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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
4.96 out of 5 average rating, 260 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 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
4.95 out of 5 average rating, 103 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...

Top guest favourite
A wooden railing frames a scenic view of the Tay estuary, showcasing calm waters reflected under a cloudy sky. In the distance, a bridge spans the river, integrating nature and structure in a tranquil setting.
Apartment
4.99 out of 5 average rating, 247 reviews

The Waterfront

Overlooking the Tay estuary this stunning flat has views to take your breath away. A patio, a deck, and a quirky waterfront garden create an idyllic paradise. A luxe new shower room and stylish bedrooms create a unique holiday spot. Enjoy dinner on the deck or walk to excellent neighbouring restaurants. This newly launched flat from the 1860s is recently refurbished. It is close to Dundee and St Andrews and on the fife coastal path. A golfers paradise. An hour to the Cairngorms or Edinburgh.

Top guest favourite
A view from the property showcases the expansive sea against a backdrop of dramatic clouds. A lush garden is visible in the foreground, complemented by stone walls and various coastal plants, creating a serene outdoor space with direct sea access.
Cottage
4.94 out of 5 average rating, 114 reviews

Morning Star, 3 Bedrooms & Epic Sea Views

Morning Star House is a spectacular listed property in the historic town of Anstruther with uninterrupted sea views and has direct access to the beach. The property comfortably sleeps 6 people, with 3 bedrooms and 1.5 bathrooms. The large kitchen/living room has dual aspect views and high quality furnishings throughout. The house is in an old fishing village therefore parking directly in front of the house is limited. The property is suitable for Families and Golfers. Pets are allowed.

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, 227 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, 127 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.

Superhost
A modern wooden cabin is set against a clear blue sky, surrounded by a gently sloping landscape. Natural stone features and flowering plants adorn the grounds, enhancing the rustic yet contemporary aesthetic.
Holiday home
4.94 out of 5 average rating, 108 reviews

Rustic Cabin 10, sea views & highland cows

Kinkell Byre Cabins, 2 miles from St Andrews. 1 of 10 new cabins Cabin 10 accepts pets - £20 extra for pet cleaning fee - charged when booked Stunning views of sea & rewilding in action. We also offer nature tours. Double or two single beds sleep 1/2 guests. En-suite bathroom/shower. Microwave, kettle, toaster. Perfect for wedding guests, golfers & explorers of St Andrews & the coastline. Free Wifi available 2 EV Chargers (7kw and 22kw), advanced booking recommended. No TV in the cabins

Top guest favourite
A single-story stone cottage is set against a cloudy sky, featuring a metal roof and black window frames. A neatly landscaped garden with colorful flowers is positioned in front, while a wooden fence and pathway lead to the entrance.
Cottage
4.95 out of 5 average rating, 434 reviews

Beautiful stables conversion in rural location

The stables is a recently developed single story cottage on Hatton Farm. This quiet rural location is 1km from Lundin Links. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden with a private patio & bbq area to the rear, ideally positioned to enjoy the morning & evening sun. Only a few minutes to the local beach, pub, shops & golf courses. St Andrews & the East Neuk villages are close by.

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, 258 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
Castle
4.98 out of 5 average rating, 217 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, 332 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 distinctive cabin features a bold architectural design, highlighted by a large circular window. Lush greenery and vibrant purple flowers surround the structure, contributing to the inviting outdoor setting. A woven fence can be seen in the background, creating a sense of privacy.
Cabin
4.93 out of 5 average rating, 104 reviews

Dream Tower Cabin

This uniquely designed cabin is a rural dream pad. Perfect for a quiet getaway, a romantic hideout or a base to explore the beauty of Fife. The leafy deck looks out over fields with horses and sheep. With a separate dedicated workspace it’s also a perfect place to write or create something special. The dynamic shapes of the building are designed to keep your eye satisfied and to encourage the curiosity required to be creative. 🏳️‍🌈 🏳️‍⚧️ LGBTQIA friendly

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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