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Cottages for October Half Term Holidays

23.10.2025 - 5 nights X
303 rental properties match your search for Cottages for October Half Term
Online Booking Available
Viewed 13 times recently.

Stargazer's Field House,

Hereford, Herefordshire, England
sleeps  5 sleeps 5
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Stargazer's Field House is an early 19th century former coach house in Hardwicke, Herefordshire, near Hay-on-Wye.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVMicrowaveFree WifiGardenParking
£679*
5 nights - 23/10 to 28/10/2025.
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Viewed 23 times recently.

Ty Pren Pet-Friendly Log Cabin, South Wales ,

St David's, Pembrokeshire, Wales
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
 1 dog welcome  1 dog
family friendly family friendly

Three bedroom holiday log cabin with private verandah, family-friendly and pet-friendly, sleeping up to 5 in high quality accommodation within the gorgeous Pembrokeshire Coast National Park and close to the Pembrokeshire Coastal Path.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
£768*
5 nights - 23/10 to 28/10/2025.
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Viewed 33 times recently.

High Tide,

Weymouth, Dorset, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

Elegant 5 bedroom holiday rental in Weymouth, all ensuite bedrooms, stunning sea views and excellent location opposite the beach.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiParking
£2313*
5 nights - 23/10 to 28/10/2025.
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Turnip House,

Church Stretton, Shropshire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
 dog-friendly cottage
family friendly family friendly

Characterful barn conversion in Plaish on a 700-acre farm with woodburner, exposed beams, and scenic views.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
DishwasherWashing machineGames roomAccess to a swimming pool onsite()Free WifiGardenParking
£2703*
5 nights - 23/10 to 28/10/2025.
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12 Deva Terrace,

Chester, Cheshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Stunning Grade II listed 1827 Georgian mid-terrace property with panoramic River Dee views in Chester.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVWashing machineMicrowaveFree WifiGardenParking
£1024*
5 nights - 23/10 to 28/10/2025.
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Viewed 29 times recently.

Shepherd's Hut Barn, rural Dorset,

Winterborne Whitechurch, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs
family friendly family friendly

Want to stay somewhere with tranquil rural views over fields and pastures where you can relax and unwind in Dorset? This 3 bedroom family-friendly and dog-friendly ban could be perfect, close to Thomas Hardy's Country and within reach of Dorset's Jurassic Coast for day trips.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
£1354*
5 nights - 23/10 to 28/10/2025.
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Viewed 16 times recently.

Llys-y-Gân,

Fishguard, Pembrokeshire, Wales
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

This delightful Fishguard holiday cottage offers a quiet location with light, airy rooms, well-equipped kitchen, piano for music nights, two sitting rooms, sunny garden, close access to Pembrokeshire Coast Path, and nearby attractions like Castell Henllys Iron Age Fort.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
DishwasherWashing machineFree WifiGarden
£845*
5 nights - 23/10 to 28/10/2025.
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Viewed 16 times recently.

Standard Hill Cottage,

Battle, East Sussex, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

This charming detached studio-style property in Ninfield near Battle offers a relaxing stay for couples.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVWashing machineMicrowaveParkingGarden
£695*
5 nights - 23/10 to 28/10/2025.
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Family-Friendly
Viewed 39 times recently.
no booking fee

Harvest Cottage,

Beaminster, Dorset, England
sleeps  6 sleeps 6
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 6 dogs welcome  6 dogs
wheelchair accessible accessible

2 en-suite bedroom, accessible pet-friendly holiday rental set on an organic farm in the unspoilt Dorset AONB, just 16 miles from Lyme Regis, enjoying access to shared games room on site and fishing on nearby coarse fishing lakes.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
£520*
5 nights - 23/10 to 28/10/2025.

Bousdale,

Great Ayton, North Yorkshire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Originally a mill house, this fantastic North York Moors rural retreat with its superb countryside views and high quality interior is a real treat, sleeping up to 6 in 3 bedrooms this could be a perfect base for enjoying and discovering some of the best of the Yorkshire Dales National Park on a break away.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
£1546*
5 nights - 23/10 to 28/10/2025.
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Viewed 30 times recently.

Rose Country Cottage,

Manaccan, Cornwall, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
 1 dog welcome  1 dog
family friendly family friendly

Charming 3 bedroom pet-friendly thatched rural retreat with country views on Cornwall’s Lizard Peninsula.

0 ( reviews)
Facilities, Features & Awards:
DishwasherWashing machineMicrowaveFree WifiGardenParking
£1532*
5 nights - 23/10 to 28/10/2025.
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Viewed 19 times recently.

Kamba Cottage,

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

Welcoming 3 bedroom holiday cottage in a rural setting with one other holiday home close to Kirriemuir and the Angus Glens.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiParking
£737*
5 nights - 23/10 to 28/10/2025.
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Viewed 16 times recently.

Bottomhouse Barn,

Leek, Staffordshire, England
sleeps  14 sleeps 14
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
 dog-friendly cottage
family friendly family friendly

Stunning 18th-century stone barn conversion in rural Bottomhouse near Ipstones.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
DishwasherWashing machineParkingGarden
£4828*
5 nights - 23/10 to 28/10/2025.
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Viewed 16 times recently.

5 Wye Rapid Cottages,

Ross-on-Wye, Herefordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 dog-friendly cottage
family friendly family friendly

Charming mid-terrace cottage in Symonds Yat, Wye Valley.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
£933*
5 nights - 23/10 to 28/10/2025.
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Viewed 27 times recently.

Coastal Cottage near the Quayside,

Scarborough, North Yorkshire, England
sleeps  9 sleeps 9
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Holiday in Scarborough in a secluded setting, just moments from the seafront and a short walk from the beach, with spacious rooms, a games room with snooker table and a lovely enclosed courtyard garden, this beautifully presented 4 bedroom cottage is well placed for discovering the delights of Scarborough and the nearby North York Moors National Park.

0 ( reviews)
coastal location
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
£1207*
5 nights - 23/10 to 28/10/2025.
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* Price quoted is not inclusive of any applicable booking fees or local charges.

Family on October half-term holidaySchool is out come October Half Term! Find a family-friendly holiday cottage and take the family for a break over the October school holidays. Treat the kids and yourself to a holiday over October half-term and enjoy getting away to the countryside or a break by the coast this Autumn before the run up to Christmas.

October can be a fantastic time for a family break, wrap up warm and enjoy activities like walking, cycling and sightseeing which can all be enjoyed in Autumn as well as in summer time. What’s more autumnal breaks can often be enjoyed at reduced prices with lots of deals and special offers around. During the school holidays, taking a holiday can be an excellent way of keeping the children entertained. If you want to include your pet-pooch on your family break find dog-friendly October half term cottages.

We hope you find the perfect cottage for all of your family for your October half term break and that you have a fabulous Autumn holiday.

23 Oct 25 - 28 Oct 25