Vacation rentals in Pitlessie

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.

5-bedroom cosy cottage near St Andrews, Fife

Kick back and enjoy the peaceful surroundings in this beautifully renovated, roomy cottage. Following extensive renovation to create 5 unique and beautiful bedrooms plus the addition of two new shower rooms to complement the existing bathroom, this property offers something for everyone. With a variety of areas for dining and relaxing, this cottage is a home away from home with both indoor and outdoor space. Additionally, the property benefits from a large driveway, with space for 4+ vehicles.

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...

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.

Schoolhouse Cottage I Log Burner & Country Retreat

Escape to a characterful country cottage in the heart of Fife, where you can slow down, light the log burner and explore some of Scotland’s most beautiful countryside, coast and historic villages. You will have the ideal setting to enjoy country walks or just to curl up by the fireside on a rainy day. The house is built on the school yard from 1901, and the adjacent property is the original school house. Centrally located in Fife, Edinburgh, East Coastal Neuk and St Andrews are a short drive.

Luxury River View Farm Cottage + Dog Friendly

Enjoy stunning views over the River Tay from a luxury countryside base (35 mins to St Andrews & 50 mins to Edinburgh). Old Parkhill at Hyrneside is a beautifully restored 3 bed farm cottage, featuring a stylish open plan space, designer kitchen, wood stove and heated polished concrete floors. Relax in marble washrooms, one with a clawfoot bath, the other a walk-in shower. French doors open out to a courtyard dining area + pizza oven, fire pit and acres of farmland, forest + trails to explore.

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.

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.

Seaside Cottage, Wemyss Estate

Come and stay in this beautiful Seaside cottage set at the foot of a 15th century castle. Recently refurbished with stunning interiors, with soft furnishings and furniture made by the family, this is a unique retreat away from the busy life in the city. Go for walks on the coastal path, sit looking over the Forth with a dram, warming yourself by the fire bowl, or relax, cook some food or read your book in the open plan living room. There is plenty of space outside in the garden to play.

Number •6•

The 3 bedroom property (sleeps 6 guests) is located in Cupar town centre, with all essential facilities, transport links and amenities within a short walking distance. This traditional building is full of character, and offers a bright and spacious stay for guests. A private access door is located to the rear of the building, abundant free car parking is available. Cupar is located in North East Fife, only 9 miles from St Andrews, 13 miles from Dundee and 47 miles from Edinburgh.

The Carthouse (Luxury 2 bed with private hot tub)

The Carthouse is located in beautiful country side and is perfect for those looking for some peace and quiet. Conveniently located with St Andrews, Dundee and Perth all just over 10 miles away. Originally built in 1852 The Carthouse was originally a working building which formed part of the historic Woodmill Mains steading. It has recently been lovingly and sensitively converted by the current owners to the highest standard while still retaining many of the original features.

Warbeck House

Luxury accommodation nestled in the corner of the square in the historic village of Falkland. Warbeck House offers magical night time views of the Bruce Fountain and Falkland Palace. The spiral staircase in the tower provides access to a beautifully furnished reception room, bedrooms, and a wonderfully spacious master suite with dressing room and ensuite bathroom. Each room has charm and character, making this a stylish place to relax or dine with family and friends.