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

Garden and grounds | East Lodge, Falkland
Customers' Choice

Falkland, Fife

East Lodge

Luxury
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.3

out of 5

16 Jan•7 nights

£557
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
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline
Customers' Choice

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.7

out of 5

15 Nov•7 nights

£493
View
Exterior | Fisher Gallery, Pittenweem
Customers' Choice

Pittenweem, Fife

Fisher Gallery

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

4.8

out of 5

17 Apr•7 nights

£473
View
Ideal, seaside holiday home | Kannier Cottage, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Kannier Cottage

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

4.5

out of 5

5 Dec•7 nights

£443
View
Wonderful holiday home in a great location | Lucklaw Steading Cottage, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

Lucklaw Steading Cottage

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

5

out of 5

6 Nov•7 nights

£533
View
Attractive stone-built holiday home with off street parking | Sandhaven, Culross, near Dunfermline
Customers' Choice

Culross, near Dunfermline, Stirlingshire

Sandhaven

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 Jan•7 nights

£347
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

30 Nov•7 nights

£473
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

4.8

out of 5

29 Apr•7 nights

£1,072
View
Exterior | Mill Pond View, Ceres, near Cupar
Customers' Choice

Ceres, near Cupar, Fife

Mill Pond View

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

4.9

out of 5

8 Jan•7 nights

£403
View
Attractive patio area with hot tub | Ben The Hoose, Anstruther
Customers' Choice

Anstruther, Fife

Ben The Hoose

Coastal
Hot Tub
Luxury
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

20 Nov•7 nights

£1,092
View

Dog Friendly Cottages in Fife

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
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
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline
Customers' Choice

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.7

out of 5

15 Nov•7 nights

£493
View
Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 Nov•7 nights

£1,213
View
Ideal, seaside holiday home | Kannier Cottage, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Kannier Cottage

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

4.5

out of 5

5 Dec•7 nights

£443
View
Wonderful holiday home in a great location | Lucklaw Steading Cottage, Balmullo, near St Andrews
Customers' Choice

Balmullo, near St Andrews, Fife

Lucklaw Steading Cottage

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

5

out of 5

6 Nov•7 nights

£533
View
Attractive stone-built holiday home with off street parking | Sandhaven, Culross, near Dunfermline
Customers' Choice

Culross, near Dunfermline, Stirlingshire

Sandhaven

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 Jan•7 nights

£347
View
Exterior | Rivendale, St Andrews

St Andrews, Fife

Rivendale

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

12 Nov•7 nights

£1,213
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

30 Nov•7 nights

£473
View
Garden | Crail House, Crail, near St Andrews
Customers' Choice

Crail, near St Andrews, Fife

Crail House

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

4.8

out of 5

10 Dec•7 nights

£587
View

Coastal Cottages in Fife

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
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline
Customers' Choice

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.7

out of 5

15 Nov•7 nights

£493
View
Exterior | Rivendale 8, St Andrews

St Andrews, Fife

Rivendale 8

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 Nov•7 nights

£1,213
View
Exterior | Fisher Gallery, Pittenweem
Customers' Choice

Pittenweem, Fife

Fisher Gallery

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

4.8

out of 5

17 Apr•7 nights

£473
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
Ideal, seaside holiday home | Kannier Cottage, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Kannier Cottage

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

4.5

out of 5

5 Dec•7 nights

£443
View
Attractive stone-built holiday home with off street parking | Sandhaven, Culross, near Dunfermline
Customers' Choice

Culross, near Dunfermline, Stirlingshire

Sandhaven

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 Jan•7 nights

£347
View
Exterior | Rivendale, St Andrews

St Andrews, Fife

Rivendale

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

12 Nov•7 nights

£1,213
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

30 Nov•7 nights

£473
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

4.8

out of 5

29 Apr•7 nights

£1,072
View

Romantic Cottages in Fife

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
Garden and grounds | East Lodge, Falkland
Customers' Choice

Falkland, Fife

East Lodge

Luxury
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.3

out of 5

16 Jan•7 nights

£557
View
Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline
Customers' Choice

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.7

out of 5

15 Nov•7 nights

£493
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
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

30 Nov•7 nights

£473
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

4.8

out of 5

29 Apr•7 nights

£1,072
View
Lovely semi-detached cottage | South House, Lathones, near St Andrews

Lathones, near St Andrews, Fife

South House

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

2

out of 5

7 Nov•7 nights

£1,192
View
Exterior | Lochieheads House, Auchtermuchty, near St Andrews

Auchtermuchty, near St Andrews, Fife

Lochieheads House

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

5

out of 5

7 Dec•7 nights

£8,485
View
Exterior | The Lodge @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther
Customers' Choice

Pittenweem, near Anstruther, Fife

The Lodge @ East Neuk Orchards

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

4.6

out of 5

14 Nov•7 nights

£831
View
Delightful, detached holiday cottage  | The Den at Culross, Culross, near Dunfermline

Culross, near Dunfermline, Stirlingshire

The Den at Culross

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

4 Jan•7 nights

£967
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