beside a large window with a view. Navy cabinetry complements the stainless steel appliances, while white walls and elegant light fixtures enhance the space's brightness.
Cottage in Newburgh
5 out of 5 average rating, 131 reviews

Luxury River View Farm Cottage + Dog Friendly

Enjoy stunning views over the River Tay from a luxury countryside base (35 mins to St Andrews & 50 mins to Edinburgh). Old Parkhill at Hyrneside is a beautifully restored 3 bed farm cottage, featuring a stylish open plan space, designer kitchen, wood stove and heated polished concrete floors. Relax in marble washrooms, one with a clawfoot bath, the other a walk-in shower. French doors open out to a courtyard dining area + pizza oven, fire pit and acres of farmland, forest + trails to explore.

Top guest favourite
The cottage, built in a traditional style, is framed by vibrant greenery and colorful flowers. It features a symmetrical façade with multiple windows and a welcoming front door. A gravel pathway leads to the entrance, bordered by well-maintained hedges.
Cottage in Crieff
4.97 out of 5 average rating, 193 reviews

Secluded, historic cottage next to Monzie Castle

Built in 1874 for the head gardener of Monzie Castle and located at the end of the castle garden. This characterful 2 bedroom cottage (listed in The Times top 50 cottages) is furnished to a high standard. The scenery is breathtaking and a retreat from busy everyday life, with nature and wildlife in abundance. 90 minutes from Edinburgh, Glasgow and St Andrews, 5 minutes from the Highlands and close to Scone Palace, Drummond Castle Gardens. Gleneagles only 20 minutes away and excellent golf

Top guest favourite
A charming stone cottage is set against a clear blue sky, surrounded by lush green lawns and trees. The building features large windows and a red roof, providing a welcoming appearance. The well-maintained grounds offer ample outdoor space for relaxation.
Cottage in Fife
4.99 out of 5 average rating, 231 reviews

Eastburn: Gorgeous 2-bed cottage near St Andrews

Eastburn Cottage was created from our lovingly converted 200 year old cart shed. On 13 acres of grounds accessed via a 400 metre track, Braeside Farm is tranquil yet a 10-15 minute drive to St Andrews and less than an hour from Edinburgh Airport. Eastburn is a 2 bedroom cottage with a kitchen and living room upstairs and a master bedroom (en suite) and smaller bedroom (with a triple bunk bed), bathroom and WC downstairs. Front door is at the top of the steps in the gable. A car is required.

Top guest favourite
An inviting sauna space features wooden benches and a central stove. A large window allows natural light to filter in, providing a view of the surrounding greenery. A wooden bucket and ladle are placed nearby, adding to the serene atmosphere.
Cottage in Aberfeldy
4.99 out of 5 average rating, 203 reviews

The Old Kennels @ Milton of Cluny (with Sauna)

1 bedroom attached cottage in Highland Perthshire, 3 miles from Aberfeldy & Grandtully. Wood fired sauna in adjacent steading (1st use included). Idyllically situated on the foothills of Farragon hill, with beautiful walks right from the door. There is a spacious super kingsize (or twin) bedroom, spectacular living space, modern kitchen & shower room, private entrance, parking & outside seating area. Note location of the house as detailed in 'house rules' (4wd recommended for winter)

Top guest favourite
An open plan living area features a round wooden dining table surrounded by four black chairs. Two red and gray striped armchairs are positioned nearby, next to a wooden cabinet. Natural light enters through two large windows with beige curtains, while a stone wall adds character.
Cottage in Blebocraigs
4.98 out of 5 average rating, 120 reviews

Clatto Bothy, self catering cottage.

Clatto Bothy is a recently refurbished, fully furnished semi-detached cottage less than five miles from St Andrews. The self catering accommodation consists of a spacious open plan kitchen and dining area and a large living space. There is one double bedroom and a large shower room. The cottage sleeps two and offers peaceful surroundings within easy reach of St Andrews. The kitchen is fully equipped including washing machine and dishwasher. The Bothy has its own private parking area.

Top guest favourite
A single-story stone cottage is set against a cloudy sky, featuring a metal roof and black window frames. A neatly landscaped garden with colorful flowers is positioned in front, while a wooden fence and pathway lead to the entrance.
Cottage in Lundin Links
4.95 out of 5 average rating, 436 reviews

Beautiful stables conversion in rural location

The stables is a recently developed single story cottage on Hatton Farm. This quiet rural location is 1km from Lundin Links. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden with a private patio & bbq area to the rear, ideally positioned to enjoy the morning & evening sun. Only a few minutes to the local beach, pub, shops & golf courses. St Andrews & the East Neuk villages are close by.

Top guest favourite
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, 422 reviews

Coastal cottage with stunning view.

Restored attractive 2 storey c1900 cottage in the beautiful grounds of Historic Scotland listed Bendameer House. Tastefully decorated, well equipped, comfy beds & quality linen. Extensive gardens & outdoor space - barbecue, swings, trampoline & playhouse. Hot tub with beautiful views to Edinburgh - additional £10 per day of your stay. Pre- arrival advance notice of 24 hours is required (for heating). Come, relax and enjoy our amazing views across the Firth of Forth to Edinburgh.

Top guest favourite
A cozy living space features a soft gray sofa and armchair, complemented by natural decor elements. A wood accent shelf holds a basket and plaid throw, while a lamp stands beside a textured side table. Light enters through an open door, illuminating the room.
Cottage in Fife
4.98 out of 5 average rating, 258 reviews

Escape to a luxury country cottage and ocean views

Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

Popular amenities for cottage rentals in Cupar

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  2. United Kingdom
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  4. Fife
  5. Cupar
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