Cottages for October Half Term Holidays

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27.10.2026 - 5 nights X
126 rental properties match your search for Cottages for October Half Term
Online Booking Available
Viewed 51 times recently.

Woodlands Farmhouse ,

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

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenwood burning stovefireplaceParking
£4350*
5 nights - 27/10 to 01/11/2026.
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Viewed 30 times recently.
no booking fee

The Byre,

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

Two bedroom rural retreat with country views set on a farm in the Leicestershire countryside, all ground floor accommodation, close to Appleby Magna and the National Forest.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 16 people)
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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no booking fee

Widgeon,

Beccles, Suffolk, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Sumptuous 3 bedroom barn in rural Suffolk, just outside of the Norfolk Broads, with country views and access to excellent shared leisure facilities including a hot tub, a games room, a fitness barn, and a children's play area.

Part of a cottage complex: 5 listed properties available (total maximum capacity: 22 people)
ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifienclosed gardenBBQParking
7 nights from £980
7 nights - 30/10 to 06/11/2026.
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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 46 times recently.
no booking fee

Pheasant,

Beccles, Suffolk, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 1 dog welcome  1 dog allowed
family friendly family friendly

Beautiful romantic barn conversion on a farm in rural Suffolk, just outside the Norfolk Broads, boasting country views and access to superb onsite leisure facilities including a hot tub, gym and a games room.

Part of a cottage complex: 5 listed properties available (total maximum capacity: 22 people)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifienclosed gardenBBQParking
7 nights from £650
7 nights - 30/10 to 06/11/2026.
book online online booking
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Online Booking Available
Viewed 34 times recently.
no booking fee

The Loft ,

Navan, Meath, Ireland
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
4 bathrooms 4 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Welcoming and homely 3 ensuite bedroom holiday cottage in rural setting in the beautiful Boyne Valley, part of Decoy Country Cottages where there is a games room, BBQ area, children’s playground and more, less than an hour’s drive from Dublin.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 19 people)
ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stoveBBQfirepitParking
£1436*
5 nights - 27/10 to 01/11/2026.
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Online Booking Available
Viewed 42 times recently.

Higher Burrow Farmhouse,

Kingsbury Episcopi, Somerset, England
sleeps  17 sleeps 17
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Large 7 bedroom country house with the wow-factor in Somerset, enjoy country views and luxurious spacious accommodation with a country twist, as well as a beautiful garden and 2 private hot tubs outdoors, just 18 miles from Glastonbury.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessfree Wifienclosed gardenParking
£4735*
5 nights - 27/10 to 01/11/2026.
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Family-Friendly
Viewed 53 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.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 22 people)
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 37 times recently.
no booking fee

The Chaffhouse,

Great Sturton, Lincolnshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 4 dogs welcome  multi-dogs (up to 4)
family friendly family friendly

Lovely 2 bedroom dogs welcome and family-friendly barn conversion next to countryside and close to the Lincolnshire Wolds and Lincoln.

Part of a cottage complex: 1 listed properties available (total maximum capacity: 4 people)
panoramic views of unspoiled countryside with meadows near local pub
Facilities, Features & Awards:
TVmicrowave in kitchengames roomfree WifigardenParking
7 nights from £300
7 nights - 31/10 to 07/11/2026.
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Online Booking Available
Viewed 47 times recently.
no booking fee

Partridge,

Beccles, Suffolk, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 1 dog welcome  1 dog allowed
family friendly family friendly

Luxurious romantic barn conversion on a farm, just outside of the Norfolk Broads, with tranquil country views and excellent onsite leisure facilities.

Part of a cottage complex: 5 listed properties available (total maximum capacity: 22 people)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifienclosed gardenBBQParking
7 nights from £650
7 nights - 30/10 to 06/11/2026.
book online online booking
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no booking fee

All Seasons Cottage Breaks - Flint Cottage,

Saxmundham, Suffolk, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Charming single-storey 2 bedroom holiday cottage in historic market-town of Saxmundham, just 8 miles from Aldeburgh on the Suffolk Heritage Coast, one small pet dog welcome.

Part of a cottage complex: 2 listed properties available (total maximum capacity: 8 people)
5 (1 reviews)
ground floor bedroom garden views
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenwood burning stove
7 nights from £695
7 nights - 30/10 to 06/11/2026.
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Family-Friendly
Viewed 42 times recently.
no booking fee

The Barn,

Worcester, Worcestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Wonderful rural barn conversion with fantastic views out to the Malvern Hills, situated within its own private fenced garden on a small holding and surrounded by glorious Worcestershire countryside, both family-friendly and dog-friendly.

ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
7 nights from £425
2 nights - 25/11 to 27/11/2026.
no booking fee

Coddiwomple,

Leyburn, North Yorkshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Stylish 3 bedroom no pets holiday home, ideally located for discovering some of the best of the Yorkshire Dales on holiday.

ensuite bedroom(s) garden views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
£1105*
5 nights - 27/10 to 01/11/2026.
Online Booking Available
Viewed 45 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).

Part of a cottage complex: 3 listed properties available (total maximum capacity: 16 people)
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.
book online online booking
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Family-Friendly
Viewed 39 times recently.

Fairlea Grange,

Abergavenny, Monmouthshire, Wales
sleeps  24 sleeps 24
9 bedrooms 9 bedrooms
8 bathrooms 8 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

This beautiful Gothic style townhouse with its spacious large rooms and 8 bedrooms is a fantastic holiday house for big groups of up to 20, with a sauna, warm bubbly hot tub and games room with table tennis and snooker there is plenty to keep groups entertained and the house is situated just 10 minutes’ walk from the heart of Abergavenny.

ensuite bedroom(s) mountain views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunafree Wifienclosed gardenfireplaceBBQParking
7 nights from £4500
7 nights - 30/10 to 06/11/2026.
* 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.