Cottage holiday rentals in Cupar

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Cupar

Guests agree: these cottages are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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
4.97 out of 5 average rating, 231 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
The exterior of the cottage is showcased, featuring a stone facade with a tiled roof. Windows reflect bright daylight, framing a well-maintained garden with green grass and blooming shrubs. A pathway leads to the entrance, highlighting a welcoming approach to the home.
Cottage
4.96 out of 5 average rating, 237 reviews

Homely cottage & tranquil garden, beaches nearby

Penny Cottage is a beautiful, homely old weaver's cottage from 1783, with original features and a peaceful, secure garden, great for dogs. Space is perfect for 2–3, cosy for 4. Perfectly situated for exploring Fife's beaches, countryside, golf courses and historic settlements. Ceres is one of Scotland's 'Most Attractive Villages' with a shop, pub and cafes. St Andrews and Cupar nearby. NO wifi available. Airbnb policy - booking to be made by person staying at the property. Licence no: FI-00488-F

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
4.99 out of 5 average rating, 723 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
4.95 out of 5 average rating, 166 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
Aerial view of a scenic landscape features a cottage surrounded by lush greenery and rolling hills. Expansive fields and clusters of trees stretch into the distance, with a winding path leading to the home. The clear blue sky provides a bright backdrop to the tranquil setting.
Cottage
4.97 out of 5 average rating, 167 reviews

The perfect place to escape for picturesque views.

A one-bedroom attached cottage situated in a peaceful and picturesque location about six miles from both Dunkeld and Blairgowrie. Ideally positioned to take advantage of all Perthshire has to offer. There are challenging cycling routes and wonderful woodland walks close by, as well as some notable Munros to the north, including Ben Lawers. Roughstones is also well-placed for the ski slopes of Avimore and Glenshee. The immediate area abounds with wildlife. Licence Number: PK11304F, EPC: E.

Top guest favourite
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
4.99 out of 5 average rating, 255 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.

Top guest favourite
The exterior of a charming yellow cottage is depicted, featuring a red-tiled roof and multiple small windows adorned with flower boxes. A white door is positioned at the center, surrounded by a cobbled courtyard with greenery, creating a tranquil setting.
Cottage
4.99 out of 5 average rating, 245 reviews

The Burghers Kirk @ 136, St Andrews

The Burghers Kirk is a quaint 1 bedroom cottage full of character and quirky features with a secluded courtyard garden and is situated in the heart of St Andrews, close to the West Port and the medieval core of the town. Recently refurbished to a contemporary and high standard the cottage is suitable for 2 adults. Originally built in 1749 and used by the Burgher Kirk congregation, it was gifted to the St Andrews Preservation Trust in 1954 and reconstructed into a charming cottage.

Top guest favourite
A charming exterior view of the Woodside Retreat features a large window with multiple panes, surrounded by smooth stone walls. Two potted plants sit beneath the window, adding greenery to the entrance. A brick pathway leads to the property, creating an inviting approach.
Cottage
4.95 out of 5 average rating, 241 reviews

Woodside Retreat with Garden

Woodside Retreat is in a fantastic relaxing village location! It is a lovely, newly furbished, fresh, bright property with a private garden nestled beside woodland and located in the countryside. It is the perfect place to relax and recharge or explore and enjoy the areas nearby. Situated in Scotland near to Piperdam Golf Course, Dundee, and within easy travelling distance of Edinburgh, St Andrews, Dunkeld, Perthshire. We are dog friendly and can accommodate one house trained dog.

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
4.98 out of 5 average rating, 114 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
4.95 out of 5 average rating, 404 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.

Guest favourite
An inviting country cottage showcases a weathered stone façade, adorned with lush greenery and vibrant flowers. The roof features two skylights, enhancing natural light. The cobbled pathway leads to the entrance, surrounded by a serene outdoor atmosphere, creating a peaceful retreat.
Cottage
4.97 out of 5 average rating, 107 reviews

The Old Barn, Country Cottage in courtyard setting

The Old Barn is a quaint country cottage tucked away in an enclosed cobbled courtyard. It is part of a development of 3 holiday homes set within extensive garden grounds, with ample parking space for cars or a campervan. It is only 40 minutes drive from Edinburgh Airport and its central location in Fife is perfect to use as a base for exploring many Scottish tourist attractions. Or relax and enjoy the peace and quiet of the countryside in our beautiful home away from home.

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
4.93 out of 5 average rating, 151 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 fantastic food all day; the Hayloft and Pillars of Hercules are lovely cafes. Fine dining at the Boar's Head in nearby Auchtermuchty.

Popular amenities for cottage rentals in Cupar

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Fife
  5. Cupar
  6. Cottage rentals