Holiday houses 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, 266 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 in Letham
4.95 out of 5 average rating, 118 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.
Condo in Fife
4.99 out of 5 average rating, 258 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
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, 184 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 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, 338 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 secluded retreat is nestled among vibrant yellow fields, with lush green hills and a rocky peak in the background. The white structure is surrounded by trees, showcasing an inviting rural landscape under a partly cloudy sky.
Guest suite in Brunton
4.99 out of 5 average rating, 80 reviews

Brunton Hill

Come and be rejuvenated in our beautiful, peaceful space - relaxing (luxuriously) in nature, with expansive views, leaving all your cares behind. Brunton Hill can offer you a quiet and very comfortable space to retreat, exploring the very local scenery, walking the dog or on bikes; or, as a base from which to visit St Andrews (16 miles) , Fife Coast and beaches, Dundee and the V&A (12 miles), Southern Cairngorms and Perthshire. For a bird’s eye view look up Brunton Hill Retreat on YouTube.

Guest favourite
A warm living area features a traditional stone fireplace, with a fire burning inside. A cozy brown leather sofa and a red chair provide seating, complemented by a circular table. A staircase with wooden treads leads to an upper level, while a basket with logs is displayed nearby.
Home in Pittenweem
4.94 out of 5 average rating, 34 reviews

Maybell Cottage, Your Luxury Seaside Pad

Maybell Cottage is set off Pittenweem’s High Street in a beautiful walled garden bursting with seasonal flowers & fruit trees. An outdoor patio creates a peaceful & perfect spot for morning coffees, daily muses & evening drinks. The cosy open plan design includes a fully equipped Bulthaup kitchen, Miele appliances & an incredible cooking fireplace. An absolute dream for foodies! Classic modern furniture by architects Elio Saarinen, Hans Wegner & Arne Jacobsen are yours to be enjoyed & adored!

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, 235 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 .

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 in Fife
4.94 out of 5 average rating, 109 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 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
4.97 out of 5 average rating, 261 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 in Dollar
4.98 out of 5 average rating, 222 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, 344 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

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