Fife Cottages

For six centuries, this charming Kingdom was the heart of Scotland's capital. Despite being just 50 miles wide, it boasts a multitude of regions and proudly holds the title of the home of golf. Its diverse landscapes range from rolling countryside in the north to a more industrial south, giving it a unique character that stands out. St Andrews, with its prestigious Royal and Ancient Golf Club and Scotland's oldest university, continues to enchant visitors with its timeless allure. Whether you're drawn to its rural hinterlands, rocky bays, sandy beaches, or quaint fishing villages – not to mention over 40 stunning golf courses – you'll find this region an ideal retreat. Browse through our selection of Fife cottages for an unforgettable staycation experience.

Fife

Popular Holiday Cottages in Fife

Living room | Ardvar, Crail, near Anstruther
Customers' Choice

Crail, near Anstruther, Fife

Ardvar

Coastal
Wifi
Coast Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

4 Dec•7 nights

£387
View
Delightful white painted single storey holiday home | Kirkview Cottage, Upper Largo, near Leven
Customers' Choice

Upper Largo, near Leven, Fife

Kirkview Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

23 Apr•7 nights

£859
View
Spacious and welcoming detached holiday cottage | Island View, Crail, near Anstruther
Customers' Choice

Crail, near Anstruther, Fife

Island View

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.9

out of 5

8 Dec•7 nights

£577
View
Jacuzzi | Rosedale, Falkland

Falkland, Fife

Rosedale

Hot Tub
Wifi
Car Parking On Site
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

6 Nov•7 nights

£727
View
View | Rockview, Cellardyke, nr. Anstruther

Cellardyke, near Anstruther, Fife

Rockview

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

12 Dec•7 nights

£797
View
Delightful, detached holiday cottage  | The Den at Culross, Culross, near Dunfermline

Culross, near Dunfermline, Stirlingshire

The Den at Culross

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

4 Jan•7 nights

£967
View
Attractive stone-built holiday home with off street parking | Sandhaven, Culross, near Dunfermline
Customers' Choice

Culross, near Dunfermline, Stirlingshire

Sandhaven

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 Jan•7 nights

£347
View
Exterior | Mill Pond View, Ceres, near Cupar
Customers' Choice

Ceres, near Cupar, Fife

Mill Pond View

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

8 Jan•7 nights

£403
View
Living room/dining room | Rose Cottage, Freuchie

Freuchie, Fife

Rose Cottage

Wifi
Enclosed Garden / Patio
Pub Within 1 Mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.7

out of 5

8 Jan•7 nights

£363
View
Exterior | Denburn Cottage, Colinsburgh, near Elie and Anstruther
Customers' Choice

Colinsburgh, near Elie and Anstruther, Fife

Denburn Cottage

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

12 Nov•7 nights

£483
View
Inviting living area | Reflections, St Monans, near Anstruther
Customers' Choice

St Monans, near Anstruther, Fife

Reflections

Coastal
Wifi
Pub Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

3 Jan•7 nights

£1,122
View
Living room | Newburgh C Listed Townhouse, Newburgh, near Cupar
Customers' Choice

Newburgh, near Cupar, Fife

Newburgh C Listed Townhouse

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

6 Nov•7 nights

£473
View

Dog Friendly Cottages in Fife

Exterior | Largo Lodge - Homelands, Lundin Links

Lundin Links, Fife

Homelands - Largo Lodge

Coastal
Wifi
Car Parking On Site
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 3 Pets

24 Nov•7 nights

£1,318
View
Living room | Ardvar, Crail, near Anstruther
Customers' Choice

Crail, near Anstruther, Fife

Ardvar

Coastal
Wifi
Coast Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

4 Dec•7 nights

£387
View
Delightful white painted single storey holiday home | Kirkview Cottage, Upper Largo, near Leven
Customers' Choice

Upper Largo, near Leven, Fife

Kirkview Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

23 Apr•7 nights

£859
View
Living room | Abington 14, St Andrews

St Andrews, Fife

Abington 14

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

1 Nov•7 nights

£1,140
View
Exterior | Durham Lodge - Homelands, Lundin Links

Lundin Links, Fife

Durham Lodge

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 3 Pets

21 Nov•7 nights

£1,150
View
Attractive stone-built holiday home with off street parking | Sandhaven, Culross, near Dunfermline
Customers' Choice

Culross, near Dunfermline, Stirlingshire

Sandhaven

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 Jan•7 nights

£347
View
Living room/dining room | Rose Cottage, Freuchie

Freuchie, Fife

Rose Cottage

Wifi
Enclosed Garden / Patio
Pub Within 1 Mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.7

out of 5

8 Jan•7 nights

£363
View
Living room | Saltire 26, St Andrews

St Andrews, Fife

Saltire 26

Hot Tub
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

1 Nov•7 nights

£1,625
View
Living area | Rivendale 52, St Andrews

St Andrews, Fife

Rivendale 52

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

1 Nov•7 nights

£1,213
View
Inviting living area | Reflections, St Monans, near Anstruther
Customers' Choice

St Monans, near Anstruther, Fife

Reflections

Coastal
Wifi
Pub Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

3 Jan•7 nights

£1,122
View
Living room | Newburgh C Listed Townhouse, Newburgh, near Cupar
Customers' Choice

Newburgh, near Cupar, Fife

Newburgh C Listed Townhouse

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

6 Nov•7 nights

£473
View

Coastal Cottages in Fife

Exterior | Largo Lodge - Homelands, Lundin Links

Lundin Links, Fife

Homelands - Largo Lodge

Coastal
Wifi
Car Parking On Site
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 3 Pets

