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 | Victoria’s Haven, Kirkcaldy
Customers' Choice

Kirkcaldy, Fife

Victoria’s Haven

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

4.7

out of 5

21 Nov•7 nights

£557
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
Balcony | Pee Wee Cottage, Anstruther
Customers' Choice

Anstruther, Fife

Pee Wee Cottage

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

2 Dec•7 nights

£841
View
Delightful living area with fantastic sea views | Seaforth View, St Monans, near Anstruther
Customers' Choice

St Monans, near Anstruther, Fife

Seaforth View

Coastal
Luxury
Wifi
  • 6 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.9

out of 5

6 Nov•7 nights

£847
View
Beautiful semidetached cottage in rural Fife | The Roundel, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

The Roundel

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

4.3

out of 5

11 Dec•7 nights

£797
View
Open plan living space | The Rest, St Andrews
Customers' Choice

St Andrews, Fife

The Rest

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

4.7

out of 5

11 Nov•7 nights

£897
View
Living area | Sea View, Anstruther
Customers' Choice

Anstruther, Fife

Sea View

Coastal
Wifi
Coast Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.6

out of 5

20 Nov•7 nights

£503
View
Living room/dining room | Hollybank, Cupar
Customers' Choice

Cupar, Fife

Hollybank

Wifi
Pub Within 1 Mile
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

13 Nov•7 nights

£363
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
Attractive living room | Burnside, St Andrews
Customers' Choice

St Andrews, Fife

Burnside

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

4.6

out of 5

7 Nov•7 nights

£443
View
Open plan living space | Palace View - Liquorstane House, Falkland
Customers' Choice

Falkland, Fife

Palace View

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

5

out of 5

3 Dec•7 nights

£363
View

Dog Friendly Cottages in Fife

Exterior | Victoria’s Haven, Kirkcaldy
Customers' Choice

Kirkcaldy, Fife

Victoria’s Haven

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

4.7

out of 5

21 Nov•7 nights

£557
View
Sitting-out-area | The Hideaway, Anstruther

Anstruther, Fife

The Hideaway

Coastal
Wifi
Pub Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

10 Dec•7 nights

£1,517
View
Hot tub | Knightsbridge 30, Cameron, near St. Andrews

Cameron, near St. Andrews, Fife

Knightsbridge 30

Hot Tub
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5 Nov•7 nights

£1,112
View
Balcony | Pee Wee Cottage, Anstruther
Customers' Choice

Anstruther, Fife

Pee Wee Cottage

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

2 Dec•7 nights

£841
View
Beautiful semidetached cottage in rural Fife | The Roundel, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

The Roundel

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

4.3

out of 5

11 Dec•7 nights

£797
View
The Paxton Centre and neighbouring lodge | ,

Lundin Links near Anstruther, Fife

Cardy

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

15 Jan•7 nights

£895
View
Living area | Sea View, Anstruther
Customers' Choice

Anstruther, Fife

Sea View

Coastal
Wifi
Coast Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.6

out of 5

20 Nov•7 nights

£503
View
Living room/dining room | Hollybank, Cupar
Customers' Choice

Cupar, Fife

Hollybank

Wifi
Pub Within 1 Mile
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

13 Nov•7 nights

£363
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
Open plan living space | Burnside East Cottage - Rufflets, St Andrews

St Andrews, Fife

Burnside East Cottage

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

20 Nov•7 nights

£483
View

Coastal Cottages in Fife

Exterior | Victoria’s Haven, Kirkcaldy
Customers' Choice

Kirkcaldy, Fife

Victoria’s Haven

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

4.7

out of 5

21 Nov•7 nights

£557
View
Sitting-out-area | The Hideaway, Anstruther

Anstruther, Fife

The Hideaway

Coastal
Wifi
Pub Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

10 Dec•7 nights

£1,517
View
Hot tub | Knightsbridge 30, Cameron, near St. Andrews

Cameron, near St. Andrews, Fife

Knightsbridge 30

Hot Tub
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5 Nov•7 nights

£1,112
View
Balcony | Pee Wee Cottage, Anstruther
Customers' Choice

Anstruther, Fife

Pee Wee Cottage

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

2 Dec•7 nights

£841
View
Delightful living area with fantastic sea views | Seaforth View, St Monans, near Anstruther
Customers' Choice

St Monans, near Anstruther, Fife

Seaforth View

Coastal
Luxury
Wifi
  • 6 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.9

out of 5

6 Nov•7 nights

£847
View
Beautiful semidetached cottage in rural Fife | The Roundel, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

The Roundel

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

4.3

out of 5

11 Dec•7 nights

£797
View
The Paxton Centre and neighbouring lodge | ,

Lundin Links near Anstruther, Fife

Cardy

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

15 Jan•7 nights

£895
View
Open plan living space | The Rest, St Andrews
Customers' Choice

St Andrews, Fife

The Rest

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

4.7

out of 5

11 Nov•7 nights

£897
View
Living area | Sea View, Anstruther
Customers' Choice

Anstruther, Fife

Sea View

Coastal
Wifi
Coast Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.6

out of 5

20 Nov•7 nights

£503
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
Attractive living room | Burnside, St Andrews
Customers' Choice

St Andrews, Fife

Burnside

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

4.6

out of 5

7 Nov•7 nights

£443
View

Romantic Cottages in Fife

Attractive living room | Burnside, St Andrews
Customers' Choice

St Andrews, Fife

Burnside

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

4.6

out of 5

7 Nov•7 nights

£443
View
Exterior | The Lodge, Ceres

Ceres, Fife

The Lodge

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

7 Jan•7 nights

£487
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
Living room | Newburgh C Listed Townhouse, Newburgh, near Cupar
Customers' Choice

Newburgh, near Cupar, Fife

Newburgh C Listed Townhouse

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

6 Nov•7 nights

£473
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
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
Bluebell Cottage, Auchtermuchty near Cupar
Customers' Choice

Auchtermuchty near Cupar, Fife

Bluebell Cottage

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

21 Nov•7 nights

£463
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