Vacation rentals in Fife

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Top-rated vacation rentals in Fife

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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, 171 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
A charming stone cottage with a yellow front door is surrounded by greenery and gravel pathways. Features include two prominent front windows that allow natural light to fill the interior and a sloping roof that complements the rustic aesthetic.
Cottage in East Wemyss
4.97 out of 5 average rating, 209 reviews

No 2 Stable Yard, Wemyss Castle Estate

A home from home in the Fife countryside and only a few minutes' walk from the seashore. No 2 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. 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 favourite
The open plan living area is characterized by double-height ceilings and large windows, allowing for ample natural light. A comfortable sofa is positioned next to a sleek coffee table. A stylish wooden staircase leads to the mezzanine, while modern art adorns the walls.
Barn in Fife
4.93 out of 5 average rating, 317 reviews

Beautifully converted farm barn with mezzanine

The Barn is a newly converted farm building on a quiet farm in a rural location 1km from Lundin Links. This 1 bed mezzanine is incredibly spacious yet cozy and welcoming. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden to front, and private courtyard to rear, both ideally positioned to enjoy the morning and evening sun. Only a few minutes to the local beach, pub, shops & golf courses. Pets welcome.

Top 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, 224 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
The exterior of the tiny house features traditional stone walls and a sloping roof. A blue door serves as the entrance, framed by two white windows. The cobblestone path leads to a small, manicured grassy area, with warm light reflecting off the building during sunset.
Tiny homes in Kinnesswood
4.99 out of 5 average rating, 115 reviews

Tiny House in Cosy Village

Dating back to the 1700s, this tiny house had sat empty for over 50 years until George (Heather's son) invested his life savings to completely renovate it to a high standard, while retaining the original character of the building. Sitting below Bishop Hill in the picturesque village of Kinnesswood (2023 joint winner of Britain in Bloom's 'Village' category!), the tiny house is surrounded by breathtaking views, fantastic walks, and an abundance of local farm shops, cafes, and restaurants.

Top guest favourite
An aerial view captures a sprawling town, with elegant buildings and green spaces interspersed. St Andrews’ historical architecture is visible, alongside expansive fields and distant hills, showcasing the town's unique blend of nature and historic structures.
Townhouse in Fife
4.98 out of 5 average rating, 172 reviews

Town House 200 yards from Old Course St Andrews

Large Town House uniquely located 200 yards from the 1st tee of the world famous Old Course, St Andrews. With six bedrooms, three large bathrooms, large reception lounge and great kitchen dining room, the house is an outstanding location for golf and St Andrews. There is a large secluded garden to the rear to enjoy and relax after golf or spending time in town. We also provide free parking for two vehicles. Groups of 4+ is additional - please book for the total number. Thank you.

Top guest favourite
A modern kitchen and dining area feature dark cabinetry with gold knobs, complemented by a blue-green tiled backsplash. A wooden dining table is surrounded by black chairs, with a vase of tulips as a centerpiece. Soft light is provided by pendant lamps above.
Apartment in Pittenweem
4.96 out of 5 average rating, 129 reviews

Stylish 2 bedroom garden apartment in Pittenweem

Dr Kennedys has been formed from the Village Drs Surgery. Period features antique furniture, original artworks and modern appliances feature in this newly renovated apartment. The Waiting Room is now a spacious kitchen/dining and sitting room. The 2 bedrooms both have ensuite facitlities (1 shower room, 1 small bath with shower over) The Private garden has seating, bbq and fire pit. Off street parking for 2 cars. Well behaved pets welcome. Situated in the heart of Pittenweem.

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, 254 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 favourite
A charming cottage from the 1830s features a stone facade and a central door flanked by two white-framed windows. A well-maintained green lawn extends in front, bordered by a low stone wall, offering an inviting first impression.
Cottage in Crail
4.93 out of 5 average rating, 340 reviews

Crail cottage with gardens, sea views, parking

This 1830s charming cottage has a front and back garden with stunning sea views. It's a short wander to the beach. Enjoy the large fully enclosed gardens while looking at the sea. We have just completed new interiors, with 2 bedrooms both with king-sized beds (UK) and soft white sheets throughout. A Nespresso coffee machine, hardwood floors, mini barbecue, and local art on the walls allow you to indulge in a seaside cottage with the feel of a hotel. We have parking on site.

Top guest favourite
Castle in Dollar
4.98 out of 5 average rating, 209 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.

Superhost
An evening view of the exterior of a modern cabin, featuring a peaked roof and large glass doors. Soft festoon lights outline the entrance, enhancing the serene landscape. The surrounding area is open, revealing expansive skies and distant fields under a twilight ambiance.
Tiny homes in Crail
4.87 out of 5 average rating, 328 reviews

Cow Pad Gertie - Crail

The Cow Pads Crail offer you modern style in a beautiful country setting. We are really proud of our converted shipping containers which offer our guests accommodation for two people in a double bed, with ensuite shower room and a small kitchenette. The Cow Pads are fully insulated, 90% powered by green energy from the farm, have incredible countryside views and a delightful decking area. Cow Pad Gertie has an outdoor heated bath, festoon lights and patio area.

Guest favourite
A vibrant blue door stands at the entrance of a stone building, framed by lush greenery. Stone steps lead up to the door, with soft shadows cast by surrounding foliage, creating a welcoming entryway.
Cottage in Crail
4.92 out of 5 average rating, 356 reviews

Small apartment in the center of Crail

A brand new apartment in an outbuilding in our garden. Two story, plus a bed in the mezzanine. The bedroom and bath room are downstairs. Perfect for a couple with a kid, or 2 friends ( the ladder to the mezzanine is a bit steep ) A wooden stove is there to warm up winter evenings. You will enjoy Crail and its surroundings, as we are in the heart of the village.

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