24 Nov•7 nights

£1,318
View
Living room | Ardvar, Crail, near Anstruther
Customers' Choice

Crail, near Anstruther, Fife

Ardvar

Coastal
Wifi
Coast Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

4 Dec•7 nights

£387
View
Delightful white painted single storey holiday home | Kirkview Cottage, Upper Largo, near Leven
Customers' Choice

Upper Largo, near Leven, Fife

Kirkview Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

23 Apr•7 nights

£859
View
Spacious and welcoming detached holiday cottage | Island View, Crail, near Anstruther
Customers' Choice

Crail, near Anstruther, Fife

Island View

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.9

out of 5

8 Dec•7 nights

£577
View
View | Rockview, Cellardyke, nr. Anstruther

Cellardyke, near Anstruther, Fife

Rockview

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

12 Dec•7 nights

£797
View
Delightful, detached holiday cottage  | The Den at Culross, Culross, near Dunfermline

Culross, near Dunfermline, Stirlingshire

The Den at Culross

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

4 Jan•7 nights

£967
View
Exterior | Pan Ha Cottage, Leven

Leven, Fife

Pan Ha Cottage

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

14 Nov•7 nights

£932
View
Living room | Abington 14, St Andrews

St Andrews, Fife

Abington 14

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

1 Nov•7 nights

£1,140
View
Exterior | Durham Lodge - Homelands, Lundin Links

Lundin Links, Fife

Durham Lodge

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 3 Pets

21 Nov•7 nights

£1,150
View
Attractive stone-built holiday home with off street parking | Sandhaven, Culross, near Dunfermline
Customers' Choice

Culross, near Dunfermline, Stirlingshire

Sandhaven

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 Jan•7 nights

£347
View
Living room | Saltire 26, St Andrews

St Andrews, Fife

Saltire 26

Hot Tub
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

1 Nov•7 nights

£1,625
View

Romantic Cottages in Fife

Delightful white painted single storey holiday home | Kirkview Cottage, Upper Largo, near Leven
Customers' Choice

Upper Largo, near Leven, Fife

Kirkview Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

23 Apr•7 nights

£859
View
View | Rockview, Cellardyke, nr. Anstruther

Cellardyke, near Anstruther, Fife

Rockview

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

12 Dec•7 nights

£797
View
Delightful, detached holiday cottage  | The Den at Culross, Culross, near Dunfermline

Culross, near Dunfermline, Stirlingshire

The Den at Culross

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

4 Jan•7 nights

£967
View
Living room | Newburgh C Listed Townhouse, Newburgh, near Cupar
Customers' Choice

Newburgh, near Cupar, Fife

Newburgh C Listed Townhouse

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

6 Nov•7 nights

£473
View
Exterior | Chilmello Cottage, Pittenweem
Customers' Choice

Pittenweem, Fife

Chilmello Cottage

Coastal
Wifi
Pub Within 1 Mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.2

out of 5

29 Jan•7 nights

£417
View
Exterior | Cardy Cottage, Lower Largo

Lower Largo, Fife

Cardy Cottage

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

23 Oct•7 nights

£873
View
Exterior | The Roondie, Cupar
Customers' Choice

Cupar, Fife

The Roondie

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bathroom
  • 0 Pets

5

out of 5

18 Feb•7 nights

£463
View
Cosy living room with wood burner | The Outside Room, Near Ladybank, Cupar
Customers' Choice

Near Ladybank, Cupar, Fife

The Outside Room

Wifi
Car Parking On Site
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

28 Oct•7 nights

£407
View
Living area | Dothan Farm Cottages, Cluny, near Kirkcaldy
Customers' Choice

Cluny, near Kirkcaldy, Fife

Dothan Farm Cottages

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

9 Nov•7 nights

£617
View
Traditional harbour-side cottage | Nautilus Cottage, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Nautilus Cottage

Coastal
Luxury
Wifi
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

29 Apr•7 nights

£1,112
View
Bluebell Cottage, Auchtermuchty near Cupar
Customers' Choice

Auchtermuchty near Cupar, Fife

Bluebell Cottage

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

21 Nov•7 nights

£463
View

See more cottages in Fife

Inspiration of things to see and do in our holiday cottages in Fife

Fife, offers a wealth of attractions and activities for visitors. Take a boat trip to the Isle of May, a nature reserve located in the Firth of Forth. The island is known for its abundant birdlife, including puffins, seabirds, and grey seals, making it a paradise for birdwatchers and nature enthusiasts. If for you're looking for more inspiration of where to stay, then check out our comprehensive collection of holiday cottages in Scotland.

Here are five things to see and do in Fife:

St Andrews

Explore the charming town of St Andrews, known for its prestigious university and historic golf courses. Visit St Andrews Cathedral, St Andrews Castle, and take a stroll along the West Sands beach. Golf enthusiasts can't miss the opportunity to see the Old Course, one of the oldest and most famous golf courses in the world.

Falkland Palace

Visit Falkland Palace, a stunning Renaissance palace located in the village of Falkland. The palace was a favourite, mg of the Stuart kings and queens and features beautiful gardens and grounds for visitors to explore.

East Neuk Villages

Take a scenic drive or walk along the East Neuk of Fife, a collection of picturesque fishing villages such as Anstruther, Pittenweem, Crail, and Elie. Each village has its unique character, offering visitors a chance to experience traditional Scottish coastal life.

Fife Coastal Path

Hike a section of the Fife Coastal Path, a 117-mile long-distance walking route that showcases Fife's beautiful coastline. The path offers stunning sea views, rugged cliffs, and opportunities to spot wildlife along the way.

Scottish Fisheries Museum

Visit the Scottish Fisheries Museum in Anstruther to learn about the history of fishing in Scotland. The museum provides insight into the traditional fishing industry and the lives of fishing communities.

More Popular Holiday Cottages in Fife

Cottages in St Andrews

Anstrther cottages

Fife