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St Andrews, the home of golf in Fife
St Andrews, the home of golf in Fife

Self Catering Holiday Cottages in Fife

Fife is one of the historic counties of Scotland, found in the Lowlands. It has long been known as the Kingdom of Fife because of its history as an ancient, Pictish (Medieval Celtic) kingdom. Famous for its golf courses and scenic countryside, Fife is a fantastic place to visit for those who want to experience the great outdoors of Scotland. It also hosts many international events, as well as being home to many attractions related to its history as a kingdom. Read more

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56.256788, -2.669059

With a log burning stove for cosy winter breaks and a hot tub that allows you to sit back and soak up the beautiful surrounding Scottish countryside, Railway Crossing Cottage is a popular self-catering retreat at any time of the year. Perfect for families and couples (one or two), the cottage is nicely sandwiched between the pretty historic fishing villages of Crail and Anstruther, and a good base for discovering the beauty of the East Neuk area of Fife.

Weekly guide price:
£695 to £980
Short breaks from £132 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

56.306706, -3.272375

The Old Stables at Newhill Farm in Auchtermuchty, Fife, offers a relaxing 4-star self-catering getaway for four guests in two ensuite bedrooms. Enjoy amenities like a private hot tub, log burner, heated indoor pool, games room, and all-weather tennis court. This idyllic retreat is conveniently located for easy access to Fife and Perthshire's attractions, perfect for golf and fishing enthusiasts. With outdoor activities including walking, biking, and horse riding, it’s ideal for families or friends. The Old Stables can also be booked alongside Newhill Farm's two other cottages to accommodate up to 14 guests for a memorable stay. Tourist board rating: 4 Star

Weekly guide price:
£715 to £1295
Short breaks from £102 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

56.306706, -3.272375

Experience the comfort of The Old Cart House, a charming 4-star holiday cottage in Auchtermuchty, perfect for couples and small families. Accommodating up to four guests in two bedrooms with two bathrooms, this retreat features a private hot tub and a cosy log fire. Enjoy additional amenities such as an indoor heated pool, a games room, and an all-weather tennis court. Located on the edge of the Howe of Fife, it’s an ideal base for exploring Scotland, with easy access to major cities and historic sites. Experience fishing, stunning beaches, and abundant outdoor activities, making your stay truly unforgettable. Bookable individually or with other cottages for larger groups. Tourist board rating: 4 Star

Weekly guide price:
£715 to £1295
Short breaks from £102 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

56.306706, -3.272375

Horse Mill Cottage, located on Newhill Farm in Auchtermuchty, Fife, is a charming holiday rental ideal for families and friends, accommodating up to six guests in three bedrooms. Enjoy a private outdoor hot tub, heated indoor swimming pool, games room, and all-weather tennis court. The cottage's prime location allows easy access to stunning attractions, including over 50 golf courses in Fife, such as St Andrews, and scenic fishing spots like Loch Leven. With beautiful beaches and nature reserves nearby, Horse Mill Cottage is perfect for outdoor enthusiasts. Book individually or with neighbouring cottages for larger groups up to 14. Tourist board rating: 4 Star

Weekly guide price:
£985 to £1675
Short breaks from £140 per night

6  |   3  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

56.248485, -2.791610

In a wonderful rural position with outstanding views across the Firth of Forth, The Old Barn Cottage provides a warm Scottish welcome and is located on a small family farm in Fife, Scotland. Close to St Andrews, the holiday cottage is perfect for those who enjoy a round of golf and exploring with plenty of attractions for day trips out and a great place to relax and unwind. Tourist board rating: 4 Star

Weekly guide price:
£475 to £725
Short breaks from £100 per night

4+2  |   2  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Saturday | 4 Star

56.346659, -3.025657

"Top Cottage" is a 3 bed holiday Cottage sleeping up to 5 guests in Cupar. Enveloped by rolling hills, positioned alongside the babbling River Eden, in the historic county of Fife, is the picturesque town of Cupar. It retains much of its medieval character, including a number of historic buildings; the Hill of Tarvit,...

Prices from £340 per night

5  |   3  |   Yes  |   Yes  |   Yes


56.293910, -2.973400

"Lunardi Suite - UK49404" is a 1 bed holiday Apartment sleeping up to 2 guests in Cupar. Quirky apartment in a stylishly converted hotel in the heart of Fife, perfect for exploring the hills, coastline and beaches of Fife, including the world famous St Andrews.. Ground Floor: Utility Room:...

Prices from £260 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.199280, -2.995013

"Bramble Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Leven. Nestled in the centre of the coastal town of Leven, Bramble Cottage is perfect for those looking for a traditional seaside holiday.. All on the Ground Floor: Open plan living space. Living area:...

