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 | Well Cottage, Ceres near Cupar

Ceres, near St Andrews, Fife

Well Cottage

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

4.9

out of 5

7 nights

From

£375
View
Exterior | Mill Pond View, Ceres, near Cupar

Ceres, near Cupar, Fife

Mill Pond View

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

4.9

out of 5

7 nights

From

£435
View
Sitting-out-area | Maisie Cottage, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Maisie Cottage

Coastal
Wifi
Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4

out of 5

7 nights

From

£455
View
Living room | Lightkeeper’s Rest, Anstruther
Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.7

out of 5

7 nights

From

£465
View
Exterior | Castle Cottages - Castle Smiddy, Ceres, nr. St Andrews

Ceres, near St Andrews, Fife

Castle Cottages - Castle Smiddy

Wifi
Pub within 1 mile
Ground Floor Facilities
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.6

out of 5

7 nights

From

£375
View
Traditional harbour-side cottage | Nautilus Cottage, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Nautilus Cottage

Coastal
Luxury
Wifi
  • Sleeps up to 7
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.7

out of 5

7 nights

From

£1,009
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
Attractive patio area with hot tub | Ben The Hoose, Anstruther

Anstruther, Fife

Ben The Hoose

Coastal
Hot Tub
Luxury
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£989
View
Living room | Dragonfly Cottage, Anstruther

Anstruther, Fife

Dragonfly Cottage

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£1,092
View
Exterior | Cromwell Cottage, Burntisland

Burntisland, Fife

Cromwell Cottage

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

4.7

out of 5

7 nights

From

£619
View
Exterior | Southview Cottage, Cupar
Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£469
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

Dog Friendly Cottages in Fife

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
Exterior | Well Cottage, Ceres near Cupar

Ceres, near St Andrews, Fife

Well Cottage

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

4.9

out of 5

7 nights

From

£375
View
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
Outdoor area | Seaclusion, St Monans

St Monans, Fife

Seaclusion

Wifi
Garden / Patio
Woodburning Stove
  • Sleeps up to 8
  • 4 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,610
View
Sitting-out-area | Maisie Cottage, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Maisie Cottage

Coastal
Wifi
Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4

out of 5

7 nights

From

£455
View
Living room | Lightkeeper’s Rest, Anstruther
Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.7

out of 5

7 nights

From

£465
View
Exterior | Castle Cottages - Castle Smiddy, Ceres, nr. St Andrews

Ceres, near St Andrews, Fife

Castle Cottages - Castle Smiddy

Wifi
Pub within 1 mile
Ground Floor Facilities
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.6

out of 5

7 nights

From

£375
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 | Southview Cottage, Cupar
Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£469
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
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

£429
View
Exterior | Lodge 78, St Andrews

St Andrews, Fife

Lodge 78

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£735
View

Coastal Cottages in Fife

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
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
Sitting-out-area | Maisie Cottage, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Maisie Cottage

Coastal
Wifi
Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4

out of 5

7 nights

From

£455
View
Living room | Lightkeeper’s Rest, Anstruther
Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.7

out of 5

7 nights

From

£465
View
Exterior | Selkirk Lodge - Homelands, Lundin Links

Lundin Links, Fife

Homelands - Selkirk Lodge

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

7 nights

From

£966
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
Traditional harbour-side cottage | Nautilus Cottage, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Nautilus Cottage

Coastal
Luxury
Wifi
  • Sleeps up to 7
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.7

out of 5

7 nights

From

£1,009
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
Attractive patio area with hot tub | Ben The Hoose, Anstruther

Anstruther, Fife

Ben The Hoose

Coastal
Hot Tub
Luxury
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£989
View
Living room | Dragonfly Cottage, Anstruther

Anstruther, Fife

Dragonfly Cottage

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£1,092
View
Exterior | Cromwell Cottage, Burntisland

Burntisland, Fife

Cromwell Cottage

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

4.7

out of 5

7 nights

From

£619
View

Romantic Cottages in Fife

Exterior | Well Cottage, Ceres near Cupar

Ceres, near St Andrews, Fife

Well Cottage

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

4.9

out of 5

7 nights

From

£375
View
Outdoor area | Seaclusion, St Monans

St Monans, Fife

Seaclusion

Wifi
Garden / Patio
Woodburning Stove
  • Sleeps up to 8
  • 4 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,610
View
Exterior | Castle Cottages - Castle Smiddy, Ceres, nr. St Andrews

Ceres, near St Andrews, Fife

Castle Cottages - Castle Smiddy

Wifi
Pub within 1 mile
Ground Floor Facilities
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.6

out of 5

7 nights

From

£375
View
Traditional harbour-side cottage | Nautilus Cottage, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Nautilus Cottage

Coastal
Luxury
Wifi
  • Sleeps up to 7
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.7

out of 5

7 nights

From

£1,009
View
Exterior | Cromwell Cottage, Burntisland

Burntisland, Fife

Cromwell Cottage

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

4.7

out of 5

7 nights

From

£619
View
Exterior | Southview Cottage, Cupar
Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£469
View
Exterior | Chilmello Cottage, Pittenweem

Pittenweem, Fife

Chilmello Cottage

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

4.7

out of 5

7 nights

From

£485
View
Living room | Newburgh C Listed Townhouse, Newburgh, near Cupar

Newburgh, near Cupar, Fife

Newburgh C Listed Townhouse

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

4.9

out of 5

7 nights

From

£485
View
Delightful white painted single storey holiday home | Kirkview Cottage, Upper Largo, near Leven

Upper Largo, near Leven, Fife

Kirkview Cottage

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

4.4

out of 5

7 nights

From

£645
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

£405
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

£489
View
Lady Bluebell (lower) and the balcony of The Giddy Limit | Sandford Country Cottages

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

Lady Bluebell

Wifi
Garden / Patio
Rural Location
  • Sleeps up to 6
  • 3 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,750
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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