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Holiday rentals in Fife

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Top-rated holiday rentals in Fife

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

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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 in Fife
4.96 out of 5 average rating, 271 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
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, 190 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.

Guest favourite
A wooden gate with a sign labeled 'Treehouse' opens to a path leading through lush greenery. Tall trees surround the entrance, with the Treehouse visible in the background, nestled among the branches and foliage.
Treehouse in Letham
4.95 out of 5 average rating, 132 reviews

Real Fairytale Treehouse

Set within the grounds of Fernie Castle a beautiful authentic Treehouse with 6 living Trees growing and thriving. Equally beautiful in all seasons especially winter being so very cozy, it is fully heated with lots of hot water for the freestanding bath for two. With all the amenities of a 5 star bedroom, a large freestanding bath on the second floor with a small balcony with views to the stunning countryside it does indeed feel like a fairytale just remember to bring your favourite bubbles...

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, 341 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
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, 186 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 favourite
The living area features two brown leather sofas, arranged around an ottoman on a patterned rug. Large windows, framed by plaid curtains, allow natural light to fill the space. Wooden walls contribute to the rustic ambiance, enhancing the cozy atmosphere.
Cabin in Fife
4.9 out of 5 average rating, 1070 reviews

Log cabin in Auchtertool.

The Log Cabin is situated in 3 acres of garden, shared only with our own house. Guests are welcome to make use of the garden. The Cabin sleeps five people and we have a travel cot if required. There is one large bedroom with two kingsize and one single beds. The Cabin does not have TV or wifi, however it does have an excellent 4G signal. We welcome well behaved pets, up to a maximum of two small dogs or one large dog, even a cat. We ask guests who bring pets to vacuum before they leave.

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, 237 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
An open plan living area features high exposed wood beams and a cozy seating arrangement with a blue sofa and armchair. A wooden coffee table sits centrally, and light filters through double doors leading to the outside. A dining space and kitchen area are visible in the background.
Barn in Fife
5.0 out of 5 average rating, 106 reviews

The Roundel in Fife

Reconnect with nature at this unforgettable escape. ‘The Roundel’ near Cupar is a beautiful restored barn with its own private entrance. It offers a unique and private sanctuary for guests exploring the beautiful surrounding areas. This lovely open plan space forms part of what was once a traditional farm steading and sits in a quiet and peaceful setting. Guests also have use of a tennis court within the grounds. St Andrews, with its famous golf courses and beaches is just 20 mins by car.

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 home in Kinnesswood
4.99 out of 5 average rating, 139 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
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, 367 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, 228 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 home in Crail
4.87 out of 5 average rating, 349 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.

Popular amenities for Fife holiday rentals

All about Fife

With an ancient and storied history all its own, Fife is a small region with a lot to offer, from quaint coastal villages to resplendent royal palaces, fertile farmland to former mining towns. In the south sits Dunfermline, once Scotland’s capital, whose heritage quarter includes the 11th-century Benedictine abbey where Robert the Bruce and seven more Scottish kings are buried; it’s also the landing point for the world-famous Forth Bridge. In the centre of Fife, the shapely outlines of the Lomond Hills lead to scenic countryside dotted with attractive towns and villages like Cupar and Falkland.

A long-distance footpath follows the more than 100 miles of coastline that borders Fife on three sides, including the picturesque fishing region of East Neuk. But the most famous of Fife’s seaside towns is St Andrews, home to a ruined cathedral and castle as well as Scotland’s oldest university, not to mention the oldest golf course in the world.

What are the top things to do in Fife?

Culross

Scotland has more than its fair share of picturesque villages, but Culross’s streets of rough-walled houses are unique, and a perfectly preserved portrait of how life looked in the 17th and 18th centuries. Its palace — actually a merchant’s house — was nevertheless visited by James VI, and its abbey, which dates from the 13th century, offers lovely views of the Firth of Forth.

Aberdour

This tiny seaside town has it all: two pretty tree-lined beaches (one large, one small), a beautiful stretch of coastal woodland known as the Heughs, and an excellent golf course. And if that’s not enough, Aberdour is also home to Scotland’s oldest surviving masonry castle, now an atmospheric ruin.

Tentsmuir National Nature Reserve

Tapering eastward into the North Sea at the mouth of the Tay Estuary, like a pointing finger, this varied habitat covers woodlands, wetlands, sand dunes, and shoreline, making it a magnet for seals, deer, and grazing cattle. Cool fact: Tools used by Stone Age peoples have been found on the banks of the Morton Lochs on the reserve’s western edge.

Destinations to explore