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 | The Roondie, Cupar

Cupar, Fife

The Roondie

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£489
View
Living area | Forget Me Not Cottage, Culross
Coastal
Luxury
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£645
View
Exterior | The Thatched Cottage, Ladybank, near St Andrews and Collessie

Ladybank, near St Andrews and Collessie, Fife

The Thatched Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£525
View
Welcoming living area | The Lodge at Lochnagar, Peat Inn, near St Andrews

Peat Inn, near St Andrews, Fife

The Lodge at Lochnagar

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

4.5

out of 5

7 nights

From

£369
View
Exterior | The Lodge @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Lodge @ East Neuk Orchards

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

5

out of 5

7 nights

From

£795
View
Exterior | Carnaby 3, St Andrews

St Andrews, Fife

Carnaby 3

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

5

out of 5

7 nights

From

£1,252
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
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£455
View
Quirky timber-faced holiday cottage | Lime Tree Cottage - Inzievar, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Inzievar - Lime Tree Cottage

Wifi
Car parking on site
Detached
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.2

out of 5

7 nights

From

£405
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

£475
View
Delightful property, enjoying a stunning position overlooking Largo Bay | White Cottage, Lower Largo, near Leven

Lower Largo, near Leven, Fife

White Cottage

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

£569
View
Exterior | The Doocot @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Doocot @ East Neuk Orchards

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

4.7

out of 5

7 nights

From

£749
View
Exterior | Moncrieff House, Falkland

Falkland, Fife

Moncrieff House

Wifi
Enclosed Garden / Patio
Garden / Patio
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

4.9

out of 5

7 nights

From

£665
View

Dog Friendly Cottages in Fife

Open plan living space | Rivington 32, St Andrews

St Andrews, Fife

Rivington 32

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

7 nights

From

£1,318
View
Living area | Chatsworth 4, St Andrews

St Andrews, Fife

Chatsworth 4

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

7 nights

From

£1,252
View
Living area | Knightsbridge 49, St Andrews

St Andrews, Fife

Knightsbridge 49

Wifi
Car parking on site
Ground Floor Facilities
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£1,098
View
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 | The Lodge @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Lodge @ East Neuk Orchards

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

5

out of 5

7 nights

From

£795
View
Beautiful coastal location | Tall Ship, Anstruther

Anstruther, Fife

Tall Ship

Coastal
Wifi
Coast within 1 mile
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,092
View
Exterior | Carnaby 3, St Andrews

St Andrews, Fife

Carnaby 3

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

5

out of 5

7 nights

From

£1,252
View
Quirky timber-faced holiday cottage | Lime Tree Cottage - Inzievar, Oakley, near Dunfermline

Oakley, near Dunfermline, Fife

Inzievar - Lime Tree Cottage

Wifi
Car parking on site
Detached
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.2

out of 5

7 nights

From

£405
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

£475
View
Open plan living space | The Golf Place, St Andrews

St Andrews, Fife

The Golf Place

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

7 nights

From

£3,496
View
Exterior | The Doocot @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Doocot @ East Neuk Orchards

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

4.7

out of 5

7 nights

From

£749
View
Living room | Saltire 35, St Andrews

St Andrews, Fife

Saltire 35

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

7 nights

From

£1,206
View

Coastal Cottages in Fife

Open plan living space | Rivington 32, St Andrews

St Andrews, Fife

Rivington 32

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

7 nights

From

£1,318
View
Living area | Chatsworth 4, St Andrews

St Andrews, Fife

Chatsworth 4

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

7 nights

From

£1,252
View
Living area | Forget Me Not Cottage, Culross
Coastal
Luxury
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£645
View
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 | The Lodge @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Lodge @ East Neuk Orchards

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

5

out of 5

7 nights

From

£795
View
Exterior | Rivington 39, St Andrews

St Andrews, Fife

Rivington 39

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

7 nights

From

£1,137
View
Beautiful coastal location | Tall Ship, Anstruther

Anstruther, Fife

Tall Ship

Coastal
Wifi
Coast within 1 mile
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,092
View
Exterior | Carnaby 3, St Andrews

St Andrews, Fife

Carnaby 3

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

5

out of 5

7 nights

From

£1,252
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
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£455
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

£475
View
Delightful property, enjoying a stunning position overlooking Largo Bay | White Cottage, Lower Largo, near Leven

Lower Largo, near Leven, Fife

White Cottage

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

£569
View
Open plan living space | The Golf Place, St Andrews

St Andrews, Fife

The Golf Place

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

7 nights

From

£3,496
View

Romantic Cottages in Fife

Exterior | The Roondie, Cupar

Cupar, Fife

The Roondie

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£489
View
Exterior | The Lodge @ East Neuk Orchards - Self Catering @ East Neuk Orchards, Pittenweem, near Anstruther

Pittenweem, near Anstruther, Fife

The Lodge @ East Neuk Orchards

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

5

out of 5

7 nights

From

£795
View
Beautiful coastal location | Tall Ship, Anstruther

Anstruther, Fife

Tall Ship

Coastal
Wifi
Coast within 1 mile
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,092
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
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£455
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

£475
View
The impressive Arts and Crafts house viewed from the drive | Sandford Country Cottages

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

Baillie Scott

Wifi
Car parking on site
Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

7 nights

From

£1,110
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
  • Sleeps up to 8
  • 4 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£1,265
View
Exterior | Cardy Cottage, Lower Largo

Lower Largo, Fife

Cardy Cottage

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£881
View
Setting | The Old Shepherd’s Cottage, Ladybank nr Cupar

Ladybank nr Cupar, Fife

The Old Shepherd’s Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 5
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£625
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

4.6

out of 5

7 nights

From

£475
View
Exterior | Ruddon Grange, Elie

Elie, Fife

Ruddon Grange

Coastal
Wifi
Car parking on site
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

7 nights

From

£2,468
View
Outdoor area | Aultnagar, Upper Largo

Upper Largo, Fife

Aultnagar

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.5

out of 5

7 nights

From

£644
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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