October Holiday Cottages

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October Holiday Cottages

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Your UK & Ireland search returned 16,662 cottages

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How reviews work

A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A house with a garden at Havendale in Chesterfield
Offer
1 of 36
5
Chesterfield, Derbyshire, S40
  • Sleeps5
  • Bedrooms4
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Havendale is a stunning single-storey holiday home in Chesterfield, Derbyshire, boasting accessible features, a woodburning stove, and an enclosed garden. Matlock 9.5 miles; Chatsworth 10.7 miles; Bakewell 13 miles. (Ref. 1167060)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

Fri 16th Oct
for 7 nights was £1264 From £1260

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A stone building with arched windows and a staircase with a railing on a grassy hill at Bishops Retreat in Ventnor
Offer
1 of 44
5
Ventnor, Isle of Wight, PO38
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 5% off - Sun 31st May 2026 to 1st Jan 2027

Sun 4th Oct
for 7 nights From £681

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Exterior of a stone house with a white door and two windows with potted plants outside at 1 Town Head in Longnor
1 of 23
5
Longnor, Peak District, SK17
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

This romantic holiday cottage can be found in the charming village of Longnor in Staffordshire. Peak District National Park. Pet-friendly. Multi-fuel stove. Buxton 6.8 miles; Bakewell 9.3 miles; Stoke-on-Trent 21.9 miles (Ref. 1058320)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine

Fri 16th Oct
for 7 nights From £570

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A house with a patio area and a wooden gazebo on a lawn at Royal Oak House in Motcombe
SAVE £411
1 of 80
5
Motcombe, Dorset, SP7
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Royal Oak House is a striking detached house with a heated swimming pool, barbecue, and 2-acre garden, located in the village of Motcombe in Dorset. Shaftesbury 3.3 miles; Stonehenge 22.9 miles; Salisbury 23.5 miles. (Ref. 1060629)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Washing machine
  • Games room

Fri 25th Sep
for 7 nights was £2867 From £2456

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An entrance to a ground floor flat with open door potted plants and a tiled patio at Sunset Sands in Deganwy
1 of 30
5
Deganwy, Conwy, LL31
  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    4.5★

    Outstanding

  • Sykes rating

This ground floor apartment is located in Deganwy, North Wales. WiFi. Pet-friendly. Llandudno 1.9 miles; Conwy 2.4 miles; Betws-y-Coed 17.2 miles. (Ref. 1011988)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV

Mon 12th Oct
for 7 nights From £1040

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A wooden curved cabin with green framed round doors and a picnic table on gravel at Pendragon Pod in Axminster
SAVE £14
1 of 15
5
Axminster, Devon, EX13
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Pendragon Pod is a wonderful, one-bedroom holiday retreat resting on the outskirts of Axminster, Devon. Near an AONB. Off-road parking. Pet-friendly. Lyme Regis 7.7 miles; Seaton 9.6 miles; Honiton 12.3 miles. (Ref. 1131508)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom

Sat 24th Oct
for 7 nights was £486 From £472

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A house with a red roof and large windows at The Stall near Kealkill, County Cork
1 of 21
5
Bantry, County Cork, P75 E
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

The Stall is an enchanting, pet-friendly property near Kealkill, County Cork, boasting open-plan living, an electric fire, and stunning countryside views. Bantry 5.2 miles. (Ref. 1173254)

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

Fri 25th Sep
for 7 nights From £661

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A living room with a sofa and armchair at The Mayflower in Plymouth
SAVE £16
1 of 14
5
Plymouth, Devon, PL1
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

  • Sykes rating

The Mayflower Suite is a stylish two‑storey maisonette in a converted warehouse in Plymouth, featuring a private terrace and en‑suite master bedroom. Tamar Bridge 10 miles; Dartmoor 10 miles; Torbay 34.1 miles. (Ref. 1197761)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine

Sat 3rd Oct
for 7 nights was £630 From £614

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A wooden house with steps and a chair in front at Y Nyth in
SAVE £217
1 of 32
5
Cowbridge, Vale of Glamorgan, CF71
  • Sleeps4
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

Y Nyth is a lovingly-crafted shepherd’s hut near Cowbridge in Glamorgan, featuring a stylish open-plan design, parking and stunning countryside vistas. Southerndown 9.3 miles; Barry 11.5 miles; Cardiff 15.2 miles. (Ref. 1190896)

    Fri 30th Oct
    for 7 nights was £846 From £629

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    A mobile home with a surrounding deck and fenced gravel area with picnic table and barbecue on grass at Trewan Lodge in Bryngwran near Rhosneigr
    SAVE £63
    1 of 34
    5
    Bryngwran near Rhosneigr, Anglesey, LL65
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      5.0★

      Perfect

    • Sykes rating

    This delightful, detached lodge rests in Bryngwran near Rhosneigr, Anglesey. WiFi. Off-road parking. Gardens. Dog-friendly. Family-friendly. Near railway station. Holyhead 10.9 miles; Llangefni 11.2 miles; Trearddur Bay 11.4 miles. (Ref. 1096026)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom

    Sat 26th Sep
    for 7 nights was £872 From £809

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    A wooden cabin with a door and railing features at an outdoor location
    SAVE £29
    1 of 25
    5
    Laurencekirk, Aberdeenshire, AB30
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Sykes rating

