October Holiday Cottages

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October Holiday Cottages

Your UK & Ireland search returned 16,768 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 living room with a sofa and coffee table at Stunning 2-Bed House in Macclesfield Cheshire
SAVE £51
18
Macclesfield, Cheshire, SK11
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Stunning 2-Bed House in Macclesfield Cheshire is a well-presented house in Macclesfield, Cheshire, with a fire, enclosed courtyard and Smart TVs. Alderley Edge 6.6 miles, Buxton 9.9 miles, Manchester 18.6 miles. (Ref. 1201341)

  • Wi-fi
  • Washing machine

Sun 27th Sep
for 7 nights was £1065 From £1014

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A cottage exterior with outdoor furniture and plants at The Paw Barn in Scrane End near Boston
Offer
26
Scrane End near Boston, Lincolnshire, PE22
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Annexe is a beautiful annex located near a beach in Scrane End, Lincolnshire, boasting a woodburning stove, open-plan living space, and off-road parking. Skegness 21.2 miles; Horncastle 22.4 miles; Lincoln 40.5 miles. (Ref. 1179317)

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

Fri 30th Oct
for 7 nights was £461 From £459

Last booked yesterday
See more details
A large house with a garden and green slide in the yard at Nairn in Braunton
69
Braunton, Devon, EX33
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Excellent detached house in Braunton. Six bedrooms. En-suite bathrooms. Hot Tub. WiFi. Large garden. Children's play equipment. Beach 4 miles. Village 15 min walk. (Ref. 960056)

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

Fri 30th Oct
for 7 nights From £2155

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A house with a garden at Havendale in Chesterfield
Offer
36
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 white house with a red door and detached garage on a gravel driveway with green lawn and trees at Yew Tree House Enniscorthy County Wexford
21
Enniscorthy, County Wexford, Y21 R
  • Sleeps7
  • Bedrooms4
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A beautiful farmhouse resting in Ballinure, County Wexford. Woodburning stove. Large garden. Pet-friendly. Wexford 18.8 miles; Waterford 36.2 miles. (Ref. 1107088)

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

Sat 17th Oct
for 7 nights From £795

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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
44
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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A house with a red fence and a pathway at 15 New Shawbost in Shawbost
SAVE £75
33
Shawbost, Western Isles, HS2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

  • Sykes rating

15 New Shawbost, a delightful pet-friendly house resting in Shawbost on the Isle of Lewis, boasts a woodburning stove, beach proximity and mountain views. Carloway 5.8 miles; Barvas 7.8 miles; Stornoway 18.8 miles. (Ref. 1196102)

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

Sat 10th Oct
for 7 nights was £1088 From £1013

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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
23
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

Last booked 2 days ago
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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
80
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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A wooden house with steps and a chair in front at Y Nyth in
SAVE £217
32
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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    An outdoor deck with black patio furniture and potted plants next to a white building at Burlees Nest in Brigham near Great Broughton Cockermouth
    SAVE £16
    17

    Holiday Park

    Brigham near Great Broughton, Cockermouth, Cumbria, CA13
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Sykes rating

    This attractive, single-storey lodge rests in Brigham, Cumbria. Off-road parking. Ground-floor living. Open-plan. Cockermouth 2.5 miles; Workington 5.7 miles; Keswick 15.7 miles (Ref. 1080076)

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

    Sat 3rd Oct
    for 7 nights was £492 From £476

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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
    15
    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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    An outdoor area with a raised wooden deck and stairs leading to a building surrounded by gravel at The Lookout in Perranwell near Goonhavern
    15
    Perranwell near Goonhavern, Cornwall, TR4
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Sykes rating

    The Lookout is a delightful and romantic first-floor apartment with an enclosed garden and private balcony resting in the village of Perranwell, Cornwall. Perranporth 3.1 miles; Newquay 7.3 miles; Truro 7.5 miles. (Ref. 1173475)

    • Wi-fi
    • Off-road parking
    • Electric vehicle charging
    • Dishwasher
    • Washing machine

    Sat 3rd Oct
    for 7 nights From £655

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    A house with a red roof and large windows at The Stall near Kealkill, County Cork
    21
    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 wooden cabin with a door and railing features at an outdoor location
    SAVE £29
    25
    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
    26
    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

    See more details
    A living room with a sofa and armchair at The Mayflower in Plymouth
    SAVE £16
    14
    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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    Bluebell Shepherd’s Hut - 1193968 - photo 1
    SAVE £251
    22
    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
    19
    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 garden with a building and seating at Groves Hall Garden Apartment Whitby
    SAVE £43
    20
    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

    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.