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Holiday rentals in Fife

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Top-rated holiday rentals in Fife

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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
4.96 out of 5 average rating, 245 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
4.93 out of 5 average rating, 169 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
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
4.96 out of 5 average rating, 173 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 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
4.93 out of 5 average rating, 311 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 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
4.99 out of 5 average rating, 111 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 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
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.

An open-plan living area features a traditional stone fireplace as a focal point, with decorative items displayed atop. A cozy armchair and a dining table for four are visible, along with a tasteful area rug that adds warmth to the space. Soft lighting and a smart TV enhance the inviting atmosphere.
Apartment
4.82 out of 5 average rating, 301 reviews

Coastal retreat in Cellardyke near St. Andrews

This beautiful double fronted ground floor apartment, with private main door access is nestled in a quaint street close to the beautifully historic Cellardyke harbour. Situated just an easy stroll through the characteristic streets to the centre of Anstruther where you can find the bustling harbour full of local fishing boats and some lovely pubs and cafes. The apartment also has easy access to the stunning Fife Coastal path heading west towards Elie and east towards Crail.

Top guest favourite
A rustic wood-burning stove is positioned within a natural wood fireplace, featuring a mantel adorned with sculptural elements. A clock hangs above, and firewood tools are located nearby, while a cozy rug adds warmth to the space.
Flat
4.97 out of 5 average rating, 335 reviews

Doodles Den

Ground floor cosy self catering flat in the beautiful fishing village of St Monans. There is a wood burning stove, a well equipped kitchen with washing machine ,fridge freezer, gas hob and electric oven. The bathroom has a deep bath with an over bath shower and to keep your feet cosy under floor heating and a heated towel rail. There is a double bedroom and a sofa bed which sleeps two people in the living room. Bring your four legged friend as we are doggy friendly.

Top guest favourite
Castle
4.98 out of 5 average rating, 206 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
4.87 out of 5 average rating, 326 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.

Top guest favourite
A spacious living room features a large, L-shaped blue sofa adorned with plush cushions, inviting relaxation. Natural light floods through the tall windows, illuminating the soft gray carpet and a decorative fireplace, which adds a touch of elegance to the room.
Townhouse
4.97 out of 5 average rating, 144 reviews

St Andrews. Spacious, 4 bedroom town house.

Enjoy a comfortable and relaxed experience at this centrally-located destination. It is a 2 minute walk from the 18th hole on the Old Course and minutes walk from the stylish town centre. Greyfriars Townhouse was built on the remains of Greyfriars Friary in 1458. It is a Victorian listed property, a perfect haven for golfers, family and friends. Retaining many original features.

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
4.92 out of 5 average rating, 354 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.

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

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