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Fife Cottage Holidays

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Your Fife search returned 48 cottages

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A single-story house with white walls and a stone roof surrounded by grass and shrubs at East Cottage - Tarvit in Cupar Fife
36
Cupar, Fife, Fife, KY15
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • 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)

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

  • 10% off - Fri 16th Jan to 28th Mar 2026


for 7 nights £583

Last booked yesterday
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A single-story house with four windows a wooden door gravel driveway and surrounding plants at Hedgehogs Cottage in Glenrothes
24
Glenrothes, Fife, KY6
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Hedgehogs Cottage is a semi-detached holiday home resting in the seaside town of Glenrothes in Fife with a pet-friendly policy and toasty woodburing stove. Kirkcaldy 7.1 miles; Perth 24.1 miles (Ref. 1152873)

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


for 7 nights £441

Last booked 2 days ago
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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
17
Peat Inn near St Andrews, Fife, KY15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    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


for 7 nights £440

Last booked 2 days ago
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A house with a table and bench outside at The Barn, Lower Lodge in Cupar
20
Cupar, Fife, Fife, KY15
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The Barn, Lower Lodge, is a stunning single-storey cottage nestled near Cupar in Fife, boasting an open-plan layout, serene countryside views and a Smart TV. St Andrews 11.9 miles. (Ref. 1178000)

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


for 7 nights £422

Last booked 2 days ago
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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★

    Good

  • 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


for 7 nights £451

Last booked yesterday
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A living room with a brown recliner chair a gray sofa a glass coffee table and double doors to a garden at 101a Pettycur Road in Kinghorn
31
Heacham, Fife, KY3
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

101a Pettycur Road is a lovely, pet-friendly, ground-floor apartment resting in the seaside town of Kinghorn in Fife with sea views and a woodburning stove. Kirkcaldy 4.5 miles; Dunfermline 14.2 miles; Edinburgh 24.5 miles. (Ref. 1160366)

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


for 7 nights £401

Last booked yesterday
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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

  • Tourist Board 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 £1057

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Stone house with front door and windows driveway and grass lawn with church in background at Castle Cliff in Cellardyke near Anstruther
37
Cellardyke near Anstruther, Fife, KY10
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.2★

    Good

  • Sykes rating

Charming semi-detached pet-friendly cottage near Anstruther, in Cellardyke on Fife's beautiful East Neuk coast. Period features. Open fire. Large garden. Coastal walks. Boat trips. Ideal for golfers. St Andrews 10 miles. (Ref. 25277)

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


for 7 nights £692

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A balcony with chairs and table overlooking water and bridge at Lazy Bulldog in
21
Newport-On-Tay, Fife, DD6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Lazy Bulldog is a charming first-floor apartment resting in the town of Newport-On-Tay, Fife, boasting stunning panoramic river views from the balcony. St Andrews 11.6 miles; Carnoustie 14.9 miles; Perth 24.1 miles. (Ref. 1177392)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £422

Last booked yesterday
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A sitting area with a sofa red pillows and a lamp next to a wooden door at The Hayshed in Cupar Fife
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


for 7 nights £794

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A building facade with windows and a bench at Maimie’s Harbourview in Anstruther
24
Pittenweem near Anstruther, Fife, KY10
  • Sleeps8
  • Bedrooms4
  • PetsYes

  • Sykes rating

Maimie’s Harbourview is a semi-detached cottage based in the fishing village of Pittenweem, Scotland, with an enclosed garden and roadside parking. Anstruther 1.5 mile; St Andrews 10.9 miles. (Ref. 1194094)

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


for 7 nights £635

Last booked yesterday
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A view of a harbor with boats and buildings at Hay Loft in Anstruther
18
Pittenweem near Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms1
  • PetsNo

  • Sykes rating

Hay Loft is a charming first-floor, two-storey apartment in Pittenweem, Fife, overlooking the harbour, featuring open-plan living and a shared garden. St Andrews 10.8 miles; Cupar 16.1 miles; Edinburgh 48.8 miles. (Ref. 1194092)

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


for 7 nights £398

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A harbor with boats and buildings at Flour Loft in Anstruther
20
Pittenweem, Fife, KY10
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Flourloft is a charming duplex apartment near the harbour in the village of Pittenweem in Fife, boasts a Smart TV and nearby amenities and attractions. Anstruther 1.5 miles; St Andrews 10.9 miles. (Ref. 1194091)

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


for 7 nights £416

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A bedroom with a bed and bedside tables at the property
34
Leven, Fife, KY8
  • Sleeps12
  • Bedrooms5
  • PetsYes

  • Sykes rating

(Ref. 1190852)

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


for 7 nights £2745

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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

(Ref. 1190867)

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


for 7 nights £1021

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A beach with houses in the background at Beach Haven 116 Leven
38
Leven, Fife, KY8
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Beach Haven 116 is a stunning, pet-friendly seafront property resting in Leven in Fife boasting impressive sea views, spacious interiors and free parking. Glenrothes 9.8 miles; St Andrews 11.7 miles; Edinburgh 39.5 miles; Stirling 44.5 miles. (Ref. 1193715)

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


for 7 nights £1354

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A door with number 18 and a nameplate 'The Loft' at the property
29
Anstruther, Perthshire, Angus & Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

(Ref. 1190857)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £1228

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A house with garbage bins and a pathway near a street
24
Anstruther, Fife, KY10
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

(Ref. 1190855)

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


for 7 nights £903

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22 Fraser Avenue - 1190916 - photo 1
32
St Andrews, Fife, KY16
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

(Ref. 1190916)

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


for 7 nights £1206

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An outdoor area with a door and flower decoration at 14 Largo Road in Leven
28
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 £950

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