Cottage vacation 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
Guest favorite
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 Earlsferry
4.96 out of 5 average rating, 242 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.

Guest favorite
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
4.93 out of 5 average rating, 167 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 favorite
The exterior of a charming cottage made of warm stone features large windows with white frames. A bright yellow door stands out in the center, surrounded by lush greenery and flower beds, inviting guests to explore the welcoming atmosphere.
Cottage in East Wemyss
4.97 out of 5 average rating, 172 reviews

No 1 Stable Yard, Wemyss Castle Estate

No 1 Stable Yard is an attractive, bright and comfortable cottage in a newly renovated stable conversion; a peaceful rural retreat at the historic Wemyss Castle Estate. A short walk from the charming seaside village of West Wemyss and Fife's Coastal Path. Perfectly placed for exploring Scotland it suits families, couples & groups of friends looking for a cosy getaway. 30 miles from Edinburgh, a short drive to the East Neuk and St Andrews with numerous golf courses and lots more in between.

Guest favorite
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, 167 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 favorite
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, 125 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 favorite
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, 218 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 favorite
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 in Fife
4.99 out of 5 average rating, 249 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.

Guest favorite
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, 115 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 favorite
The front exterior of the sandstone cottage features a welcoming blue door, complemented by white-framed windows. Flanking the entrance are potted plants and neatly trimmed shrubs, creating an inviting appearance. The slate roof adds character to this charming abode.
Cottage in Freuchie
5 out of 5 average rating, 232 reviews

Charming, vintage style cottage with free parking

Holmlea is a cosy, sandstone cottage c. 1840, nestled in a quiet, pretty little road in the friendly village of Freuchie. With light, spacious, high-ceilinged rooms, Holmlea has an arty, vintage style, and is a welcoming, comfortable and relaxing space. There is free parking in the road opposite the cottage, and a large, free car park (25m away). Most of our guests tell us they feel instantly at home on arrival, and many don't want to leave! Licence No. FI 00095 F EPC rating D

Top guest favorite
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, 252 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.

Top guest favorite
The exterior of the cottage showcases a combination of stone and brick, with a sloped red-tiled roof. A patio area is visible, featuring a large umbrella and outdoor seating. Lush greenery surrounds the property, enhancing the tranquil outdoor space.
Cottage in Falkland
4.94 out of 5 average rating, 115 reviews

Detached Barn Conv with Private Quiet Patio Gdn

Large sunny lounge, spacious kitchen/diner. *Free on-street parking *Secluded & sunny private patio and garden with seating *2 bedrooms, 2 dble beds, (1 bedroom en-suite) *Additional family sized wet room with WC and bidet * Netflix & iPlayer via Amazon Firestick *Stairlift. Please contact us first. * Accommodates two adult couples * The solid fuel stove is not in use. * Quality memory foam mattresses and cosy duvets. Edinburgh and St Andrews approx 30/40 mins.

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, 109 reviews

Garden Cottage, nr St Andrews. Spring 2 nt breaks

Garden Cottage is a traditional 2 bedroom cottage with central heating, free wi-fi and its own garden, & 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. EV charger. STL licence no. FI-00612-F, by Fife Council. Sorry, no pets.

Popular amenities for Cupar cottage rentals

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