Fife Cottage Holidays

Within 10 miles
  • Within 1 mile
  • Within 2 miles
  • Within 3 miles
  • Within 5 miles
  • Within 10 miles
  • Within 20 miles
  • Within 30 miles
  • Within 50 miles
1
2
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
Pets
  • Pets
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • Property pet free
7
  • 7
  • 3
  • 4
  • -
  • 2
  • 5
  • 6
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
3 Days +/-
  • Exact Dates
  • 1 Day +/-
  • 2 Days +/-
  • 3 Days +/-

British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Popular property types See all properties

Pet friendly

16 properties

Properties with hot tubs

3 properties

Luxury

1 property

Log cabins

1 property

Properties with character

13 properties

Remote

1 property

Fife Cottage Holidays

REFINE SEARCH

Your Fife search returned 32 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
Map View
An exterior stairway with metal railing leading to a wooden door on a white textured building at Hayloft in Pittenweem
14
Pittenweem, Fife, KY10
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.6

    Sykes Rating

Charming coastal apartment on the harbourside in Pittenweem, Fife. Open plan living area with double sofa bed, with spiral stairs to twin bedroom. En-suite bathroom. (Ref. 924735)

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

7 nights from £338

See more details
A street view of a residential building with windows and a door with plants outside on Back Street at Lower Neuk in Culross
22
Culross, Fife, KY12
  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.9

    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 £467

See more details
A street view with a stone and white building with tiled roof next to a clock tower at Dunira in Falkland
35
Falkland, Fife, KY15
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    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 £552

See more details
A single story house with a red tiled roof two black chairs and a small table outside and hanging flower baskets at Shore View in Kinghorn
17
Kinghorn, Fife, KY3
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A stunning beachfront chalet positioned on the shores of Kinghorn, Scotland. Open-plan living. Ideal for couples. Off-road parking. Kirkcaldy 4 miles; Dunfermline 13.4 miles; St Andrews 28 miles. (Ref. 1072894)

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

7 nights from £626

See more details
A living room with a sofa two armchairs a fireplace and a wall mounted television at The Wee Hideaway in Newburgh Fife
22
Newburgh, Fife, Fife, KY14
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Sykes Rating

A character, first-floor apartment situated in Newburgh, Fife. Smart TV. WiFi. Woodburning stove. St Andrews 20.2 miles. (Ref. 1096588)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £445

See more details
A stone and stucco cottage with a gravel driveway and garden plants at Katmoget Cottage in Scotstarvit near Ceres
Offer
26
Scotstarvit near Ceres, Fife, KY15
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    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

  • 5% off - Sat 12th Jul to 26th Jul 2025

7 nights from £405

See more details
A sitting area with a sofa red pillows and a lamp next to a wooden door at The Hayshed in Cupar Fife
New property
22
Cupar, Fife, Fife, KY15
  • Sleeps2
  • Bedrooms1
  • PetsNo

    Sykes Rating

The Hayshed is a lovely holiday home near the town of Cupar, Fife, boasting ground-floor living with an open-plan space and a hot tub in the front garden. St Andrews 8.8 miles. (Ref. 1174215)

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

7 nights from £658

See more details
A stone house with a snow-covered roof and ground at Knightsward Farm Lochty near Anstruther
38
Lochty near Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

This characterful, two-bedroom cottage rests near Anstruther, Fife in Scotland. Woodburning stove. Off-road parking. Pet-friendly. St Andrews 7.9 miles; Cupar 10.7 miles; Edinburgh 48.4 miles. (Ref. 1045273)

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

7 nights from £1104

See more details
A stone cottage with green door and windows surrounded by grass and trees with outdoor table and chairs in front at Middle Cottage - Tarvit in Cupar Fife
30
Cupar, Fife, Fife, KY15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    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)

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

7 nights from £634

Last booked 8 hours ago
See more details
A living room with a plaid sofa and wooden coffee table near a fireplace at Invermay in Pittenweem
28
Pittenweem, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A wonderful duplex apartment resting on the seafront in Pittenweem, Fife. Woodburning stoves. Ideal for couples. Sea views. Anstruther 1.6 miles; St Andrews 10.8 miles. (Ref. 1064091)

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

7 nights from £792

See more details
A living room with floral wallpaper a fireplace a TV armchairs and a coffee table at Wonderland Cottage in Newburgh Fife
34
Newburgh, Fife, Fife, KY14
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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
  • Off-road parking
  • Washing machine

7 nights from £411

See more details
An outdoor patio with seating and potted plants outside a building with white walls and black window frames at Fishers Rest in Anstruther
32
Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    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 £1058

See more details
The exterior of a single-story house with a tiled roof grass along the front and a gravel driveway at Rhum Cottage Peat Inn near St Andrews
Offer
17
Peat Inn near St Andrews, Fife, KY15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    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

  • 5% off - Fri 4th Jul to 10th Jul 2025

  • 10% off - Fri 11th Jul to 31st Jul 2025

7 nights from £476

See more details
A front garden with bushes and grass in front of a brick house at 48 Edenbank Road in Cupar Fife
25
Cupar, Fife, Fife, KY15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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 £406

Last booked yesterday
See more details
An entrance area with a door and window at 6A Pitlethie Steading Leuchars
New property
38
Leuchars, St Andrews, Fife, KY16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    Sykes Rating

6A Pitlethie Steading, a delightful cottage in Leuchars, Fife, boasting a Smart TV, off-road parking for 2 cars and stunning views from the bedrooms. St Andrews 6.3 miles, Cuper 7.8 miles, Dundee 8.4 miles. (Ref. 1092776)

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

7 nights from £428

See more details
A stone house with multiple windows and dormer at West Deyne in Broughty Ferry
26
Broughty Ferry, Dundee City, DD5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A superb two-bedroom ground-floor apartment resting in Broughty Ferry, Scotland. Close to amenities. Ground-floor living. Near a beach. Monifieth 2.9 miles; Dundee 3.9 miles; Carnoustie 7.9 miles. (Ref. 1087563)

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

7 nights from £810

See more details
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
30
Cupar, Fife, Fife, KY15
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    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 £537

See more details
A living room with a leather sofa red armchair bookshelf and framed pictures on the wall at The Kate Kennedy Apartment in St Andrews
17
St Andrews, Fife, KY16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

An excellent ground floor apartment in the centre of St Andrews. Ideal for beach and golf holidays. WiFi. Off road parking. Great touring base. Dundee 13 miles. (Ref. 940959)

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

7 nights from £577

See more details
Exterior view of a white pebble dash bungalow with black door and windows flower pots and outdoor seating at Seascape in Kinghorn
20
Kinghorn, Fife, KY3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    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
  • Washing machine

7 nights from £631

See more details
Stone cottages with tiled roofs and a mossy stone wall in front surrounded by trees at 16 Westgate South in Crail
17
Crail, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    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 £456

See more details
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.