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
Online Booking Available
Viewed 35 times recently.

Swallow's Orchard,

West Bradley, Somerset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

A unique and contemporary detached holiday home nestled next to an old apple orchard with a truly tranquil setting in Somerset amidst nature and countryside with a private hot tub and shared use of an indoor pool, hot tub, sauna and gym.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenwood burning stoveParking
£2255*
5 nights - 27/10 to 01/11/2026.
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no booking fee

Old Hundredth,

Kingsbridge, Devon, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Situated in the South Devon AONB, this charming character cottage with exposed beams, open stone fireplace and secluded country garden is conveniently close to the unspoilt Devon coastline and tranquil countryside.

countryside views over fields and farmlandsnear beach
Facilities, Features & Awards:
smart TVmicrowave in kitchenfree Wifienclosed gardenfireplaceParking
£642*
5 nights - 27/10 to 01/11/2026.
Online Booking Available
Viewed 18 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.
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Epsom Cottage,

Chipping Norton, Oxfordshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Beautifully presented, 3 bedroom Epsom Cottage is an absolute dream, with luxurious 5 star rated accommodation, this is an idyllic place to enjoy a truly relaxing holiday in the Cotswolds close to Chipping Norton, with access to a heated indoor swimming pool on site, a spa where you can book pampering treatments (available at additional cost), as well as a gym and beautiful gardens, this has to be one of the Cotswolds' very best holiday homes.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchenonsite heated poolfree Wifienclosed gardenfireplaceParking
£2567*
5 nights - 27/10 to 01/11/2026.
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Family-Friendly
Viewed 31 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.

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.
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Online Booking Available
Viewed 35 times recently.
no booking fee

Nine Ocean Reach,

Salcombe, Devon, England
sleeps  4 sleeps 4
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
  unlimited  dogs welcome  unlimited dogs welcome
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.

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.
Special Offer: 16 Feb - 7 nights
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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
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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.

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 45 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.

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.
Online Booking Available
Viewed 21 times recently.
no booking fee

New Yatt Farm,

New Yatt, Oxfordshire, England
sleeps  19 sleeps 19
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Stylish large group pet-friendly holiday farmhouse with 7 bedrooms, games room, private hot tub and capacity to sleep up to 19, near Oxford and the Cotswolds.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenfree WifigardenfireplaceBBQfirepitParking
£5200*
5 nights - 27/10 to 01/11/2026.
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Online Booking Available
Viewed 33 times recently.
no booking fee

The Cowshed,

Appleby Magna, Leicestershire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

High quality no pets single-storey barn conversion with idyllic country views set in rural Leicestershire, close to Ashby-de-la-Zouch (can be rented as either a 1 bedroom or 2 bedroom property).

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenfree WifigardenParking
£715*
5 nights - 27/10 to 01/11/2026.
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Family-Friendly
Viewed 31 times recently.

Clusters Chapel,

Belper, Derbyshire, England
sleeps  20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Unique 8 bedroom self-catering chapel in Belper, ideal for groups of friends and family, with a sauna suite for relaxation and close to the Peak District National Park.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchensaunafree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £1595
-20762 nights - 05/11 to 01/01/1970.
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
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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.