Prices from £159 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.293910, -2.973400

"Valentine Suite - UK49368" is a 1 bed holiday Apartment sleeping up to 2 guests in Cupar. Stylish ground floor apartment in a newly converted hotel in the heart of Fife, perfect for exploring the hills, coastline and beaches of Fife, including the world-famous St Andrews.. All on the Ground Floor: Open...

Prices from £263 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.277439, -2.884844

"Rhum Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Cupar. The tranquil Scottish village of Ceres is a pretty destination with access to the Ceres Moor from Cupar and St Andrews, boasting an Annual Games at the village green, a village store, tea room and pub, as well as a museum and pottery shop....

Prices from £277 per night

4  |   2  |   Yes  |   Yes  |   Yes


56.261864, -2.612196

"Signature Lodge 2 Bedroom Hot Tub" is a 2 bed holiday Lodge sleeping up to 4 guests in Anstruther. Nestled in the new development, these luxury lodges offer stunning sea views from your private deck. Designed with elegance, each lodge features full-sized twin beds with a shared bathroom, ensuite master, and all the comforts of home like a...

Prices from £360 per night

4  |   2  |   No  |   Yes  |   No


56.222430, -2.693670

"Making Waves" is a 3 bed holiday Cottage sleeping up to 5 guests in Anstruther. A traditional fisherman’s cottage with modern conveniences directly on the shore with fantastic sea views towards May Island.. 6 steps to entrance. Lower Ground Floor: Living room: 40" Freeview TV, Sky...

Prices from £478 per night

5  |   3  |   No  |   Yes  |   Yes


56.337563, -2.790886

"Torrance at Abbey Park Avenue" is a 2 bed holiday Cottage sleeping up to 4 guests in St Andrews. Fabulous two bedroom ground floor apartment located in a gorgeous peaceful residential area just minutes’ walk to the heart of the charming St Andrews. The ideal getaway for friends and family.. All on the Ground Floor:...

Prices from £624 per night

4  |   2  |   No  |   Yes  |   Yes


56.232446, -2.911865

"Maia" is a 1 bed holiday Cottage sleeping up to 2 guests in Leven. Set within the Fife countryside, Maia offers a peaceful base within easy reach of the coast, the sea and historic St Andrews. Known for its character, excellent dining and world-renowned golf, St Andrews is just a short drive away, making it...

Prices from £295 per night

2  |   1  |   No  |   Yes  |   Yes


56.293910, -2.973400

"James Wilson Suite - UK49367" is a 2 bed holiday Apartment sleeping up to 4 guests in Cupar. Contemporary two-bed apartment in a stylishly converted hotel in the heart of Fife, perfect for exploring the hills, coastline and beaches of Fife, including the world famous St Andrews.. Ground Floor: Utility...

Prices from £335 per night

4  |   2  |   Yes  |   Yes  |   Yes


56.222893, -2.699761

"Sea View" is a 3 bed holiday Cottage sleeping up to 6 guests in Anstruther. Tucked away in the heart of the popular picturesque fishing village of Anstruther with lovely views toward the harbour. Everything on the doorstep.. First Floor: Living/dining room: Freeview Smart...

Prices from £0 per night

6  |   3  |   Yes  |   Yes  |   Yes


56.286972, -2.835601

"Carnaby 3" is a 2 bed holiday Cottage sleeping up to 4 guests in Leven. Cosy, comfy and relaxing. Enjoy a stay in this beautiful lodge surrounded by beautiful countryside and minutes from the heart of St Andrews.. All on the Ground Floor: Open plan living space. Living...

Prices from £404 per night

4  |   2  |   Yes  |   Yes  |   Yes


56.286972, -2.835601

"Abington 14" is a 3 bed holiday Cottage sleeping up to 6 guests in Leven. Cute, cosy and warm. This lodge is furnished to a very high standard. As they say, great things come in small packages.. All on the Ground Floor: Living/dining room: Smart TV, Electric...

Prices from £402 per night

6  |   3  |   Yes  |   Yes  |   Yes


56.286972, -2.835601

"Glenmoore 23" is a 3 bed holiday Cottage sleeping up to 6 guests in Leven. Private hot tub, beautiful peaceful countryside, minutes from St Andrews, what’s not to love?. All on the Ground Floor: Open plan living space. Living area: Smart TV, Electric...

