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

Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.6

out of 5

7 nights

From

£503
View
Exterior | Ivy Cottage, Falkland, near Cupar

Falkland, near Cupar, Fife

Ivy Cottage

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

4.8

out of 5

7 nights

From

£413
View
Reserve today for only £25
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

£728
View
Delightful living area with fantastic sea views | Seaforth View, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Seaforth View

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

4.9

out of 5

7 nights

From

£835
View
Reserve today for only £25
Spacious and welcoming detached holiday cottage | Island View, Crail, near Anstruther

Crail, near Anstruther, Fife

Island View

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

5

out of 5

7 nights

From

£547
View
Reserve today for only £25
Living room | Little Gem, Kirkcaldy

Kirkcaldy, Fife

Little Gem

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

7 nights

From

£377
View
Reserve today for only £25
Exterior | Torrance at Abbey Park Avenue, St Andrews
Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4

out of 5

7 nights

From

£995
View
Reserve today for only £25
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
Hot tub | Pinewood Cabin, Dunfermline

Dunfermline, Fife

Pinewood Cabin

Hot Tub
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£989
View
Reserve today for only £25
Exterior | Well Cottage, Ceres near Cupar

Ceres, near St Andrews, Fife

Well Cottage

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£337
View
Reserve today for only £25
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

4.7

out of 5

7 nights

From

£523
View
Reserve today for only £25
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
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

7 nights

From

£493
View
Reserve today for only £25

Dog Friendly Cottages in Fife

Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.6

out of 5

7 nights

From

£503
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 | Marlow 21, St Andrews

St Andrews, Fife

Marlow 21

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

7 nights

From

£1,034
View
Reserve today for only £25
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

£728
View
Exterior | Regent 2, St Andrews

St Andrews, Fife

Regent 2

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

7 nights

From

£1,034
View
Reserve today for only £25
Living area | Glenmoore 23, St Andrews

St Andrews, Fife

Glenmoore 23

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

2

out of 5

7 nights

From

£1,325
View
Reserve today for only £25
Living room | Little Gem, Kirkcaldy

Kirkcaldy, Fife

Little Gem

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

7 nights

From

£377
View
Reserve today for only £25
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
Hot tub | Pinewood Cabin, Dunfermline

Dunfermline, Fife

Pinewood Cabin

Hot Tub
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£989
View
Reserve today for only £25
Exterior | Well Cottage, Ceres near Cupar

Ceres, near St Andrews, Fife

Well Cottage

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£337
View
Reserve today for only £25
Terrace | Chorus 33, St Andrews

St Andrews, Fife

Chorus 33

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

7 nights

From

£1,259
View
Reserve today for only £25

Coastal Cottages in Fife

Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.6

out of 5

7 nights

From

£503
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 | Marlow 21, St Andrews

St Andrews, Fife

Marlow 21

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

7 nights

From

£1,034
View
Reserve today for only £25
Exterior | Ivy Cottage, Falkland, near Cupar

Falkland, near Cupar, Fife

Ivy Cottage

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

4.8

out of 5

7 nights

From

£413
View
Reserve today for only £25
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

£728
View
Delightful living area with fantastic sea views | Seaforth View, St Monans, near Anstruther

St Monans, near Anstruther, Fife

Seaforth View

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

4.9

out of 5

7 nights

From

£835
View
Reserve today for only £25
Exterior | Regent 2, St Andrews

St Andrews, Fife

Regent 2

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

7 nights

From

£1,034
View
Reserve today for only £25
Spacious and welcoming detached holiday cottage | Island View, Crail, near Anstruther

Crail, near Anstruther, Fife

Island View

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

5

out of 5

7 nights

From

£547
View
Reserve today for only £25
Living area | Glenmoore 23, St Andrews

St Andrews, Fife

Glenmoore 23

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

2

out of 5

7 nights

From

£1,325
View
Reserve today for only £25
Living room | Little Gem, Kirkcaldy

Kirkcaldy, Fife

Little Gem

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

7 nights

From

£377
View
Reserve today for only £25
Exterior | Torrance at Abbey Park Avenue, St Andrews
Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4

out of 5

7 nights

From

£995
View
Reserve today for only £25
Terrace | Chorus 33, St Andrews

St Andrews, Fife

Chorus 33

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

7 nights

From

£1,259
View
Reserve today for only £25

Romantic Cottages in Fife

Delightful, secluded property | Fernwoodlea, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Fernwoodlea

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

4.6

out of 5

7 nights

From

£503
View
Exterior | Ivy Cottage, Falkland, near Cupar

Falkland, near Cupar, Fife

Ivy Cottage

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

4.8

out of 5

7 nights

From

£413
View
Reserve today for only £25
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

£728
View
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
Exterior | Well Cottage, Ceres near Cupar

Ceres, near St Andrews, Fife

Well Cottage

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£337
View
Reserve today for only £25
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
  • 0 Pets

3.7

out of 5

7 nights

From

£1,015
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
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

7 nights

From

£493
View
Reserve today for only £25
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
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£749
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
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£1,272
View
Reserve today for only £25
Drawing Room  | Ladywell House, Ladywell House

Ladywell House, Fife

Ladywell House

Wifi
Car parking on site
Enclosed Garden / Patio
  • 14 Guests
  • 6 Bedrooms
  • 5 Bathrooms
  • 1 Pet

7 nights

From

£4,599
View
Reserve today for only £99
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

£397
View
Reserve today for only £25
Exterior | Hedderwick House, Pittenweem near Anstruther

Pittenweem near Anstruther, Fife

Hedderwick House

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

4.6

out of 5

7 nights

From

£397
View
Reserve today for only £25

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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