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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
Online Booking Available
Viewed 21 times recently.
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The Piggery,

Appleby Magna, Leicestershire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Award winning no pets 4 bedroom single-storey barn conversion, with stunning country views, set in the idyllic Leicestershire countryside close to Ashby-de-la-Zouch.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageDigital TVDishwasherWashing machineMicrowaveFree WifiGardenParking
£1224*
5 nights - 23/10 to 28/10/2025.
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Viewed 32 times recently.

Woodlands Farmhouse ,

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

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessSaunaHeated poolFree WifiEnclosed GardenParking
£3630*
5 nights - 23/10 to 28/10/2025.
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Viewed 11 times recently.

2 Bedroom Polyphant Rural Retreat ,

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

Two bedroom barn conversion, part of a collection of three rural retreat cottages with expansive shared gardens in the rural hamlet of Polyphant, just 5 miles from Launceston and only around half an hour's drive from the Cornish coast and the Tamar Valley.

0 ( reviews)
Facilities, Features & Awards:
TVWashing machineMicrowaveFree WifiGardenParking
£724*
5 nights - 23/10 to 28/10/2025.
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Family-Friendly
Viewed 73 times recently.
no booking fee

Owl Barn,

Leominster, Herefordshire, England
sleeps  11 sleeps 11
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Idyllic barn conversion with private hot tub which benefits from a number of stunning features such as vaulted ceilings and wooden beams and also has a large garden where you can enjoy fantastic countryside views, nestled deep in the Herefordshire countryside yet only 5 mile from Leominster.

5 (1 reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowavePrivate Outdoor Hot TubFree WifiEnclosed GardenParking
7 nights from £1200
7 nights - 24/10 to 31/10/2025.
Online Booking Available
Viewed 18 times recently.

Beside the Sea,

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

Tucked away on the Eypes Mouth Chalet Park in Eype, Dorset is this wonderful, two-bedroom chalet, Beside the Sea.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
£872*
5 nights - 23/10 to 28/10/2025.
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Viewed 17 times recently.

Oyster Bay Lodge,

Dalbeattie, Dumfries and Galloway, Scotland
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

2 Bedroom 2 Bathroom Holiday Lodge in Dumfries and Galloway.

0 ( reviews)
Facilities, Features & Awards:
TVMicrowaveFree WifiGardenParking
£712*
5 nights - 23/10 to 28/10/2025.
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Viewed 18 times recently.

Garden View,

Wellington, Somerset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome  1 dog
family friendly family friendly

Idyllic picture perfect 2 bedroom thatched cottage in Somerset countryside near Wellington, with warm bubbly outdoor hot tub.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineOutdoor Hot Tub AccessFree WifiGardenParking
£1154*
5 nights - 23/10 to 28/10/2025.
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Pennant Uchaf,

Llanbrynmair, Powys, Wales
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
1 dog welcome  1 dog
family friendly family friendly

Llanbrynmair 4.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
£1651*
5 nights - 23/10 to 28/10/2025.
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Dungarthill House,

Perth, Perthshire, Scotland
sleeps  21 sleeps 21
11 bedrooms 11 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Set in 28 acres of grounds, is this 11 bedroom, sleeps 21 , pet-friendly country house, half an hour’s drive from Perth and close to Tay Forest Park.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
£7691*
5 nights - 23/10 to 28/10/2025.
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no booking fee

Sharpnage House ,

Checkley, Herefordshire, England
sleeps  11 sleeps 11
5 bedrooms 5 bedrooms
5 bathrooms 5 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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).

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageDigital TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
£2300*
5 nights - 23/10 to 28/10/2025.
Special Offer: 23 Nov - 3 nights

Epsom Cottage,

Chipping Norton, Oxfordshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome  1 dog
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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveHeated poolFree WifiEnclosed GardenParking
£3181*
5 nights - 23/10 to 28/10/2025.
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Viewed 18 times recently.

The Old Barn Cottage, North Wales,

Ruthin, Denbighshire, Wales
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
2 dogs welcome  2 dogs
family friendly family friendly

Pretty pet-friendly romantic retreat with lovely views out to Moel Famau, situated 4 miles from Ruthin and close to the Clwydian Hills and the Offa's Dyke Trail.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVWashing machineMicrowaveFree WifiEnclosed GardenParking
£768*
5 nights - 23/10 to 28/10/2025.
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Online Booking Available
Viewed 33 times recently.
no booking fee

Gardeners Cottage,

Rothbury, Northumberland, England
sleeps  7 sleeps 7
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

High quality 3 bedroom 2 bathroom barn conversion with country views, close to Northumberland National Park and half an hour’s drive from the Northumbrian coast, pet-friendly and with an enclosed garden.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveTennis courtFree WifiEnclosed GardenParking
£1132*
5 nights - 23/10 to 28/10/2025.
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Cliffhanger House,

Hastings, East Sussex, England
sleeps  11 sleeps 11
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Spacious 5 bedroom holiday house with outdoor decked area, outdoor hot tub and sea views in St Leonards on Sea.

0 ( reviews)
ensuite(s)coastal location
Facilities, Features & Awards:
TVDishwasherMicrowaveOutdoor Hot Tub AccessFree WifiPatio GardenParking
£7057*
5 nights - 23/10 to 28/10/2025.
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Online Booking Available
Viewed 511 times recently.
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Barn Owl Cottage,

New Bolingbroke, Lincolnshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
2 dogs welcome  2 dogs
family friendly family friendly

Charming, high quality one bedroomed barn conversion in an idyllic rural location with woodburning stove and pet friendly enclosed garden for those wanting a relaxing and peaceful holiday.

0 ( reviews)
ground floor bedroomcountry views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
£325*
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.