Prices from £422 per night

6  |   3  |   Yes  |   Yes  |   Yes


56.286972, -2.835601

"Regent 2" is a 2 bed holiday Cottage sleeping up to 4 guests in Leven. A peaceful setting in a lovely small resort away from the crowds. This gorgeous luxury lodge is ideal for a relaxing break away.. All on the Ground Floor: Open plan living space. Living...

Prices from £333 per night

4  |   2  |   Yes  |   Yes  |   Yes


56.286972, -2.835601

"Rivendale 16" is a 2 bed holiday Cottage sleeping up to 6 guests in Leven. Quality lodge set in over 100 acres of land and within a small, intimate 5* luxury resort. A great base for a relaxing break away.. All on the Ground Floor: Open plan living space. Living...

Prices from £406 per night

6  |   2  |   Yes  |   Yes  |   Yes


56.116161, -3.161459

"The Windsor Hotel and Bar" is a 1 bed holiday Hotel sleeping up to 1 guests in Kirkcaldy.

Prices from £98 per night

1  |   1  |   No  |   Yes  |   Yes


56.138732, -3.383714

"Rooms at The Royal in Kelty, Fife" is a 1 bed holiday Hotel sleeping up to 1 guests in Kelty.

Prices from £111 per night

1  |   1  |   No  |   Yes  |   Yes


56.342770, -2.804250

"Rusacks St Andrews" is a 1 bed holiday Hotel sleeping up to 1 guests in St Andrews.

Prices from £599 per night

1  |   1  |   Yes  |   Yes  |   Yes


56.342849, -2.799414

"Hotel Du Vin, St Andrews" is a 1 bed holiday Hotel sleeping up to 2 guests in St Andrews.

Prices from £464 per night

2  |   1  |   No  |   Yes  |   Yes


56.116161, -3.161459

"The Windsor Hotel and Bar" is a 1 bed holiday Hotel sleeping up to 2 guests in Kirkcaldy.

Prices from £98 per night

2  |   1  |   No  |   Yes  |   Yes


56.105767, -3.346273

"The Woodside" is a 1 bed holiday Apartment sleeping up to 2 guests in Cowdenbeath.

Prices from £71 per night

2  |   1  |   No  |   Yes  |   Yes


56.059119, -3.235347

"Burntisland House" is a 1 bed holiday BandB sleeping up to 1 guests in Burntisland.

Prices from £69 per night

1  |   1  |   No  |   Yes  |   Yes


56.341688, -2.801647

"McIntosh Hall Campus Accommodation" is a 1 bed holiday Hotel sleeping up to 2 guests in St Andrews.

Prices from £115 per night

2  |   1  |   No  |   Yes  |   Yes


Discover the Kingdom of Fife

Fife is known for many cultural festivals that celebrate both Scottish and international talent. The Fife Festival of Music is well-known throughout Scotland and encourages performers from all over the country. The Stanza Poetry Festival celebrates the art of poetry and is a great experience for those wanting to hear poetry from all over the world. The Cupar Arts Festival also celebrates artists from all over the world, from all disciplines. These festivals, amongst others, help to create international recognition for the Kingdom of Fife as an artistic region. If art is your thing, it is worth checking your calendar to fit in a visit and witness these amazing festivals!

The Kingdom of Fife is home to many palaces which give visitors a glimpse of what life was like for Scottish kings and queens of old. The Falkland Palace was once home to many Scottish kings and the structure is very impressive. The gardens and forests in the surrounding area are perfect for countryside walks and offer a very romantic setting. Dunfermline Palace and Abbey make up an important site that tells the story of past Scottish royalty. Now a ruin, the Palace still has an aura of regality and the medieval structure of the Abbey is one of Scotland's most important architectural buildings. The Palace of Monimail is also key for Scottish history and was home to many significant religious people.

A trip to Fife would not be complete without witnessing its amazing landscape. From miles of beautiful coasts to rocky bays, cliffs and lush hills, Fife really has it all. Famous around the world for its golf courses, the region attracts many visitors. More than 45 golf courses exist in the area and give a great view of the Scottish countryside. One of the courses (St Andrews) is 600 years old and has hosted The Open Championship more times than any other golfing venue. Whether you go to Fife for a game, or as a spectator, you won't be disappointed by what the area has to offer. Those that are keen for a spot of fishing also have many opportunities in Fife. Fishing villages such as Pittenweem and St. Monans are full of picturesque buildings and friendly locals, making them perfect for day trips in a tranquil setting.

From international, cultural events to its reputation as a golfers dream, Fife has its own personality, whilst still retaining its Scottish heritage. Stories of past kings and queens, combined with beautiful architecture and scenery, make the Kingdom of Fife a fantastic place for visitors to Scotland.