Cottages for October Half Term Holidays

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27.10.2026 - 5 nights X
142 rental properties match your search for Cottages for October Half Term

The following properties are showing availability for your chosen dates but have not supplied full pricing information:

Online Booking Available
Viewed 40 times recently.

The Fishing Lodge,

Sydling St Nicholas, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Idyllic 2 bedroom hideaway set by Sydling Brook and Langford Lake within Dorset's Area of Outstanding Natural Beauty, relax and unwind in this tranquil setting or enjoy fishing on site.

ground floor bedroom lake views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifigardenfireplaceBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £800
Next available: 04 Feb - 7 nights
book online online booking
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Online Booking Available
Viewed 36 times recently.

Tweed Hideaway,

Kelso, Borders, Scotland
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

High quality 2 bedroom holiday lodge in the Scottish Borders, with superb countryside views to the Eden and Tweed valley, warm bubbly outdoor private hot tub and access to tennis court on the farm, just 3 miles from Kelso.

ground floor bedroom river views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor private hot tubtennis courtfree Wifigardenwood burning stoveBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £980
Next available: 05 Feb - 7 nights
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Family-Friendly
Viewed 27 times recently.

Agricola House,

Wirksworth, Derbyshire, England
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Award winning, stylish 7 bedroom, 5 bathroom holiday house with cinema room, games console for fun times and relaxing wellness sauna, set in Wirksworth, close to the Peak District National Park.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomsaunafree Wifienclosed gardenBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £4395
Next available: 04 Feb - 7 nights
Online Booking Available
Viewed 50 times recently.

The Haven - Luxury Sheltered Hot Tub & Games Room,

Two Dales, Derbyshire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

No pets 5 bedroom holiday home in a tranquil village setting near Bakewell and the Peak District National Park, with the added luxury of a bubbly outdoor hot tub and games room.

ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifienclosed gardenBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £2200
Next available: 09 Feb - 7 nights
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Family-Friendly
Viewed 17 times recently.

Dolwen,

Rhayader, Powys, Wales
sleeps  7 sleeps 7
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Get away for a relaxing break to this family-friendly country cottage set in the beautiful Elan Valley close to Rhayader and the River Wye.

5 (1 reviews)
ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenfireplaceParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £690

Beggars Barn,

Shutford, Oxfordshire, England
sleeps  30 sleeps 30
10 bedrooms 10 bedrooms
10 bathrooms 10 bathrooms
no dogs allowed No pets
family friendly family friendly

Luxurious self-catering near the English Cotswolds, to sleep from 4 to 30 people across 3 properties (main house, annexe and 2 bedroom summer house), with access to a BBQ lodge, plus excellent onsite leisure facilities (outdoor swimming pool (in season), games room facilities and outdoor table tennis).

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessoutdoor poolfree Wifigardenwood burning stoveBBQfirepitParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £8000
Next available: 04 Feb - 7 nights
Family-Friendly
Viewed 31 times recently.

The Cottage at Great East Standen Manor,

Arreton, Isle of Wight, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Pretty thatched country cottage with ample character and own garden where you can soak up the naturally beautiful surroundings and listen to birdsong, a delightful rural retreat.

5 (2 reviews)
ensuite bedroom(s) near beach
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £525
Next available: 27 Jun - 7 nights

The Anchor,

Lydbrook, Gloucestershire, England
sleeps  20 sleeps 20
7 bedrooms 7 bedrooms
7 bathrooms 7 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Looking to rent a large holiday house in the Wye Valley? This 7/8 bedroom property in the Forest of Dean with its capacity to sleep up to 22 people, its pet-friendly policy, games room with table tennis, table football and pool table plus inviting warm bubbly private hot tub could be perfect for your group getaway.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifienclosed gardenwood burning stoveBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £4250
Next available: 09 Feb - 4 nights
Online Booking Available
Viewed 21 times recently.

Monnow Valley Studio,

Rockfield, Monmouthshire, Wales
sleeps  24 sleeps 24
11 bedrooms 11 bedrooms
10 bathrooms 10 bathrooms
no dogs allowed No pets
family friendly family friendly

Fascinating 11 bedroom holiday house, once a recording studio and visited by A-listers, now a big group holiday house with superb riverside location, party room, games room and warm bubbly outdoor hot tub, this is a house fit for stars.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifigardenwood burning stoveBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £5850
Next available: 04 Feb - 7 nights
book online online booking
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Online Booking Available
Viewed 22 times recently.

