Fife Cottage Holidays

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Popular property types See all properties

Pet friendly

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Remote

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Fife Cottage Holidays

Your Fife search returned 55 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A bedroom with a large bed and ocean view at the coastal property in unspecified location
28
Anstruther, Fife, KY10
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Shorefront Apartment is a simply superb apartment resting in the seaside town of Anstruther, Fife, with close by walks, shops, and pubs. St Andrews 9.7 miles; Cupar 16.2 miles; Edinburgh 49.3 miles. (Ref. 1190854)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £1043

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22 Fraser Avenue - 1190916 - photo 1
22
St Andrews, Fife, KY16
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

22 Fraser Avenue is a contemporary house in St Andrews in Fife, with family-friendly amenities, parking, attractive gardens, and nearby amenities. Dundee 13 miles; Perth 35 miles; Edinburgh 50 miles. (Ref. 1190916)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £1068

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A front door with a fish-shaped decoration and a doormat at the entrance
30
Cellardyke, Fife, KY10
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Sykes rating

Jules By The Sea is a stylish first-floor apartment in Cellardyke, Fife, with sea views and off-road parking. Pittenweem 2.1 miles; St Andrews 11.4 miles. (Ref. 1190869)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV


for 7 nights £823

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A view of houses and ocean from a balcony at Acorn Court
20
Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Acorn Court is a welcoming two-bedroom apartment in Anstruther, Fife, boasting child-friendly facilities, a pet-friendly setting and a fantastic location. St Andrews 10 miles; Cupar 16 miles; Edinburgh 50 miles. (Ref. 1190894)

  • Wi-fi


for 7 nights £847

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A pub building with multiple windows and entrance at The Old Inn in
15
Dunfermline, Fife, KY12
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

15B Kirkgate, a stylish apartment in the centre of Dunfermline’s Heritage Quarter, offers nearby amenities, open-plan layout and free overnight parking. Edinburgh 17 miles; Stirling 25 miles; Glasgow 40 miles (Ref. 1190904)

  • Wi-fi


for 7 nights £1087

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A street view with buildings and a clock tower at 15D Kirkgate
13
Dunfermline, Fife, KY12
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

15D Kirkgate is a lovely one-bedroom apartment nestled in the heart of Dunfermline's Heritage Quarter, featuring nearby amenities and an open-plan layout. Edinburgh 17 miles; Stirling 25 miles; Glasgow 40 miles (Ref. 1190905)

  • Wi-fi


for 7 nights £622

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A living room with a sofa and television at Wee Jules By The Sea
41
Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Wee Jules by the Sea is a stylish apartment resting in Anstruther in Fife and boasts free parking, coastal-themed interiors and a sought-after location. St Andrews 10.7 miles; Cupar 16.7 miles; Edinburgh 49.8 miles. (Ref. 1190867)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly


for 7 nights £796

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A wooden cabin with a bed and outdoor seating at tbc
New property
16
Newburgh, Fife, Fife, KY14
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

Hillside hot tub cabin with River Tay views is a pleasant glamping pod in Newburgh, Fife, with hot tub, enclosed decking and sweeping river vistas. Dundee 14.9 miles, Perth 16.1 miles, St Andrews 18.9 miles. (Ref. 1200467)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub


for 7 nights £1915

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A street view featuring buildings and a clock tower at Robert the Bruce Apartment in Dunfermline
24
Dunfermline, Fife, KY12
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Robert the Bruce Apartment is a stylish three-bedroom retreat in Dunfermline’s Heritage Quarter. Luxury interiors. Open-plan living. Edinburgh 17 miles. (Ref. 1193841)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £1494

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An entrance with a door and flower arrangements at 14 Largo Road in Leven
20
Leven, Fife, KY8
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

14 Largo Road is an impressive, pet-friendly holiday home resting near Leven in Fife boasting spacious accommodation, parking and outside space. Glenrothes 9 miles; St Andrews 11.8 miles; Edinburgh 38.7 miles; Stirling 43.7 miles. (Ref. 1193716)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £730

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A living room with a sofa and a TV at 36 Deas Wharf Kirkcaldy
16
Kirkcaldy, Fife, KY1
  • Sleeps5
  • Bedrooms2
  • PetsNo

  • Sykes rating

36 Deas Wharf is a fantastic, first-floor apartment in Kirkcaldy, Fife, offering a balcony with sea views and situated near the Fife Coastal Path. Kinghorn 3.3 miles; Dunfermline 16.2 miles (Ref. 1193982)

  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights £769

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A living room with a sofa and television at 11A Cards Wynd Anstruther
22
Anstruther, Fife, KY10
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Sykes rating

11A Cards Wynd is a well-presented, dog-friendly apartment resting in the heart of bustling Anstruther in Fife within walking distance of the harbour. St Andrews 9.7 miles; Cupar 16.2 miles; Edinburgh 49.3 miles. (Ref. 1193815)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £944

