Cottages for October Half Term Holidays

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27.10.2026 - 5 nights X
126 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: 10 Apr - 2 nights

Portman House,

Pylle, Somerset, England
sleeps  16 sleeps 16
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Large 8 bedroom country house with warm bubbly outdoor hot tub and rural setting, just 11 miles from Glastonbury.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunawood burning stovefireplaceBBQParkinggarden
£5375*
5 nights - 27/10 to 01/11/2026.
book online online booking
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no booking fee

Widgeon,

Beccles, Suffolk, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Sumptuous 3 bedroom barn in rural Suffolk, just outside of the Norfolk Broads, with country views and access to excellent shared leisure facilities including a hot tub, a games room, a fitness barn, and a children's play area.

Part of a cottage complex: 5 listed properties available (total maximum capacity: 22 people)
ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifienclosed gardenBBQParking
7 nights from £980
7 nights - 30/10 to 06/11/2026.
book online online booking
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Online Booking Available
Viewed 40 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
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Online Booking Available
Viewed 39 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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Online Booking Available
Viewed 47 times recently.
no booking fee

Partridge,

Beccles, Suffolk, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 1 dog welcome  1 dog allowed
family friendly family friendly

Luxurious romantic barn conversion on a farm, just outside of the Norfolk Broads, with tranquil country views and excellent onsite leisure facilities.

Part of a cottage complex: 5 listed properties available (total maximum capacity: 22 people)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifienclosed gardenBBQParking
7 nights from £650
7 nights - 30/10 to 06/11/2026.
book online online booking
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Online Booking Available
Viewed 49 times recently.
no booking fee

Heads Nook Hall Cottage,

Heads Nook, Cumbria, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
wheelchair accessible accessible

Beautiful luxurious 2 bedroom pet-friendly holiday home in the beautiful North Pennines, just 7 miles from Carlisle and welcoming 2 pet dogs.

ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
£680*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 28 times recently.
no booking fee

Owl Lodge,

Bodmin, Cornwall, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Three bedroom two bathroom no pets holiday lodge with stunning valley views, and onsite fishing along the River Fowey, just half an hour’s drive from the Polperro coast.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree WifigardenBBQfirepitParking
£794*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Family-Friendly
Viewed 43 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
7 nights from £525
5 nights - 27/10 to 01/11/2026.
Family-Friendly
Viewed 50 times recently.
no booking fee

Symondsbury Manor,

Bridport, Dorset, England
sleeps  22 sleeps 22
11 bedrooms 11 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Fine country holiday house with 11 bedrooms, set in two and a half acres of gardens in rural Dorset just one mile from the seaside, bookings welcome for weddings, special celebrations, family and group holidays.

ensuite bedroom(s) countryside views over hills
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stoveBBQParking
£5750*
5 nights - 27/10 to 01/11/2026.
Online Booking Available
Viewed 51 times recently.

Woodlands Farmhouse ,

Glastonbury, Somerset, England
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

A unique and historic grade II listed 17th century farmhouse set in 100 acres of rolling countryside, luxuriously renovated yet retaining many of it’s original features such as the stunning inglenook fireplace, with a cinema room and shared access to a spa on site with an indoor swimming pool, sauna and gym, this is a wonderful holiday home.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenwood burning stovefireplaceParking
£4350*
5 nights - 27/10 to 01/11/2026.
book online online booking
View
Online Booking Available
Viewed 46 times recently.
no booking fee

Pheasant,

Beccles, Suffolk, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 1 dog welcome  1 dog allowed
family friendly family friendly

Beautiful romantic barn conversion on a farm in rural Suffolk, just outside the Norfolk Broads, boasting country views and access to superb onsite leisure facilities including a hot tub, gym and a games room.

Part of a cottage complex: 5 listed properties available (total maximum capacity: 22 people)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifienclosed gardenBBQParking
7 nights from £650
7 nights - 30/10 to 06/11/2026.
book online online booking
View
Online Booking Available
Viewed 48 times recently.
no booking fee

Nine Ocean Reach,

Salcombe, Devon, England
sleeps  4 sleeps 4
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 4 dogs welcome  multi-dogs (up to 4)
cat friendly cat friendly

Stylish romantic pet-friendly coastal holiday home with sea views set within the South Devon AONB, just 4 miles from Salcombe.

Part of a cottage complex: 1 listed properties available (total maximum capacity: 4 people)
ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenParking
7 nights from £699
7 nights - 30/10 to 06/11/2026.
book online online booking
View
Family-Friendly
Viewed 26 times recently.

Ebenezer Chapel,

Milford, Derbyshire, England
sleeps  20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

With a riverside location and river views, this unique chapel conversion in Milford could be the ideal place to holiday with friends or family close to the Peak District, and the on site sauna suite helps to make it a great place to relax and unwind too.

ground floor bedroom river views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchensaunafree Wifigardenwood burning stoveBBQ
7 nights from £1695
5 nights - 05/01 to 10/01/2027.
Family-Friendly
Viewed 53 times recently.
no booking fee

Meadow View,

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.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 22 people)
countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenindoor heated poolfree Wifienclosed gardenBBQParking
£4315*
5 nights - 27/10 to 01/11/2026.
* 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.