October Holiday Cottages

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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.

October Holiday Cottages

REFINE SEARCH

Your UK & Ireland search returned 19,944 cottages

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Map View
A brick detached house with tiled roof driveway and windows at Spire Haven in Chesterfield
SAVE £21
30
Chesterfield, Derbyshire, S40
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stylish, detached holiday home resting in Chesterfield, Derbyshire. Enclosed garden. Close to amenities. Family-friendly. Matlock 10 miles; Chatsworth 10 miles; Bakewell 13 miles. (Ref. 1087361)

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

Fri 30th Oct
for 7 nights was £722 £701

Secure your holiday with a 30% deposit* See more details
A brick house with a garage and a conservatory surrounded by trees and bushes at Court Farm in Neen Sollars near Cleobury Mortimer
34
Neen Sollars near Cleobury Mortimer, Shropshire, DY14
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This charming chalet-style cottage rests in the village of Neen Sollars, in Shropshire. Games room. Woodburning stove. Tenbury Wells 6.1 miles; Kidderminster 13.3 miles. (Ref. 1010755)

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

Fri 9th Oct
for 7 nights £555

Secure your holiday with a 30% deposit*
Last booked yesterday
See more details
A brick house with a tiled roof and a patio with outdoor seating overlooking a lawn at 85A Braybrooke Road in Desborough
SAVE £30
49
Desborough, Northamptonshire, NN14
  • Sleeps12
  • Bedrooms6
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

85A Braybrooke Road is a stylish, detached holiday home resting in the town of Desborough, Northamptonshire, with a hot tub, a Smart TV, and a sauna. Rushton 3 miles; Kettering 7.1 miles; Northampton 18.4 miles. (Ref. 1165047)

  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

Fri 30th Oct
for 7 nights was £2087 £2057

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Exterior view of a stone house with blue cladding and large windows at Bos Lowen Paul near Mousehole
28
Paul near Mousehole, Cornwall, TR19
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A superb reverse-level dwelling, in an idyllic area of the coast of Cornwall. Open-plan living with woodburning stove. Pet-friendly. In easy reach of beaches. Mousehole 0.6 miles; Penzance 2.8 miles. (Ref. 1026901)

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

Fri 2nd Oct
for 7 nights £601

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A white front door with textured glass and a golden handle on a stone wall at Rose Cottage in Grassington
13
Grassington, Yorkshire Dales, BD23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautifully renovated semi-detached cottage set in the heart of Grassington in North Yorkshire. Upside down living. Open plan. Exposed beams and stone. Skipton 9 miles. (Ref. 960885)

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

Fri 30th Oct
for 7 nights £682

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A stone exterior of a terraced house with a gray door and a bay window at 5 Hamilton Terrace in Pateley Bridge
34
Pateley Bridge, Yorkshire Dales - North, HG3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

5 Hamilton Terrace is a quaint mid-terrace sitting at the top of the lovely village of Pateley Bridge, Yorkshire, with a woodburning stove and parking. Grassington 10.6 miles; Ripon 11.8 miles; Harrogate 14.4 miles. (Ref. 1162832)

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

  • 5% off - Fri 16th Jan to 24th Jan 2026

Fri 30th Oct
for 7 nights £510

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A beige building with green doors and a grassy yard with tall trees and a partly cloudy sky in the background at West Lodge in Rockbourne
SAVE £40
33
Rockbourne, Hampshire, SP6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Very attractive and unusual property in beautiful countryside and superb pub nearby too. Convenient for Salisbury - a proper country bolt hole! (Ref. 988967)

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

Fri 23rd Oct
for 7 nights was £624 £584

Secure your holiday with a 30% deposit*
Last booked 2 days ago
See more details
A wooden gate in front of a door and window on a brown wooden building with a welcome sign and greenery nearby at Stag Lodge Holiday Retreat Whitby
SAVE £17
36

Holiday Park

Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Stag Lodge, a wonderful holiday lodge resting in the coastal town of Whitby, North Yorkshire. Single-storey. Electric fire. Hot tub. Short drive to beach. Robin Hood's Bay 6.3 miles; Scarborough 19.8 miles; Pickering 19.1 miles; Guisborough 19.7 miles. (Ref. 1157582)

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

Fri 9th Oct
for 7 nights was £919 £902

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A small balcony with two wicker chairs a round table with a bottle and two glasses overlooking a harbor and buildings at Mariners Rest in Whitby
SAVE £16
19
Whitby, North Yorkshire, YO21
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Fabulous modern cottage in quiet area of Whitby. Immaculately-presented, spacious, well-equipped accommodation. Sunny rear patio with steam trains passing by! Off road parking for 2 cars. All amenities 5 mins walk. (Ref. 905138)

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

Fri 9th Oct
for 7 nights was £863 £847

Secure your holiday with a 30% deposit*
Last booked yesterday
See more details
An outdoor patio area with a glass table and four chairs under a black umbrella next to a house with potted plants and a small shed at Jakanori in Staveley
SAVE £15
35
Staveley, Lake District, LA8
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Charming cottage in the vibrant village of Staveley. Within 5 minutes walk to local amenities. Pet-friendly, enclosed courtyard and WIFI. Windermere 5 miles. (Ref. 956372)

