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

Attractive holiday home | Edenwoodend Cottage, Cupar, near St. Andrews

Cupar, near St. Andrews, Fife

Edenwoodend Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£513
View
Reserve today for only £25
Exterior | Meadowsweet, Newburgh, Fife

Newburgh, Fife, Fife

Meadowsweet

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£1,330
View
Attractive living room | Burnside, St Andrews

St Andrews, Fife

Burnside

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£487
View
Reserve today for only £25
Living area | Kilconquhar Cottage, Kilconquhar, near Leven

Kilconquhar, near Leven, Fife

Kilconquhar Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.7

out of 5

7 nights

From

£503
View
Exterior | Kirkside Cottage, Upper Largo, Leven

Upper Largo, Leven, Fife

Kirkside Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£600
View
Outdoor area | Rumpys, Anstruther

Anstruther, Fife

Rumpys

Coastal
Hot Tub
Wifi
  • Sleeps up to 8
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£1,150
View
Reserve today for only £25
Exterior | The Marches, Anstruther

Anstruther, Fife

The Marches

Coastal
Wifi
Car parking on site
  • Sleeps up to 5
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.6

out of 5

7 nights

From

£467
View
Reserve today for only £25
Exterior | The Old Baron’s Courthouse, Ceres, near St Andrews

Ceres, near St Andrews, Fife

The Old Baron's Courthouse

Wifi
Car parking on site
  • Sleeps up to 3
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£487
View
View | Rockview, Cellardyke, nr. Anstruther

Cellardyke, near Anstruther, Fife

Rockview

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£615
View
Reserve today for only £25
Setting | The Old Shepherd’s Cottage, Ladybank nr Cupar

Ladybank nr Cupar, Fife

The Old Shepherd's Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 5
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£473
View
Exterior | 2 Mill Hall Cottages, Newburgh, near Cupar

Newburgh, near Cupar, Fife

2 Mill Hall Cottages

Wifi
Car parking on site
Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£363
View
Reserve today for only £25
Exterior | Crail House, Crail, near St Andrews

Crail, near St Andrews, Fife

Crail House

Coastal
Wifi
Car parking on site
  • Sleeps up to 8
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£569
View
Reserve today for only £25

Dog Friendly Cottages in Fife

The Paxton Centre and neighbouring lodge | ,

Lundin Links near Anstruther, Fife

Cardy

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 2 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£787
View
Reserve today for only £25
Exterior | Meadowsweet, Newburgh, Fife

Newburgh, Fife, Fife

Meadowsweet

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£1,330
View
Exterior | Lyndale 18, St Andrews

St Andrews, Fife

Lyndale 18

Coastal
Hot Tub
Wifi
  • Sleeps up to 6
  • 2 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,211
View
Reserve today for only £25
Exterior | Langton 24, St Andrews

St Andrews, Fife

Langton 24

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£1,719
View
Open plan living space | The Terrace, Anstruther

Anstruther, Fife

The Terrace

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£739
View
Living area | Kilconquhar Cottage, Kilconquhar, near Leven

Kilconquhar, near Leven, Fife

Kilconquhar Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.7

out of 5

7 nights

From

£503
View
Exterior | Kirkside Cottage, Upper Largo, Leven

Upper Largo, Leven, Fife

Kirkside Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£600
View
Exterior | The Old Baron’s Courthouse, Ceres, near St Andrews

Ceres, near St Andrews, Fife

The Old Baron's Courthouse

Wifi
Car parking on site
  • Sleeps up to 3
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£487
View
Living room | Neuk Hoose, Crail, near St Andrews

Crail, near St Andrews, Fife

Neuk Hoose

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£874
View
Reserve today for only £25
Exterior | Burnside Place, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Burnside Place

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£487
View
Living area | Serena 25, St Andrews

St Andrews, Fife

Serena 25

Wifi
Car parking on site
Detached
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£1,142
View
Reserve today for only £25
Exterior | 2 Mill Hall Cottages, Newburgh, near Cupar

Newburgh, near Cupar, Fife

2 Mill Hall Cottages

Wifi
Car parking on site
Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£363
View
Reserve today for only £25

Coastal Cottages in Fife

The Paxton Centre and neighbouring lodge | ,

Lundin Links near Anstruther, Fife

Cardy

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 2 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£787
View
Reserve today for only £25
Exterior | Lyndale 18, St Andrews

St Andrews, Fife

Lyndale 18

Coastal
Hot Tub
Wifi
  • Sleeps up to 6
  • 2 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,211
View
Reserve today for only £25
Exterior | Langton 24, St Andrews

St Andrews, Fife

Langton 24

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£1,719
View
Open plan living space | The Terrace, Anstruther

Anstruther, Fife

The Terrace

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£739
View
Attractive living room | Burnside, St Andrews

St Andrews, Fife

Burnside

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£487
View
Reserve today for only £25
Exterior | Kirkside Cottage, Upper Largo, Leven

Upper Largo, Leven, Fife

Kirkside Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£600
View
Outdoor area | Rumpys, Anstruther

Anstruther, Fife

Rumpys

Coastal
Hot Tub
Wifi
  • Sleeps up to 8
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£1,150
View
Reserve today for only £25
Exterior | The Marches, Anstruther

Anstruther, Fife

The Marches

Coastal
Wifi
Car parking on site
  • Sleeps up to 5
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.6

out of 5

7 nights

From

£467
View
Reserve today for only £25
Living room | Neuk Hoose, Crail, near St Andrews

Crail, near St Andrews, Fife

Neuk Hoose

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£874
View
Reserve today for only £25
Exterior | Burnside Place, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Burnside Place

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£487
View
View | Rockview, Cellardyke, nr. Anstruther

Cellardyke, near Anstruther, Fife

Rockview

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£615
View
Reserve today for only £25
Living area | Serena 25, St Andrews

St Andrews, Fife

Serena 25

Wifi
Car parking on site
Detached
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£1,142
View
Reserve today for only £25

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
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