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 area | Struan Holiday Home, Kilconquhar

Kilconquhar, Fife

Struan Holiday Home

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

5

out of 5

7 nights

From

£715
View
Exterior | Ivy Cottage, Falkland, near Cupar

Falkland, near Cupar, Fife

Ivy Cottage

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

5

out of 5

7 nights

From

£505
View
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

4.9

out of 5

7 nights

From

£569
View
Garden and grounds | East Lodge, Falkland

Falkland, Fife

East Lodge

Luxury
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.7

out of 5

7 nights

From

£485
View
Open plan living space | Burnside East Cottage - Rufflets, St Andrews

St Andrews, Fife

Burnside East Cottage

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

4.7

out of 5

7 nights

From

£575
View
Lovely cabin-style holiday cottage | Inzievar - Inzievar, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Inzievar - Inzievar

Wifi
Car parking on site
Detached
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£395
View
Idyllic holiday home | Horseshoe Cottage, Freuchie, near Cupar

Freuchie, near Cupar, Fife

Horseshoe Cottage

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

4.9

out of 5

7 nights

From

£375
View
Delightful sitting out area with sea views | Making Waves, Cellardyke near Anstruther

Cellardyke near Anstruther, Fife

Making Waves

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£599
View
Exterior | The Doocot @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Doocot @ East Neuk Orchards

Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£749
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

£725
View
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline , Fife

Fernwoodlea

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

4.8

out of 5

7 nights

From

£455
View

Dog Friendly Cottages in Fife

Living area | Struan Holiday Home, Kilconquhar

Kilconquhar, Fife

Struan Holiday Home

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

5

out of 5

7 nights

From

£715
View
Terrace | Chorus 33, St Andrews

St Andrews, Fife

Chorus 33

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

7 nights

From

£1,252
View
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

4.9

out of 5

7 nights

From

£569
View
Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

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

7 nights

From

£1,206
View
Open plan living space | Burnside East Cottage - Rufflets, St Andrews

St Andrews, Fife

Burnside East Cottage

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

4.7

out of 5

7 nights

From

£575
View
Lovely cabin-style holiday cottage | Inzievar - Inzievar, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Inzievar - Inzievar

Wifi
Car parking on site
Detached
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£395
View
Living area | Rivendale 52, St Andrews

St Andrews, Fife

Rivendale 52

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

7 nights

From

£1,206
View
Idyllic holiday home | Horseshoe Cottage, Freuchie, near Cupar

Freuchie, near Cupar, Fife

Horseshoe Cottage

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

4.9

out of 5

7 nights

From

£375
View

Crossgates, Fife

Homely Base

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

7 nights

From

£625
View
Exterior | The Doocot @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Doocot @ East Neuk Orchards

Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£749
View
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline , Fife

Fernwoodlea

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

4.8

out of 5

7 nights

From

£455
View
Exterior | The Barracks @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Barracks @ East Neuk Orchards

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

5

out of 5

7 nights

From

£1,265
View

Coastal Cottages in Fife

Living area | Struan Holiday Home, Kilconquhar

Kilconquhar, Fife

Struan Holiday Home

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

5

out of 5

7 nights

From

£715
View
Terrace | Chorus 33, St Andrews

St Andrews, Fife

Chorus 33

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

7 nights

From

£1,252
View
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

4.9

out of 5

7 nights

From

£569
View
Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

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

7 nights

From

£1,206
View
Open plan living space | Burnside East Cottage - Rufflets, St Andrews

St Andrews, Fife

Burnside East Cottage

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

4.7

out of 5

7 nights

From

£575
View
Living area | Rivendale 52, St Andrews

St Andrews, Fife

Rivendale 52

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

7 nights

From

£1,206
View

Crossgates, Fife

Homely Base

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

7 nights

From

£625
View
Delightful sitting out area with sea views | Making Waves, Cellardyke near Anstruther

Cellardyke near Anstruther, Fife

Making Waves

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£599
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

£725
View
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline , Fife

Fernwoodlea

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

4.8

out of 5

7 nights

From

£455
View
Delightful living area with fantastic sea views | Seaforth View, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Seaforth View

Coastal
Luxury
Wifi
  • Sleeps up to 6
  • 4 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

4.5

out of 5

7 nights

From

£855
View

Romantic Cottages in Fife

Living area | Struan Holiday Home, Kilconquhar

Kilconquhar, Fife

Struan Holiday Home

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

5

out of 5

7 nights

From

£715
View
Exterior | Ivy Cottage, Falkland, near Cupar

Falkland, near Cupar, Fife

Ivy Cottage

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

5

out of 5

7 nights

From

£505
View
Garden and grounds | East Lodge, Falkland

Falkland, Fife

East Lodge

Luxury
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.7

out of 5

7 nights

From

£485
View
Lovely cabin-style holiday cottage | Inzievar - Inzievar, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Inzievar - Inzievar

Wifi
Car parking on site
Detached
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£395
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

£725
View
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline , Fife

Fernwoodlea

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

4.8

out of 5

7 nights

From

£455
View
Exterior | The Barracks @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Barracks @ East Neuk Orchards

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

5

out of 5

7 nights

From

£1,265
View
Exterior | The Lodge @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Lodge @ East Neuk Orchards

Coastal
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£795
View
A shady walk and the main house from the verdant gardens | Sandford Country Cottages

St. Fort Wormit near Newport-on-Tay, Fife

Valentines

Wifi
Garden / Patio
Rural Location
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

7 nights

From

£1,110
View
Lady Bluebell (lower) and the balcony of The Giddy Limit | Sandford Country Cottages

St. Fort Wormit near Newport-on-Tay, Fife

The Giddy Limit

Wifi
Garden / Patio
Rural Location
  • Sleeps up to 6
  • 3 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£1,582
View
Exterior | Ruddon Grange, Elie

Elie, Fife

Ruddon Grange

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

7 nights

From

£2,468
View
Perfectly located cottage perched on the harbour, enjoy fantactic sea views (middle cottage) | St Andrews, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

St Andrews

Coastal
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£455
View

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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