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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
508 rental properties match your search for Cottages for October Half Term

The Firs,

Llanidloes, Powys, Wales
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Discover The Firs, a luxury lodge near Llanidloes, Powys, Wales, offering breathtaking countryside views, a cosy hot tub, sleeps four, with modern amenities, sorry no pets, ideal for a serene Welsh retreat.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
£992*
5 nights - 27/10 to 01/11/2026.
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Online Booking Available
Viewed 34 times recently.

2 Black Horse Cottage, North Wales ,

Pentraeth, Anglesey, Wales
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Light bright and airy Isle of Anglesey holiday cottage sleeping up to 4 people in 2 bedrooms, with a private decked garden area and shared access to a children's play area close to the village of Pentraeth.

Facilities, Features & Awards:
TVmicrowave in kitchenfree WifigardenParking
£745*
5 nights - 27/10 to 01/11/2026.
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Online Booking Available
Viewed 17 times recently.

Easter Urray Country Cottage,

Muir of Ord, Highland, Scotland
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Beautiful dog-friendly rural retreat with 5 bedrooms, this large country cottage is set by tranquil countryside and is located on a working farm, could be ideal for a country holiday in the peaceful Highlands.

ensuite bedroom(s) garden views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stovefireplaceParking
£2532*
5 nights - 27/10 to 01/11/2026.
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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: 19 Dec - 7 nights
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Online Booking Available
Viewed 12 times recently.

Braemore Cottage,

Isle Of Benbecula, Outer Hebrides, Western Isles, Scotland
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Discover Braemore Cottage on the Isle of Harris, nestled in the Outer Hebrides, offering stunning Hebridean views, a luxurious hot tub, and cosy woodburning stove; sleeps 4, sorry no pets.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
£2781*
5 nights - 27/10 to 01/11/2026.
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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.
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The Wink, Cape Cornwall,

Penzance, Cornwall, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
family friendly family friendly

The Wink, a stylish dog-friendly retreat in coastal Devon, offers stunning countryside views, sleeps two, and features a luxurious king-size bedroom, modern kitchen, enclosed patio, and award-winning proximity to St Just and Cape Cornwall.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessfree Wifigardenfireplace
£1180*
5 nights - 27/10 to 01/11/2026.
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Hammerhole,

Ambleside, Cumbria, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
5 bathrooms 5 bathrooms
 dog-friendly cottage
family friendly family friendly

Experience lakeside luxury at this dog-friendly, 10-sleeper cottage on the Graythwaite Estate, Cumbria, with breathtaking Lake Windermere views, a private jetty, wood-fired hot tub, and access to woodland walks and exclusive estate activities.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenonsite poolfree WifigardenParking
£3978*
5 nights - 27/10 to 01/11/2026.
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Online Booking Available
Viewed 31 times recently.

Skiptory Woodland Holiday Lodge,

Windermere, Cumbria, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Have a top holiday in this beautifully decorated 2 bedroom dog-friendly wooden holiday lodge, conveniently situated within a holiday park close to the shores of Lake Windermere, near the heart of the Lake District National Park, two legged visitors should be wagging their tails here and four legged visitors should give this lodge the thumbs up.

woodland views near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenonsite pooltennis courtfree WifiParking
£1142*
5 nights - 27/10 to 01/11/2026.
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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.
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Fontburn Farmhouse,

Rothbury, Northumberland, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Beautiful 5 bedroom dog-friendly holiday farmhouse with country views, close to Northumberland National Park.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stovefireplaceParking
£2223*
5 nights - 27/10 to 01/11/2026.
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Strawberry Bank - Kingfisher,

Holsworthy, Devon, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Discover Strawberry Bank – Kingfisher, a luxurious, dog-friendly barn conversion in Devon's picturesque countryside, complete with a hot tub, gym, and sauna, sleeping 4; enjoy stunning views and explore nearby Bude beaches and local attractions.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accesssaunafree WifigardenParking
£1145*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 13 times recently.

Helford,

Penryn, Cornwall, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Helford Cottage, nestled in Treverva, Cornwall, offers panoramic reservoir views, sleeps eight, features a shared hot tub, grass tennis court, and is dog-friendly, providing an ideal base for exploring Falmouth's cultural delights and coastal adventures.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenParking
£1696*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 21 times recently.

Apple Cottage ,

Pylle, Somerset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

High quality boutique style holiday home set in a peaceful rural setting with a tranquil garden and private hot tub.

ensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessfree Wifienclosed gardenwood burning stoveParking
£1112*
5 nights - 27/10 to 01/11/2026.
book online online booking
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Online Booking Available
Viewed 11 times recently.

The Turnip House,

Craven Arms, Shropshire, 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 Shropshire's scenic Hope Valley, this charming barn conversion sleeps six, offers a private hot tub, and boasts stunning countryside views; enjoy dog-friendly walks but sorry no pets allowed indoors, perfect for a tranquil escape.

ground floor bedroom near local pub
Facilities, Features & Awards:
£951*
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.