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
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.6

out of 5

7 nights

From

£609
View
The Old Smithy is at the end of the colourful castle street and 1 house back | The Old Smithy, Anstruther

Anstruther, Fife

The Old Smithy

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

7 nights

From

£397
View
Cosy living room with wood burner | The Outside Room, Near Ladybank, Cupar

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

7 nights

From

£393
View
Delightful sitting out area with sea views | Making Waves, Cellardyke near Anstruther

Cellardyke near Anstruther, Fife

Making Waves

Coastal
Wifi
Enclosed Garden / Patio
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£599
View
Living area | Sea View, Anstruther

Anstruther, Fife

Sea View

Wifi
Sea View
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.4

out of 5

7 nights

From

£447
View
Reserve today for only £25
Surrounding area | The Fisherman’s Loft, Cellardyke, Anstruther

Cellardyke, Anstruther, Fife

The Fisherman’s Loft

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£555
View
Exterior | Cardy Cottage, Lower Largo

Lower Largo, Fife

Cardy Cottage

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£925
View
Traditional harbour-side cottage | Nautilus Cottage, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Nautilus Cottage

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

4.6

out of 5

7 nights

From

£1,009
View
Stylish open-plan living space | The Sailmaker’s Loft, Anstruther

Anstruther, Fife

The Sailmaker’s Loft

Wifi
Pub within 1 mile
Sea View
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£477
View

Dog Friendly Cottages in Fife

Outdoor area | Seaclusion, St Monans

St Monans, Fife

Seaclusion

Wifi
Garden / Patio
Woodburning Stove
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4

out of 5

7 nights

From

£1,617
View
Reserve today for only £25
Living area | Struan Holiday Home, Kilconquhar

Kilconquhar, Fife

Struan Holiday Home

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.6

out of 5

7 nights

From

£609
View
The Old Smithy is at the end of the colourful castle street and 1 house back | The Old Smithy, Anstruther

Anstruther, Fife

The Old Smithy

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

7 nights

From

£397
View
Living area | Sea View, Anstruther

Anstruther, Fife

Sea View

Wifi
Sea View
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.4

out of 5

7 nights

From

£447
View
Reserve today for only £25
Exterior | Cardy Cottage, Lower Largo

Lower Largo, Fife

Cardy Cottage

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£925
View
Living room | Saltire 35, St Andrews

St Andrews, Fife

Saltire 35

Coastal
Hot Tub
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£1,213
View
Reserve today for only £25
Exterior | Burnside Place, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Burnside Place

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£487
View
Exterior | Kirkside Cottage, Upper Largo, Leven

Upper Largo, Leven, Fife

Kirkside Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.5

out of 5

7 nights

From

£643
View
Open plan living space | The Golf Place, St Andrews

St Andrews, Fife

The Golf Place

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 nights

From

£3,511
View
Reserve today for only £25
Exterior | Victoria’s Haven, Kirkcaldy

Kirkcaldy, Fife

Victoria’s Haven

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

4.8

out of 5

7 nights

From

£599
View

Coastal Cottages in Fife

Living area | Struan Holiday Home, Kilconquhar

Kilconquhar, Fife

Struan Holiday Home

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.6

out of 5

7 nights

From

£609
View
All lodges have patios and open, shared gardens | ,

Lundin Links near Anstruther, Fife

Massney

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

7 nights

From

£787
View
The Old Smithy is at the end of the colourful castle street and 1 house back | The Old Smithy, Anstruther

Anstruther, Fife

The Old Smithy

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

7 nights

From

£397
View
Delightful sitting out area with sea views | Making Waves, Cellardyke near Anstruther

Cellardyke near Anstruther, Fife

Making Waves

Coastal
Wifi
Enclosed Garden / Patio
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£599
View
Surrounding area | The Fisherman’s Loft, Cellardyke, Anstruther

Cellardyke, Anstruther, Fife

The Fisherman’s Loft

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£555
View
Exterior | Cardy Cottage, Lower Largo

Lower Largo, Fife

Cardy Cottage

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£925
View
Living room | Saltire 35, St Andrews

St Andrews, Fife

Saltire 35

Coastal
Hot Tub
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£1,213
View
Reserve today for only £25
Living room | Dragonfly Cottage, Anstruther

Anstruther, Fife

Dragonfly Cottage

Coastal
Hot Tub
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

7 nights

From

£1,099
View
Reserve today for only £25
Exterior | Rivington 39, St Andrews

St Andrews, Fife

Rivington 39

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

7 nights

From

£1,144
View
Traditional harbour-side cottage | Nautilus Cottage, Cellardyke, near Anstruther

Cellardyke, near Anstruther, Fife

Nautilus Cottage

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

4.6

out of 5

7 nights

From

£1,009
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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