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

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
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
Charming seaside holiday cottage on the Scottish coast | Fidra, Anstruther
Customers' Choice

Anstruther, Fife

Fidra

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

4.9

out of 5

16 Jan•7 nights

£363
View
Hot tub | Pinewood Cabin, Dunfermline
Customers' Choice

Dunfermline, Fife

Pinewood Cabin

Hot Tub
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

6 Dec•7 nights

£991
View
Open plan living space | Invergyle - Liquorstane House, Falkland
Customers' Choice

Falkland, Fife

Invergyle

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

4.8

out of 5

9 Dec•7 nights

£313
View
Stylish open-plan living space | The Sailmaker’s Loft, Anstruther
Customers' Choice

Anstruther, Fife

The Sailmaker’s Loft

Wifi
Pub Within 1 Mile
Sea View
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

30 Nov•7 nights

£527
View
Exterior | Key House, Falkland, near St Andrews
Customers' Choice

Falkland, near St Andrews, Fife

Key House

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 4 Bathrooms
  • 0 Pets

4.5

out of 5

13 Nov•7 nights

£457
View
Exterior | The Marches, Anstruther
Customers' Choice

Anstruther, Fife

The Marches

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

4.9

out of 5

10 Dec•7 nights

£423
View
Exterior | Willesdene Cottage, Perth
Customers' Choice

Perth, Perth and Kinross

Willesdene Cottage

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

5

out of 5

5 Nov•7 nights

£697
View
Sitting-out-area | Castle Park, Ceres, near Cupar
Customers' Choice

Ceres, near Cupar, Fife

Castle Park

Wifi
Pub Within 1 Mile
Garden / Patio
  • 4 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

14 Nov•7 nights

£443
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

Dog Friendly Cottages in Fife

Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

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

5 Nov•7 nights

£1,213
View
Open plan living space | Rivington 32, St Andrews

St Andrews, Fife

Rivington 32

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

7 Nov•7 nights

£1,195
View
Living area | Rivendale 16, Cameron, near St. Andrews

Cameron, near St. Andrews, Fife

Rivendale 16

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

5 Nov•7 nights

£1,215
View
Charming seaside holiday cottage on the Scottish coast | Fidra, Anstruther
Customers' Choice

Anstruther, Fife

Fidra

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

4.9

out of 5

16 Jan•7 nights

£363
View
Hot tub | Pinewood Cabin, Dunfermline
Customers' Choice

Dunfermline, Fife

Pinewood Cabin

Hot Tub
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

6 Dec•7 nights

£991
View
Living area | Knightsbridge 49, St Andrews

St Andrews, Fife

Knightsbridge 49

Wifi
Car Parking On Site
Ground Floor Facilities
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

6 Nov•7 nights

£943
View
Sitting-out-area | Castle Park, Ceres, near Cupar
Customers' Choice

Ceres, near Cupar, Fife

Castle Park

Wifi
Pub Within 1 Mile
Garden / Patio
  • 4 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

14 Nov•7 nights

£443
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
Exterior | Lochieheads House, Auchtermuchty, near St Andrews

Auchtermuchty, near St Andrews, Fife

Lochieheads House

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

5

out of 5

7 Dec•7 nights

£8,485
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

£383
View

Coastal Cottages in Fife

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
Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

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

5 Nov•7 nights

£1,213
View
Open plan living space | Rivington 32, St Andrews

St Andrews, Fife

Rivington 32

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

7 Nov•7 nights

£1,195
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 | Rivendale 16, Cameron, near St. Andrews

Cameron, near St. Andrews, Fife

Rivendale 16

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

5 Nov•7 nights

£1,215
View
Charming seaside holiday cottage on the Scottish coast | Fidra, Anstruther
Customers' Choice

Anstruther, Fife

Fidra

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

4.9

out of 5

16 Jan•7 nights

£363
View
Living room/dining room | Ross Cottage, Cairneyhill near Dunfermline

Cairneyhill near Dunfermline, Fife

Ross Cottage

Coastal
Car Parking On Site
Pub Within 1 Mile
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

7 Nov•7 nights

£661
View
Exterior | The Marches, Anstruther
Customers' Choice

Anstruther, Fife

The Marches

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

4.9

out of 5

10 Dec•7 nights

£423
View
Exterior | Willesdene Cottage, Perth
Customers' Choice

Perth, Perth and Kinross

Willesdene Cottage

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

5

out of 5

5 Nov•7 nights

£697
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
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

£383
View

Romantic Cottages in Fife

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
Exterior | Key House, Falkland, near St Andrews
Customers' Choice

Falkland, near St Andrews, Fife

Key House

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 4 Bathrooms
  • 0 Pets

4.5

out of 5

13 Nov•7 nights

£457
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
Exterior | Lochieheads House, Auchtermuchty, near St Andrews

Auchtermuchty, near St Andrews, Fife

Lochieheads House

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

5

out of 5

7 Dec•7 nights

£8,485
View
Exterior | Ladywell House, Ladywell House

Ladywell House, Fife

Ladywell House

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 14 Guests
  • 6 Bedrooms
  • 5 Bathrooms
  • 4 Pets

11 Jan•7 nights

£4,215
View
Impressive stone built holiday home | The Stables, Pitcairlie, near St Andrews
Customers' Choice

Pitcairlie, near St Andrews, Fife

The Stables

Wifi
Car Parking On Site
Detached
  • 7 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 0 Pets

5

out of 5

5 Mar•7 nights

£781
View
Exterior | The Coach House, Auchtermuchty

Auchtermuchty, Fife

The Coach House

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 4 Pets

6 Nov•7 nights

£5,685
View
Exterior | Ruddon Grange, Elie

Elie, Fife

Ruddon Grange

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

5 Nov•7 nights

£3,642
View
Exterior | The Lodge @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther
Customers' Choice

Pittenweem, near Anstruther, Fife

The Lodge @ East Neuk Orchards

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

4.6

out of 5

14 Nov•7 nights

£831
View
Lovely semi-detached cottage | South House, Lathones, near St Andrews

Lathones, near St Andrews, Fife

South House

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

2

out of 5

5 Nov•7 nights

£1,192
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

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