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

Fri 30th Oct
for 7 nights was £516 £501

Secure your holiday with a 30% deposit*
Last booked 2 days ago
See more details
A blue single-story house with white trim and a concrete driveway at Smallcroft in Seasalter
SAVE £13
27
Seasalter, Kent, CT5
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A detached bungalow situated in the village of Seasalter, Kent. All ground floor. Patio areas with furniture. Whitstable 2 miles; Herne Bay 6 miles. (Ref. 930347)

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

Fri 30th Oct
for 7 nights was £462 £449

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An outdoor wooden deck with a table and six chairs in front of a wooden cabin at The Green Monkey in North Hykeham
Offer
38
North Hykeham, Lincolnshire, LN6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The Green Monkey is a lovely, single-story lodge located in the small town of North Hykeham in Lincolnshire with an indulgent private hot tub for guests. Lincoln 6.1 miles; Newark-on-Trent 17.1 miles. (Ref. 1172112)

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

Fri 30th Oct
for 7 nights was £656 £647

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A brick and stucco exterior house with tiled roof and gravel yard at Shepherd's Cottage in Claythorpe near Alford
SAVE £10
21
Claythorpe near Alford, Lincolnshire, LN13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A lovely detached cottage surrounded by rural farmland in the quaint village of Claythorpe near Alford, Lincolnshire. Woodburning stove. Underfloor heating. Rural retreat. Mablethorpe 8 miles; Louth 10 miles; Skegness 16.5 miles. (Ref. 1043408)

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

Fri 9th Oct
for 7 nights was £566 £556

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A living room with sofas a wall-mounted TV fireplace and a view of boats through glass doors at 2 Sails in Dartmouth
25
Dartmouth, Devon, TQ6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

An attractive first-floor apartment lying at the heart of Dartmouth, in the South Hams district of Devon. Outstanding views. Stylish interiors. Designated secure parking. Brixham 5.1 miles; Totnes 12.2 miles; Salcombe 18.7 miles. (Ref. 1057623)

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

Sat 10th Oct
for 7 nights £981

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A single-story house with a tiled roof and large paved driveway in front surrounded by leafless trees at The Hemploe in Sutton-On-Sea
38
Sutton-On-Sea, Lincolnshire, LN12
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A spacious, dormer bungalow resting in Sutton on Sea, just a short walk from the beach. Enclosed garden. Pet-friendly. Ample off-road parking. Mablethorpe 2.1 miles; Ingoldmells 11 miles. (Ref. 1053149)

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

Sat 10th Oct
for 7 nights £598

Secure your holiday with a 30% deposit*
Last booked yesterday
See more details
A driveway leading to a white semi detached house with a garage and skylights at Bay View in Benllech
SAVE £26
37
Benllech, Ynys Môn / Isle of Anglesey, LL74
  • Sleeps9
  • Bedrooms5
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Superb detached cottage with modern styling, en-suite facilities, and amenities within two minutes’ walk. Ground floor bedrooms and shower room. Garden. Parking. Wifi. Sea views. Perfect base for families. Red Wharf Bay 1.5 miles. (Ref. 961953)

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

Fri 30th Oct
for 7 nights was £928 £902

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An outdoor patio area with a gravel floor metal chairs and table plants on either side of a brick house at The Old Dairy in Church Stretton
SAVE £12
23
Church Stretton, Shropshire, SY5
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Ground floor character barn conversion in village of Stapleton, 7 miles from Church Stretton. Woodburner, exposed beams & original features throughout. Shrewsbury 6 miles. (Ref. 1034)

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

Sat 10th Oct
for 7 nights was £449 £437

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An outdoor patio area with green metal table and chairs in front of a stone house with a green door and windows at Clematis Cottage Baslow near Chatsworth House
19
Baslow near Chatsworth House, Peak District, DE45
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A lovely, detached Baslow cottage with original features and character charm. A cosy, welcoming Baslow cottage close to the Chatsworth Estate, beautiful walks and nearby Bakewell. (Ref. 4126)

  • Wi-fi
  • Washing machine
  • Baby-friendly

Sat 26th Sep
for 7 nights £576

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A wooden lodge with glass balcony and green plants in a grassy yard at Enia Lodge 2 Llanelidan near Corwen
Offer
28
Llanelidan near Corwen, Denbighshire, LL15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Enia (Lodge 2) is a contemporary, single-storey lodge with a hot tub, set on a lovely working sheep farm in Llanelidan near Corwen, Denbighshire. Llangollen 11 miles; Bala 14.7 miles; Ruthin 7.8 miles; Betws-y-Coed 25.1 miles. (Ref. 1159329)

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

Fri 30th Oct
for 7 nights was £653 £644

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A stone house near a road signpost and hedges at Home Farm House in Penrith
SAVE £46
51
Penrith, Lake District, CA11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

An extraordinary find in the fabulous farming country of North Lakeland, Home Farm House combines an idyllic location and the rustic charms of an authentic picture-book period residence (Ref. 1041463)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Washing machine
  • Baby-friendly

Fri 30th Oct
for 7 nights was £1108 £1062

Secure your holiday with a 30% deposit* See more details
Map View

Please find a selection of holiday cottages that are available to rent during the month of October.

To check availability for a particular date in October or to narrow your search down to a certain location, please use the menus to your left. Or, if you're looking for something a bit later on in the year, then we'd highly recommend taking a look at these cottages for September as well.