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

Balcony | Pee Wee Cottage, Anstruther
Customers' Choice

Anstruther, Fife

Pee Wee Cottage

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

4.9

out of 5

2 Dec•7 nights

£751
View
Beautiful semidetached cottage in rural Fife | The Roundel, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

The Roundel

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

4.1

out of 5

8 Jan•7 nights

£781
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

3 Dec•7 nights

£353
View
Exterior | Ivy Cottage, Falkland, near Cupar
Customers' Choice

Falkland, near Cupar, Fife

Ivy Cottage

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

4.9

out of 5

14 Dec•7 nights

£751
View
Exterior | High Tide - Low Tide and High Tide, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

High Tide

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

4.7

out of 5

19 Feb•7 nights

£363
View
Exterior | Well Cottage, Ceres near Cupar
Customers' Choice

Ceres, near St Andrews, Fife

Well Cottage

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

4.9

out of 5

15 Jan•7 nights

£317
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
The lodges are a new yet sympathetic development | ,

Lundin Links near Anstruther, Fife

Homelands - Drummochy

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

5

out of 5

4 Jan•7 nights

£1,406
View
Living room/dining room | Liquorstane - Liquorstane House, Falkland
Customers' Choice

Falkland, Fife

Liquorstane

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

5

out of 5

7 Jan•7 nights

£363
View
Exterior | Hedderwick House, Pittenweem near Anstruther
Customers' Choice

Pittenweem near Anstruther, Fife

Hedderwick House

Coastal
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.2

out of 5

12 Dec•7 nights

£363
View
Exterior | Cromwell Cottage, Burntisland
Customers' Choice

Burntisland, Fife

Cromwell Cottage

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

4.5

out of 5

7 Nov•7 nights

£567
View

Dog Friendly Cottages in Fife

Balcony | Pee Wee Cottage, Anstruther
Customers' Choice

Anstruther, Fife

Pee Wee Cottage

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

4.9

out of 5

2 Dec•7 nights

£751
View
Beautiful semidetached cottage in rural Fife | The Roundel, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

The Roundel

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

4.1

out of 5

8 Jan•7 nights

£781
View
Exterior | High Tide - Low Tide and High Tide, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

High Tide

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

4.7

out of 5

19 Feb•7 nights

£363
View
Exterior | Well Cottage, Ceres near Cupar
Customers' Choice

Ceres, near St Andrews, Fife

Well Cottage

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

4.9

out of 5

15 Jan•7 nights

£317
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
The lodges are a new yet sympathetic development | ,

Lundin Links near Anstruther, Fife

Homelands - Drummochy

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

5

out of 5

4 Jan•7 nights

£1,406
View
Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

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

6 Nov•7 nights

£1,213
View
Living area | Rivendale 76, St Andrews

St Andrews, Fife

Rivendale 76

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

6 Nov•7 nights

£1,215
View
Living area | Lyndale 27, St Andrews

St Andrews, Fife

Lyndale 27

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

6 Nov•7 nights

£1,213
View
The lodges are a new yet sympathetic development | ,

Lundin Links near Anstruther, Fife

Keil

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

14 Nov•7 nights

£839
View

Coastal Cottages in Fife

Balcony | Pee Wee Cottage, Anstruther
Customers' Choice

Anstruther, Fife

Pee Wee Cottage

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

4.9

out of 5

2 Dec•7 nights

£751
View
Beautiful semidetached cottage in rural Fife | The Roundel, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

The Roundel

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

4.1

out of 5

8 Jan•7 nights

£781
View
Exterior | Ivy Cottage, Falkland, near Cupar
Customers' Choice

Falkland, near Cupar, Fife

Ivy Cottage

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

4.9

out of 5

14 Dec•7 nights

£751
View
Exterior | High Tide - Low Tide and High Tide, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

High Tide

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

4.7

out of 5

19 Feb•7 nights

£363
View
The lodges are a new yet sympathetic development | ,

Lundin Links near Anstruther, Fife

Homelands - Drummochy

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

5

out of 5

4 Jan•7 nights

£1,406
View
Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

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

6 Nov•7 nights

£1,213
View
Exterior | Hedderwick House, Pittenweem near Anstruther
Customers' Choice

Pittenweem near Anstruther, Fife

Hedderwick House

Coastal
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.2

out of 5

12 Dec•7 nights

£363
View
Living area | Rivendale 76, St Andrews

St Andrews, Fife

Rivendale 76

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

6 Nov•7 nights

£1,215
View
Exterior | Cromwell Cottage, Burntisland
Customers' Choice

Burntisland, Fife

Cromwell Cottage

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

4.5

out of 5

7 Nov•7 nights

£567
View
Living area | Lyndale 27, St Andrews

St Andrews, Fife

Lyndale 27

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

6 Nov•7 nights

£1,213
View

Romantic Cottages in Fife

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

3 Dec•7 nights

£353
View
Exterior | Ivy Cottage, Falkland, near Cupar
Customers' Choice

Falkland, near Cupar, Fife

Ivy Cottage

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

4.9

out of 5

14 Dec•7 nights

£751
View
Exterior | Well Cottage, Ceres near Cupar
Customers' Choice

Ceres, near St Andrews, Fife

Well Cottage

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

4.9

out of 5

15 Jan•7 nights

£317
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
Exterior | Hedderwick House, Pittenweem near Anstruther
Customers' Choice

Pittenweem near Anstruther, Fife

Hedderwick House

Coastal
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.2

out of 5

12 Dec•7 nights

£363
View
Exterior | Cromwell Cottage, Burntisland
Customers' Choice

Burntisland, Fife

Cromwell Cottage

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

4.5

out of 5

7 Nov•7 nights

£567
View
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline
Customers' Choice

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.7

out of 5

15 Nov•7 nights

£493
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

4.3

out of 5

29 Jan•7 nights

£417
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
Cart Shed, Glenfarg, Perthshire
Customers' Choice

Glenfarg, Perth and Kinross

Cart Shed

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

4.8

out of 5

30 Jan•7 nights

£393
View
Exterior | Southview Cottage, Cupar
Customers' Choice
Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

3 Dec•7 nights

£453
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