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Holiday rentals in Fife

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Top-rated holiday rentals in Fife

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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, 240 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.

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
4.94 out of 5 average rating, 162 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
4.97 out of 5 average rating, 202 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.

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, 305 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
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 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, 104 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
4.98 out of 5 average rating, 168 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 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, 250 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
A small kitchen area features modern appliances, including an oven and a sleek countertop, set against exposed stone walls. A wooden staircase leads to the upper level, with natural light streaming in from nearby windows. The space combines functionality with stylish design.
Tiny home
4.94 out of 5 average rating, 276 reviews

The Old Stable - Your Seaside Hideaway

Think New York style apartment in the heart of Pittenweem! Designed by an award winning architect, The Old Stable is a super stylish studio; a seaside hideaway, ideal for couples or solo travellers. Enjoy a king size bed amidst beautiful cotton sheets, a comfy sofa beside a wood burning stove, a small but perfectly formed kitchen with everything you need, a gorgeous bespoke dining table and all wrapped in between beautiful, exposed stone walls. A very unique place to stay.

Top guest favourite
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
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 favourite
Castle
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.

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, 324 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

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