Cottages for October Half Term Holidays

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

Granary Court,

Ashbourne, Derbyshire, England
sleeps  22 sleeps 22
11 bedrooms 11 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

Large group accommodation with special celebration room plus games room and use of owner's hot tub, hen parties and stag parties welcome.

5 (1 reviews)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomindoor private hot tubfree Wifienclosed gardenBBQfirepitParking
£2800*
5 nights - 27/10 to 01/11/2026.
Special Offer: 13 Feb - 2 nights
Family-Friendly
Viewed 24 times recently.

Orchard Barn at Woodhayes Farm,

Honiton, Devon, England
sleeps  10 sleeps 10
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Beautiful 3 bedroom barn conversion with tranquil orchard garden which is both family-friendly and pet-friendly, nestled in the Blackdown Hills just a short distance from the inspirational scenery of the Jurassic coast.

countryside views over fields and farmlandsnear beach
Facilities, Features & Awards:
silver award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stoveBBQParking
£680*
5 nights - 27/10 to 01/11/2026.
Online Booking Available
Viewed 34 times recently.
no booking fee

Cottage 2 New Yatt Farm,

New Yatt, Oxfordshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Charming pet-friendly romantic rural retreat nestled in the Oxfordshire countryside and just outside the Cotswolds, welcoming 2 dogs and with good walks from the doorstep.

countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenwood burning stoveParking
£844*
5 nights - 27/10 to 01/11/2026.
book online online booking
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no booking fee

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room,

Checkley, Herefordshire, England
sleeps  11 sleeps 11
5 bedrooms 5 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
wheelchair accessible accessible

Superb high quality 5 bedroom holiday house with luxurious interior and games room with pool table and table tennis just 15 minutes’ drive from the beautiful town of Hereford (three of the five bedrooms have ensuite facilities and one of these ensuite bedrooms is on the ground floor and may suit a couple who want to avoid stairs).

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stovefireplaceBBQParking
£2346*
5 nights - 27/10 to 01/11/2026.
Special Offer: 03 Feb - 7 nights
book online online booking
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Family-Friendly
Viewed 45 times recently.
no booking fee

Courtyard Cottage,

Pudleston, Herefordshire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Luxurious and welcoming 4 bedroom 3 bathroom holiday cottage with private 6-seater hot tub and access to a private swimming pool onsite, set on a country estate, just 6 miles from Leominster.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor private hot tubindoor heated poolfree Wifienclosed gardenwood burning stoveBBQParking
£4600*
5 nights - 27/10 to 01/11/2026.
Online Booking Available
Viewed 57 times recently.

Rock Farm,

Taunton, Somerset, England
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Beautiful thatched self-catering farmhouse with a total of 7 bedrooms and 5 bathrooms (with 4 bedrooms in the main house and 3 in the annexe) sleeping up to 14 offering stylish and luxurious accommodation combined with beautiful original features, with a fantastic 8 seater private hot tub with wonderful countryside views and a games room, fabulous holiday home for families and groups of friends looking to enjoy a special holiday in the West Country.

ensuite bedroom(s) near beach
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifigardenwood burning stoveParking
£4065*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Smokeham Farm,

West Bagborough, Somerset, England
sleeps  20 sleeps 20
9 bedrooms 9 bedrooms
9 bathrooms 9 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Fantastic large holiday house for groups of up to 20 friends or family, complete with games room, warm bubbly private hot tub, luxurious interior and countryside views, set in the Quantock Hills just 20 minutes' drive from the coast.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifigardenwood burning stoveParking
£6025*
5 nights - 27/10 to 01/11/2026.
book online online booking
View
Online Booking Available
Viewed 40 times recently.

Hagg Hill Hall,

Chesterfield, Derbyshire, England
sleeps  22 sleeps 22
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

8 bedroom country house with private swimming pool, hot tub, sauna, beautiful gardens and a BBQ lodge close to Matlock and the Peak District National Park, pet-friendly with 2 dogs welcome.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenfireplaceBBQParking
7 nights from £4700
5 nights - 05/01 to 10/01/2027.
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.
Online Booking Available
Viewed 20 times recently.
no booking fee

Cottage 1 New Yatt Farm,

New Yatt, Oxfordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 1 dog welcome  1 dog allowed
family friendly family friendly

Experience rural bliss at this charming 2 bedroom pet-friendly stone-built rural retreat near Woodstock and just outside the Cotswolds.

countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenwood burning stoveParking
£969*
5 nights - 27/10 to 01/11/2026.
book online online booking
View
Online Booking Available
Viewed 23 times recently.
no booking fee

Sandbeds Farmhouse,

Grayrigg, Cumbria, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Luxurious 5 bedroom stone-built farmhouse, sleeps 10 plus infants, set on a tranquil farm and enjoying an ideal location for exploring both the Lake District and the Yorkshire Dales.

ground floor bedroom countryside views over hills
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stoveBBQParking
£2420*
5 nights - 27/10 to 01/11/2026.
book online online booking
View
Online Booking Available
Viewed 17 times recently.
no booking fee

The Barn,

Navan, Meath, Ireland
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Comfortable and homely 4 bedroom 3 bathroom holiday home in the Boyne Valley with access to games room on site (with pool table and air hockey), children’s playground area and BBQ, less than an hour’s drive from Dublin.

countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stoveBBQfirepitParking
£1555*
5 nights - 27/10 to 01/11/2026.
book online online booking
View
Online Booking Available
Viewed 25 times recently.
no booking fee

The Piggery,

Appleby Magna, Leicestershire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Award winning no pets 4 bedroom single-storey barn conversion, with stunning country views, set in the idyllic Leicestershire countryside close to Ashby-de-la-Zouch.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenfree WifigardenParking
£1235*
5 nights - 27/10 to 01/11/2026.
book online online booking
View
Online Booking Available
Viewed 53 times recently.

Lower Hedge Farm ,

Shepton Mallet, Somerset, England
sleeps  12 sleeps 12
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

A stunning large luxurious holiday house boasting unspoilt views over the open countryside with a private hot tub and games room complete with pool table and table tennis for fun times.

5 (1 reviews)
ensuite bedroom(s) historic property
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifienclosed gardenwood burning stovefireplaceParking
£3820*
5 nights - 27/10 to 01/11/2026.
book online online booking
View
Family-Friendly
Viewed 34 times recently.
no booking fee

The Barn,

Worcester, Worcestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Wonderful rural barn conversion with fantastic views out to the Malvern Hills, situated within its own private fenced garden on a small holding and surrounded by glorious Worcestershire countryside, both family-friendly and dog-friendly.

ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
7 nights from £425
2 nights - 16/12 to 18/12/2026.
* 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.