Cottage holiday rentals in Cupar

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Top-rated cottage rentals in Cupar

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Top guest favourite
A circular wooden dining table is surrounded by six matching chairs, set on a paved patio. The scene overlooks a lush green garden with views of fields and distant trees, providing a serene outdoor dining space.
Cottage in St Andrews
4.99 out of 5 average rating, 114 reviews

Sunny Countryside Cottage (St Andrews 6km)

Welcome! Your holiday cottage is hidden away in a tiny village just 6 km along the coast from St Andrews. Comfy beds, cosy log burner and home baking are waiting for you! Step out onto the famous 'Fife Coastal Path' and explore miles of beautiful walking tracks. Being perfectly positioned in between St Andrews and the beautiful 'East Neuk', it's the ideal base to discover all Fife has to offer - world class golf, sandy beaches, delicious local food, and lots of fresh sea air!! (sorry, no pets.)

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, 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
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 in Ceres
4.96 out of 5 average rating, 236 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' - there is a shop, pub and coffee shops. St Andrews and Cupar are nearby. Airbnb policy - booking to be made by person staying at the property. Licence no: FI-00488-F

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, 119 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
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 in Perth and Kinross
4.97 out of 5 average rating, 165 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 in Peat Inn
4.99 out of 5 average rating, 254 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 favourite
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
4.98 out of 5 average rating, 216 reviews

Mangle Cottage, quirky cottage in Pittenween, Fife

5* quirky 17th century cottage in the heart of Pittenweem. Ama St Andrews, the home of golf is just 17 minutes away by car . Pittenweem boasts the last working fishing harbour in the East Neuk with it's famous 117 mile long coastal path passing right through the village . Dog friendly restaurants , cafes, pubs and art galleries all on our doorstep. Lovely long beaches in St Andrews and Elie only short drive away. The Fife 117 mile long coastal path goes past the bottom of our Wynd .

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 in Fowlis
4.95 out of 5 average rating, 238 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 in Blebocraigs
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 in Lundin Links
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.

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, 242 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.

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 in Auchtermuchty
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.

Popular amenities for cottage rentals in Cupar

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