Gardeners Cottage,

Rothbury, Northumberland, England
sleeps  7 sleeps 7
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

High quality 3 bedroom 2 bathroom barn conversion with country views, close to Northumberland National Park and half an hour’s drive from the Northumbrian coast, pet-friendly and with an enclosed garden.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchentennis courtfree Wifienclosed gardenwood burning stoveBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £660
Next available: 04 Feb - 7 nights
book online online booking
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Family-Friendly
Viewed 34 times recently.

Old Guadaloupe Cottage,

Melton Mowbray, Leicestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Fabulous romantic cottage, 4 star rated with its own secluded private hot tub, spoil the one you love on a special break to remember.

ground floor bedroom rural views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifienclosed gardenBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £480
Next available: 04 Feb - 7 nights

High Cloud,

Monmouth, Monmouthshire, Wales
sleeps  24 sleeps 24
10 bedrooms 10 bedrooms
7 bathrooms 7 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Experience something special at High Cloud with stunning panoramic views of the Welsh countryside, an outdoor swimming pool, a private hot tub, a games room and a location close to Sugarloaf Mountain plus accommodation for up to 24 people, ideal for large groups and big families.

5 (1 reviews)
countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessoutdoor heated poolfree WifigardenBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £4500
Next available: 09 Feb - 7 nights
Family-Friendly
Viewed 39 times recently.

Billys Bothy,

Ashbourne, Derbyshire, England
sleeps  16 sleeps 16
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

Large award winning holiday cottage set within landscaped gardens, near the Peak District, sleeps up to 16 plus 2 cots.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunafree Wifienclosed gardenwood burning stoveBBQfirepitParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £2430
Next available: 04 Feb - 7 nights

The Manor on the Monnow,

Monmouth, Monmouthshire, Wales
sleeps  24 sleeps 24
11 bedrooms 11 bedrooms
9 bathrooms 9 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Spacious 11 bedroom country house rental on outskirts of Monmouth with warm bubbly indoor hot tub, games room with table tennis, pool plus table football and 2 acres of gardens complete with children’s play facilities.

ensuite bedroom(s) rural views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifigardenwood burning stoveBBQParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £4950
Next available: 04 Feb - 7 nights
Online Booking Available
Viewed 27 times recently.

Meadow Cottage,

Honiton, Devon, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Secluded 2 bedroom country cottage with meadow views, exposed wooden beams, character features and a lovely garden located by the Blackdown Hills in Devon with the Jurassic Coast close by, both family-friendly and dog-friendly.

ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenwood burning stoveParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £550
Next available: 04 Feb - 3 nights
book online online booking
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* Price quoted is not inclusive of any applicable booking fees or local charges.

family enjoying autumn half term breakBook a self-catering holiday cottage for a fantastic October half term holiday. Choose from the selection of rural retreats, countryside cottages and lodges with availability for October half term for your family break this Autumn.

Why Book an October Half Term Getaway?

The October half term school holidays can be a great time to get away with the family. Great deals and discounted prices can often be found in October meaning savings for you and more money to spend enjoying great days out with the kids! Pumpkin picking is just one of the fabulous family-friendly activities on offer at this time of year, and spooky Halloween themed events can be popular too.

Book a family-sized holiday cottage with a games room or board games for fun with your brood in the autumn term break and enjoy good times whatever the weather. Dog-friendly October half term cottages and holiday homes with cosy wood burning fires are also popular for this time of year, as are hot tub cottages. Get out and explore the great outdoors in the countryside and marvel at the leaves with their brilliant orange and golden hues whilst you breathe in the crisp air.

Whether you escape to the countryside or book a break by the coast, October half term school holidays are a great time to escape with the kids for family time before the run up to Christmas. Great destinations for October breaks are many and varied, from the Cotswolds to the Lake District and South West of England.

We hope you find the best October school holiday escape for your family and have a wonderful family holiday this autumn.