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A house with garbage bins and a pathway near a street
20
Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Howff, a charming pet-friendly apartment in Anstruther in Fife, offers nearby amenities, free parking, a well-presented interior and a great location. St Andrews 9.6 miles; Cupar 16 miles; Edinburgh 49.3 miles. (Ref. 1190855)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £607

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A living room with a sofa and coffee table at Coastal Cottage in Anstruther
22
Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Coastal Cottage is a delightfully appointed cottage resting in the seaside town of Anstruther in Fife and offers attractive, well-located accommodation. St Andrews 10 miles; Cupar 16.5 miles; Edinburgh 49.6 miles. (Ref. 1193719)

  • Wi-fi
  • Washing machine


for 7 nights £605

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A living room with a sofa and television at The Old Barn in Manchester
22
Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Loft is a welcoming first-floor apartment resting in the seaside town of Anstruther in Fife, close to a shop, beach, and harbour. St Andrews 10.2 miles; Cupar 16.2 miles; Edinburgh 49.3 miles. (Ref. 1190857)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £668

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A house with a gravel area and a conservatory at an unspecified location
25
Leven, Fife, KY8
  • Sleeps12
  • Bedrooms5
  • PetsYes

  • Sykes rating

Riverside House is a welcoming abode resting in the riverside town of Leven, Fife, with a garden, off-road parking, local beach, and close by amenities. Glenrothes 9 miles; St Andrews 11.8 miles; Edinburgh 38.7 miles. (Ref. 1190852)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £2169

Last booked yesterday
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A living room with sofas and a lamp at Pet-friendly coastal flat with fire pit and views Newburgh, Fife
New property
13
Newburgh, Fife, Fife, KY14
  • Sleeps4
  • Bedrooms1
  • PetsYes

  • Sykes rating

Pet-friendly coastal flat with fire pit and views is a charming Newburgh, Fife apartment with WiFi, private garden fire pit, and space for four guests. Perth 12.5 miles, Dundee 19.4 miles, St Andrews 20.4 miles. (Ref. 1200459)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £610

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Pet-friendly hot tub retreat near Loch Leven - 1200447 - photo 1
New property
11
Kelty, Fife, KY4
  • Sleeps8
  • Bedrooms4
  • PetsYes

  • Sykes rating

Pet-friendly hot tub retreat near Loch Leven is a welcoming Kelty, Fife base with a hot tub, spacious open-plan living and family-friendly gardens. Dunfermline 5.7 miles, Kirkcaldy 10.9 miles, Glenrothes 14 miles. (Ref. 1200447)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights £2036

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A wooden lodge with a black deck and stairs leading to the entrance surrounded by grass and gravel at Eden Fields Lodge in Cupar Fife
Offer
30
Cupar, Fife, Fife, KY15
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

This charming, two-bedroom holiday lodge rests in Cupar, Fife. Smart TV. Electric fire. Family-friendly. Off-road parking. Open-plan. St Andrews 10.6 miles; Kirkcaldy 16 miles (Ref. 1134482)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 5% off - Fri 17th Jul to 24th Jul 2026


for 7 nights £623

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Isle of May View - 1170598 - photo 1
28
Cellardyke, Fife, KY10
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Isle of May View is a romantic, first-floor apartment on the beachfront in Cellardyke, Fife, boasting stunning harbour views and open-plan living. Pittenweem 2.5 miles; Crail 4.2 miles; St Andrews 10.5 miles; Dundee 23.8 miles. (Ref. 1170598)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £506

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Map View

This charming selection of self-catering cottages rests in the historic county of Fife, also known as the Kingdom of Fife. Bring your loved ones to enjoy a break amongst stunning backdrops at any time of year in these Fife cottages.

Why Fife Cottages?

These holiday cottages in Fife offer a wonderful holiday destination with activities for all ages. The main attraction in Fife, certain to entice any golf enthusiasts, is the spectacular town of St Andrews, known to many as the 'Home of Golf' for its range of courses and the iconic 'Old Course'. Walkers and cyclists will not be left short while staying in holiday cottages in Fife, with the Fife Coastal Path and varying terrains to discover, as well as there being other activities including theatres, fishing and water sports in the area. Find more inspiration for your next break in the Scotland Travel Guide.

Places to Visit near Holiday Cottages in Fife

Along with Fife holidays, a fantastic holiday with the whole family can be found in Perth, Angus and the quintessentially Scottish county of Aberdeenshire, famous for its whiskey distilleries and grand castles.

There are even more locations to uncover near Fife holidays, including:

St Andrews

Scottish Highlands

Perthshire

Types of Scottish Holidays

Looking for more getaways in this magnificent country? Browse this bigger selection of Scotland holidays instead. There are plenty of self-catering Fife cottages to tickle your fancy no matter what you're looking for. Bring your beloved pooch along with you with this collection of dog friendly cottages in Scotland, or celebrate your most special occasions with these luxury cottages in Scotland.

With breath-taking scenery to savour in this striking area, what better way to immerse yourself than with a break in lodges and log cabins in Scotland, If lodges and log cabins aren't quite your style, you still have the option for hot tub holidays in Scotland and you can even book a fun-filled seaside break with these coastal cottages in Scotland.