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Cottages for October Half Term Holidays

Showing all properties across the UK. Select a destination from the list to refine your search.
27.10.2026 - 5 nights X
514 rental properties match your search for Cottages for October Half Term
no booking fee

Ryton Grange,

Ryton, Shropshire, England
sleeps  23 sleeps 23
11 bedrooms 11 bedrooms
6 bathrooms 6 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Large pet-friendly group accommodation, with games barn with pool table and table tennis, plus views out to the Shropshire Hills, sleeps up to 23 people, less than 8 miles from Shrewsbury.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stovefireplaceBBQParking
£3900*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Family-Friendly
Viewed 16 times recently.
no booking fee

Poachers Barn,

Pudleston, Herefordshire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
4 bathrooms 4 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Luxurious 3 ensuite bedroom holiday home in Herefordshire, just 6 miles from Leominster, pet-friendly and complete with its own exclusive use indoor heated swimming pool.

countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenindoor heated poolfree Wifienclosed gardenBBQParking
£4291*
5 nights - 27/10 to 01/11/2026.
Online Booking Available
Viewed 17 times recently.

The Old Cart Shed,

Blandford Forum, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Nestled in Dorset's picturesque countryside, The Old Cart Shed is a dog-friendly, single-storey cottage sleeping six, offering breathtaking views, a woodburner, shared games room, and easy access to the Jurassic Coast and South West Coastal Path.

ground floor bedroom near local pub
Facilities, Features & Awards:
£1081*
5 nights - 27/10 to 01/11/2026.
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Orchard Cottage,

Ashbourne, Staffordshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Nestled in Derbyshire's Peak District, Orchard Cottage is a dog-friendly, luxury retreat with hot tub, sleeping five, offering stunning countryside views near Ashbourne, perfect for exploring and relaxing in its charming garden oasis.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenfireplaceParking
£1534*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 19 times recently.

Box Tree Escapes,

Wennington, Lancashire, England
sleeps  10 sleeps 10
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Experience a luxurious retreat at Lodge 4 Box Tree in Wennington, Lancashire, featuring countryside views, a hot tub, and space for 10 guests; sorry, no pets allowed—perfect for exploring the picturesque Lune Valley.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenParking
£2945*
5 nights - 27/10 to 01/11/2026.
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The Beach House,

Prestatyn, Flintshire, Wales
sleeps  15 sleeps 15
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

The Beach House in Prestatyn, Denbighshire, North Wales, sleeps 15 and offers stunning coastal views, luxurious amenities, a games room, and a pet-friendly policy, just moments from the beach, ensuring an unforgettable family retreat.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenfree Wifigarden
£2555*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 14 times recently.

The Upper Room,

Ballymena, County Antrim, Ireland
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Experience modern comforts in Ballymena, Northern Ireland, with this historic duplex apartment featuring high ceilings, exposed beams, and a church-style window; sleeps four, sorry no pets, central location near shops and attractions.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVmicrowave in kitchenfree Wifi
£622*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 13 times recently.

Manor Barn,

Stoke-on-Trent, Staffordshire, England
sleeps  6 sleeps 6
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Experience a luxurious retreat at Manor Barn, nestled in the Staffordshire countryside near Fulford, with scenic views, a hot tub, and stylish interiors; sleeps six.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessfree WifigardenfireplaceParking
£1595*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Bryn Min Manton Penthouse,

Caernarfon, Gwynedd, Wales
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Bryn Min Manton Penthouse in Caernarfon, North Wales, sleeps 8, offering stunning views, spacious open-plan living, two Juliet balconies, and convenient amenities; sorry, no pets.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree Wifigardenfireplace
£1576*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 15 times recently.

Nantusi,

Kirriemuir, Angus, Scotland
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Homely sleeps 3 holiday cottage, just half an hour's drive from the Cairngorm National Park.

near local pub historic property
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifiParking
£895*
5 nights - 27/10 to 01/11/2026.
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Westertonhill Holiday Lodge 5,

Balloch, Dunbartonshire, Scotland
sleeps  10 sleeps 10
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
 4 dogs welcome  multi-dogs (up to 4)
family friendly family friendly

Ideal 4 bedroom escape in the Loch Lomond and Trossachs National Park, close to Balloch, pet-friendly and with an inviting private hot tub and country views.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor private hot tubfree Wifienclosed gardenBBQParking
£1500*
5 nights - 27/10 to 01/11/2026.

Home Farm,

Witney, Oxfordshire, England
sleeps  16 sleeps 16
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
no dogs allowed No pets
family friendly family friendly

Roomy sleeps 16, 8 bedroom country house near Witney and the Cotswolds, with tennis court and children's play area with swings and slide.

ensuite bedroom(s) garden views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenwood burning stovefireplaceBBQParking
£5089*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Muscat,

Pondwell, Isle of Wight, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Nestled in the charming coastal village of Seaview, Isle of Wight, this eco-lodge offers serene sea views, sleeps four, boasts en-suite bedrooms, a well-equipped kitchen, and outdoor decking; sorry, no pets.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
£1354*
5 nights - 27/10 to 01/11/2026.
book online online booking
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no booking fee

Coddiwomple,

Leyburn, North Yorkshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Stylish 3 bedroom no pets holiday home, ideally located for discovering some of the best of the Yorkshire Dales on holiday.

ensuite bedroom(s) garden views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
£1105*
5 nights - 27/10 to 01/11/2026.

Bilsham Meadows,

Bristol, Gloucestershire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Bilsham Meadows, a luxurious barn conversion in Gloucestershire's scenic countryside, sleeps 10, boasts a hot tub, and features stunning views, while being conveniently dog-friendly, near the Severn Estuary and Bristol's attractions—perfect for exploring South Gloucestershire.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
£2593*
5 nights - 27/10 to 01/11/2026.
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.