Vacation rentals in Fife

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Top-rated vacation rentals in Fife

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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 Fife
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.

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
4.96 out of 5 average rating, 171 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.

Top guest favorite
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, 221 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 favorite
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 home in Kinnesswood
4.99 out of 5 average rating, 108 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 favorite
Apartment in Cellardyke
4.98 out of 5 average rating, 234 reviews

The Neuk – Stylish Cellardyke Coastal & Golf 2-Bed

Bright, stylish 2-bed upper-floor apartment, The Neuk, in Cellardyke is a peaceful coastal retreat perfectly located for exploring the East Neuk of Fife and visiting St Andrews, Kingsbarns & Crail golf courses. Ideal for couples, families, friends, and golf enthusiasts. Enjoy award-winning beaches, historic harbours, scenic coastal walks, charming fishing villages, amazing golf courses, excellent local dining, free dedicated parking, fast Wi-Fi, and self check-in for a hassle-free stay.

Top guest favorite
An open entrance hall is featured, showcasing a staircase with a decorative railing. Plush seating is arranged around a vibrant area rug, complemented by potted plants. Unique wall art adorns the walls, and eclectic decor elements, including a statement chandelier, provide a distinctive atmosphere.
Place to stay in Newburgh
4.95 out of 5 average rating, 175 reviews

‘ Burgher Chapel- Converted Church’

Newburgh, Fife is an historical town. In the 18th century linen was woven in weaving sheds and cottages which still reflects in its architecture today. The town is sandwiched between the river Tay and a hillside providing ample walks and other sport activities. Many visitors start on the ‘ Fife Coastal Walk’ from this location. The chapel has excellent wifi. The town is self sufficient with shops, post office, chemist, doctors, dentist, garage, gallery and its very own distillery!

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, 251 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
A stone cottage is set among a landscaped garden, featuring a gravel pathway. The structure displays a traditional design with multiple windows and a slate roof. Colorful flowers bloom in front, contributing to the rural charm of the setting.
Home in Wester Balgedie
4.99 out of 5 average rating, 183 reviews

Ashtrees Cottage

Ashtrees Cottage is in a beautiful rural location and has Loch Leven Nature Reserve on its door step. The Balgedie Toll Tavern & Levens Larder both less than 10 minutes walk from the Cottage. Its a great place to explore towns and villages around the East Neuk of Fife, Edinburgh, St Andrews, Gleneagles, Stirling and Glasgow all within 60 minute drive. Its a great place to base yourself if you are planning to explore the Lowlands and Southern Highlands of Scotland.

Top guest favorite
Castle in Dollar
4.98 out of 5 average rating, 204 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.

Top guest favorite
An open plan living area showcases a cozy seating arrangement with a light grey sofa and a wooden armchair. A wooden coffee table is positioned centrally, complemented by a shelf displaying decorative items. Natural light floods the space through the windows, enhancing the neutral-colored walls.
Condo in Lower Largo
4.95 out of 5 average rating, 219 reviews

Largo- Cosy home by Beach/Hotel/Pub with Parking

Private, 'gorgeous' ground floor apartment in Lower Largo. Situated under the iconic viaduct, a one minute walk to Railway Inn, Crusoe Hotel, beach and local grocery shop. Private parking for one car or camper/van. Lower Largo is one of many picturesque seaside villages situated on the Fife Coastal Path. The popular Aurrie cafe is a short stroll away and new the Castaway Sauna is nearby.

Guest favorite
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, 351 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.

Guest favorite
A light-filled living area features a comfortable sofa facing floor-to-ceiling glass doors. The outdoor space is visible, showcasing a hot tub and landscaped garden, framed by wooden fencing. A stylish rug adds a touch of warmth to the wooden floor.
Vacation home in Fife
4.98 out of 5 average rating, 129 reviews

Saint Andrews, luxury apartment with hot tub.

Enjoy a stylish experience at this centrally-located place. Excellent location, a 7 iron from the 18th hole on the Old Course and minutes walk to the stylish town centre. Greyfriars Apartment was built on the remains of Greyfriars Friary, built in 1458. It is a Victorian listed property, a perfect haven for golfers and those who enjoy a life of luxury.

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