Popular property types See all properties

24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Fife Cottage Holidays

REFINE SEARCH

Your Fife search returned 30 cottages

Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms3
  • PetsNo
  • Sykes rating

Lowe Neuk is a fine, ground-floor apartment nesting in the unique village of Culross, near Kincardine, Fife. Close to beach. Roadside parking. Open fire (Ref. 1125861)

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

7 nights from £434

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A superb property offering views of the River Tay, in the village of Wormit. Ground-floor accommodation. Newport-on-Tay 2 miles; Dundee 7 miles. (Ref. 1001369)

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

7 nights from £817

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A detached cottage nestled within the centre of the idyllic village of Falkland. Woodburning stove. Central location. Contemporary interior. Kirkcaldy 11 miles. St Andrews 20 miles. (Ref. 977313)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £529

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A fabulous coastal chalet nestled in the town of Kinghorn, Fife. Open-plan living. Accessible accommodation. Beachfront setting. Kirkcaldy 4 miles; Dunfermline 13.5 miles; St Andrews 28 miles. (Ref. 1072897)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £624

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Glebe Cottage (Number 6) is a fantastic three-bedroom cottage resting in Strathkinness near St Andrews, Fife. Ground-floor living. Smart TV. Off-road parking. Dundee 11.6 miles; Perth 28.7 miles; Edinburgh 48.7 miles. (Ref. 1076377)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £569

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A quirky and idyllic mid-terrace cottage lying in the heart of Newburgh, Scotland. characterful features. Woodburning stove. Close to amenities. Perth 11.3 miles; Dundee 19.5 miles; St Andrews 20.2 miles. (Ref. 1069288)

  • Wi-fi
  • Washing machine

7 nights from £390

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stunning, first-floor apartment resting in Aberdour, Fife. Off-road parking. Near beach. Close to amenities. Family-friendly. Edinburgh 19.7 miles; Stirling 30.4 miles; St Andrews 35.7 miles. (Ref. 1080106)

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

7 nights from £424

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

This detached cottage is based in Crail, Scotland. 2 bedrooms. Modern furnishings. St. Andrews 10 miles; Dundee 22 miles. (Ref. 990743)

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

7 nights from £465

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming ground-floor cottage nestled in the tranquil village of Peat Inn near Ceres, Fife. Pet friendly. Woodburning stove. Quiet location. St Andrews 6.3 miles; Cupar 6.5 miles; Leven 9.6 miles. (Ref. 1057899)

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

7 nights from £429

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful ground floor cottage resting within the enchanting grounds of Hill of Tarvit Mansion in Cupar, Scotland. Open fire. Single-storey. Dog-friendly. St Andrews 9.5 miles; Kirkcaldy 16.2 miles; Perth 25.8 miles. (Ref. 1060390)

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

7 nights from £647

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A homely, semi-detached cottage resting on the east coast of Scotland in the town of Crail. Stunning views. Enclosed patio. Perfect for families. St. Andrews 10.1 miles; Dundee 23.7 miles. (Ref. 1067606)

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

7 nights from £422

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

A wondrous single-storey cottage resting on the grounds of Hill of Tarvit Mansion in Cupar, Scotland. Woodburning stove. All-ground-floor. Dog-friendly. St Andrews 9.5 miles; Kirkcaldy 16.2 miles; Perth 25.8 miles. (Ref. 1060389)

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

7 nights from £531

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This semi-detached cottage is based in the fishing village of Pittenweem, Scotland. WiFi. Enclosed garden. St Andrews 10 miles; Cupar 16 miles. Roadside parking (Ref. 1006885)

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

7 nights from £680

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A single-storey welcoming cottage resting in Cupar, in Fife. Child and pet-friendly. Close to amenities and attractions. Ground-floor living. Enclosed garden. St Andrews 9.7 miles; Kirkcaldy 18.1 miles. (Ref. 1108043)

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

7 nights from £394

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful first-floor flat resting in the heart of Aberdour, Fife. Near to beaches. Smart TV. WiFi. Close to amenities. Edinburgh 18.5 miles; Stirling 30.1 miles; St Andrews 35.6 miles. (Ref. 1057530)

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

7 nights from £393

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

This homely, single-storey holiday home rests in the quaint hamlet of Scotstarvit near Ceres, Fife. Off-road parking. Ground-floor living. Enclosed garden. Washing machine. Cupar 2.7 miles; Leven 7.7 miles; Fife 9.4 miles; St Andrews 9.9 miles. (Ref. 1138207)

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

7 nights from £377

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

This delightful ground floor cottage lies on the grounds of Hill of Tarvit Mansion, in Cupar, Scotland. Open fire. Enclosed private garden. Utility. Dog-friendly. St Andrews 9.5 miles; Kirkcaldy 16.2 miles; Perth 25.8 miles. (Ref. 1060392)

  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £611

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This lovely, terraced, reverse-level cottage sits on a courtyard in Anstruther, Fife. Sea views. Pet-friendly. Off-road parking. Smart TV. Family-friendly. Close to amenities. St Andrews 9.7 miles; Cupar 16.5 miles; Edinburgh 50.3 miles. (Ref. 1101768)

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

7 nights from £471

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A grand and elegant first floor apartment within the Hill of Tarvit Mansion, lying in Cupar, Scotland. Romantic. Off-road parking. Open fire. St Andrews 9.5 miles; Kirkcaldy 16.2 miles; Perth 25.8 miles. (Ref. 1060391)

  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Sat 2nd Mar to 4th May 2024

7 nights from £413

  • 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

7 nights from £535

Last booked 2 days ago
See more details

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 PerthAngus 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.