    Bonnie Wee Neuk is a charming holiday cabin resting near Aberdeen in Scotland boasting a peaceful rural location, patio with fire pit and free parking. Edzell 9 miles; Aberdeen 30 miles; Dundee 36 miles. (Ref. 1190886)

    • Wi-fi
    • Off-road parking

    Sat 26th Sep
    for 7 nights was £610 From £581

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    An outdoor view of a stone building with a patio at Orcaber Farm Retreat in Lancaster
    1 of 26
    5
    Austwick, North Yorkshire, LA2
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      5.0★

      Perfect

    • Sykes rating

    Orcaber Farm Retreat, a charming stone-built cottage on the outskirts of Austwick in North Yorkshire boasts a woodburning stove and nearby amenities. Settle 5.3 miles; Ingleton 6.4 miles; Skipton 20.3 miles. (Ref. 1199055)

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

    Fri 23rd Oct
    for 7 nights From £650

    Last booked 9 hours ago
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    The front entrance of a yellow house with hanging flower baskets and an alpaca wearing a blue harness at Saddlers Cottage Berllandeg Farm Clunderwen near Narberth
    1 of 35
    5
    Clunderwen near Narberth, Pembrokeshire, SA66
    • Sleeps4
    • Bedrooms3
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Sykes rating

    This high-quality detached Clunderwen cottage resides on a working fibre farm. Chance to see animals and poultry close at hand. Excellent walking/cycling from the doorstep. Narberth 6 miles. (Ref. 5396)

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

    Fri 16th Oct
    for 7 nights From £503

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    Bluebell Shepherd’s Hut - 1193968 - photo 1
    SAVE £251
    1 of 22
    5
    Bryngwran, Ynys Môn / Isle of Anglesey, LL61
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Sykes rating

    Bluebell Shepherd’s Hut is a delightful rural retreat on Anglesey, pet-friendly, featuring a cosy double bed, private wood-fired hot tub, and stunning Snowdon views. (Ref. 1193968)

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

    Thu 15th Oct
    for 7 nights was £958 From £707

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    A chalet with gravel driveway and surrounding trees at Kilninver Chalet in
    SAVE £221
    1 of 19
    5
    Inverness, Highland, IV5
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Sykes rating

    Kilninver Chalet is an impressive holiday chalet resting near Beauly and Inverness, Scotland boasting extensive views and a well-presented interior. North Kessock 12.7 miles; Dores 17.5 miles; Tomatin 26.3 miles. (Ref. 1190859)

    • Ground floor bedroom
    • Washing machine

    Wed 7th Oct
    for 7 nights was £843 From £622

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    A two story house with an adjacent small building on a grassy lawn under a partly cloudy sky at Trewen in Botwnnog near Sarn Meyllteyrn
    SAVE £181
    1 of 38
    5
    Botwnnog near Sarn Meyllteyrn, Penrhyn Llyn (Llyn Peninsula), LL53
    • Sleeps12
    • Bedrooms5
    • Pet FriendlyYes

      5.0★

      Perfect

    • Sykes rating

    A grand five-bedroom holiday home, resting in Botwnnog near Sarn Meyllteyrn, in Gwynedd. Bedrooms with en-suites. Woodburning stove. Contemporary. Original features. Smart TV. Abersoch 4.3 miles; Pwllheli 8.6 miles. (Ref. 1024758)

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

    Sat 26th Sep
    for 7 nights was £1309 From £1128

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    A garden with a building and seating at Groves Hall Garden Apartment Whitby
    SAVE £43
    1 of 20
    5
    Whitby, North York Moors National Park, YO21
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Sykes rating

    Groves Hall Garden Apartment Whitby in North Yorkshire is a delightful apartment for two with period interiors, free parking set in beautiful grounds. Robin Hood's Bay 8.3 miles, Scarborough 19.4 miles, York 43.3 miles. (Ref. 1199050)

    • Wi-fi
    • Off-road parking

    Sun 27th Sep
    for 7 nights was £891 From £848

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    Flat 2A - 1190910 - photo 1
    SAVE £231
    1 of 33
    5
    Southport, Merseyside, PR8
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Sykes rating

    Flat 2A is a welcoming apartment resting in Southport, Merseyside, boasting free parking, WiFi, a private courtyard, and proximity to local amenities. Ainsdale 4 miles; Ormskirk 8 miles; Formby 8.5 miles. (Ref. 1190910)

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

    Sun 4th Oct
    for 7 nights was £880 From £649

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    A living room with a sofa and armchair at 20 Main Street in Heysham
    SAVE £49
    1 of 19
    5
    Heysham, Lancashire, LA3
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyNo

    • Sykes rating

    20 Main Street is an attractive period cottage in Heysham, Lancashire, allows pets and offers parking, proximity to amenities and front and rear gardens. Morecambe 2.8 miles; Lancaster 6.1 miles. (Ref. 1190906)

    • Wi-fi
    • Washing machine

    Tue 27th Oct
    for 7 nights was £994 From £945

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    A stone house with illuminated windows and lights on plants at The Brew House near Harrogate
    1 of 22
    5
    near Harrogate, North Yorkshire, HG3
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Sykes rating

    The Brew House is a stunning abode perched on the outskirts of Harrogate in North Yorkshire, featuring ground-floor living, a hot tub, and welcomes a pet. Skipton 22.7 miles; York 25.2 miles. (Ref. 1165748)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric vehicle charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    Fri 2nd Oct
    for 7 nights From £2468

    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.