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Cottages for October Half Term Holidays

23.10.2025 - 5 nights X
399 rental properties match your search for Cottages for October Half Term

The following properties are showing availability for your chosen dates but have not supplied full pricing information:

The Shooting lodge, Wrackleford Estate,

Stratton, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

An ideal country retreat, this holiday lodge enjoys a fantastic rural setting high within the Dorset Downs and offers characterful accommodation along with fishing on the River Frome nearby.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £1100
Next available: 24 Nov - 7 nights
Family-Friendly
Viewed 20 times recently.

The Stables at Donative Farm,

Warton, Staffordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

Sleeps 5 pet-friendly farm conversion, set on a working farm in Staffordshire, within half an hour's drive of Drayton Manor Theme Park , Birmingham and Leicester, river fishing possible just down the road.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveFree WifiGardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £540
Family-Friendly
Viewed 21 times recently.

Alfreds Barn,

Halesworth, Suffolk, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Stylish 4 bedroom barn conversion with games room nestled in scenic Suffolk countryside near Southwold and the coast.

0 ( reviews)
country views
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £1800
Next available: 24 Nov - 7 nights
Pet-Friendly
Viewed 17 times recently.
no booking fee

Weiroch Lodge,

Ballindalloch, Banffshire, Scotland
sleeps  8 sleeps 8
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

5 star rated mill conversion in Speyside with fabulous country views, a secluded setting next to forest and hills and close proximity to the Speyside Way and River Spey.

0 ( reviews)
ensuite(s)country views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £1230
Next available: 24 Nov - 7 nights
no booking fee

River Bank Cottage,

Whitby, North Yorkshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Escape for a romantic break or tranquil holiday in this delightful 2 bedroom holiday home, with a riverside garden this is a great place for a fishing break or take it easy holiday in Whitby and is conveniently close to the North York Moors National Park and the North Yorkshire Coast.

0 ( reviews)
country views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £550
Next available: 24 Nov - 7 nights
Family-Friendly
Viewed 13 times recently.

2 Barlowenath Cottages,

Marazion, Cornwall, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
1 dog welcome  1 dog
family friendly family friendly

Secluded 2 bedroom pet-friendly farm cottage with pretty garden and distant views from garden to St Michael’s Mount, less than three miles from Marazion’s beach.

0 ( reviews)
country views
Facilities, Features & Awards:
TVMicrowaveFree WifiEnclosed GardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £350
Next available: 30 Nov - 4 nights
Family-Friendly
Viewed 15 times recently.

Milking Parlour,

Halesworth, Suffolk, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Idyllic 2 bedroom farm cottage with lovely country views and tranquil setting just 10 miles from Southwold and the coast.

0 ( reviews)
country views
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveFree WifiGardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £550
Next available: 24 Nov - 7 nights
Family-Friendly
Viewed 19 times recently.

Hillside Croft,

Biggin, Ashbourne, Derbyshire, England
sleeps  16 sleeps 16
5 bedrooms 5 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

5 bedroom large holiday house with private hot tub, set on edge of Peak District National Park, close to both Ashbourne and Carsington Water.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £2150
Next available: 24 Nov - 7 nights
Family-Friendly
Viewed 17 times recently.

Clusters Chapel,

Belper, Derbyshire, England
sleeps  20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
3 dogs welcome  3 dogs
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.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveSaunaFree WifiEnclosed GardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £1595
Next available: 02 Dec - 7 nights
no booking fee

Beggars Barn,

Shutford, Oxfordshire, England
sleeps  30 sleeps 30
10 bedrooms 10 bedrooms
10 bathrooms 10 bathrooms
no dogs allowed No pets
family friendly family friendly

Luxurious self-catering near the English Cotswolds, to sleep from 4 to 30 people across 3 properties (main house, annexe and 2 bedroom summer house), with access to a BBQ lodge, plus excellent onsite leisure facilities (outdoor swimming pool (in season), games room facilities and outdoor table tennis).

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessPrivate swimming poolFree WifiGardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £8000
Next available: 24 Nov - 7 nights
Pet-Friendly
Viewed 20 times recently.

Stonebank Annexe, Chickerell,

Chickerell, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
1 dog welcome  1 dog
family friendly family friendly

Charming 2 bedroom, dog-friendly holiday home located near the heart of Chickerell, conveniently close to the beautiful Dorset Jurassic coast and just 3 miles from Weymouth.

0 ( reviews)
Facilities, Features & Awards:
TVMicrowaveFree WifiEnclosed GardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £420
Next available: 24 Nov - 7 nights
Family-Friendly
Viewed 19 times recently.
no booking fee

Old Guadaloupe Cottage,

Melton Mowbray, Leicestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Fabulous romantic cottage, 4 star rated with its own secluded private hot tub, spoil the one you love on a special break to remember.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £480
Next available: 25 Nov - 4 nights
Family-Friendly
Viewed 16 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
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.

0 ( reviews)
country views
Facilities, Features & Awards:
Silver Award Winning CottageDigital TVDishwasherWashing machineMicrowaveFree WifiGardenParking
This owner/agency is showing availability for your dates but has not provided full pricing information.
7 nights from £430
Next available: 29 Nov - 7 nights

The following properties match your search criteria but have not supplied up to date availability information, contact them direct to find out if they are available.

Online Booking Available
Viewed 25 times recently.

Rough Top Cottage,

Hebden Bridge, West Yorkshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
6 dogs welcome  6 dogs
family friendly family friendly

Welcoming 3 bedroom pet-friendly character cottage with a warming open fire and original features along with lovely countryside views, close to Hebden Bridge and well located for discovering Bronte Country nearby.

5 (1 reviews)
ground floor bedroomcountry views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £800
book online online booking
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Online Booking Available
Viewed 16 times recently.

Ring of Kerry Holiday Bungalow, 1 Dog Welcome,

Kenmare, Kerry, Ireland
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
1 dog welcome  1 dog
family friendly family friendly

With to die for country views, this 3 bedroom pet-friendly holiday bungalow is a great place for all of the family to enjoy a tranquil holiday close to Kenmare in County Kerry.

0 ( reviews)
Facilities, Features & Awards:
TVWashing machineMicrowaveParking
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £437
book online online booking
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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.