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

Private Swimming Pool at Courtyard Cottage, Herefordshire

Courtyard Cottage, Herefordshire, from the outside

Kitchen/diner at Courtyard Cottage, Herefordshire

Lounge at Courtyard Cottage, Herefordshire

Shower room at Courtyard Cottage, Herefordshire

Bedroom at Courtyard Cottage, Herefordshire

Ensuite bathroom at Courtyard Cottage, Herefordshire

Family bathroom at Courtyard Cottage, Herefordshire

Family-Friendly

Viewed 43 times recently.

Courtyard Cottage,

Pudleston, Herefordshire, England

sleeps 8

4 bedrooms

3 bathrooms

multi-dogs (up to 3)

family friendly

Luxurious and welcoming 4 bedroom 3 bathroom holiday cottage with private 6-seater hot tub and access to a private swimming pool onsite, set on a country estate, just 6 miles from Leominster.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 22 people)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£4600*

5 nights - 27/10 to 01/11/2026.

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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.

Cholwell Hall, Somerset, from the outside

Kitchen/diner at Cholwell Hall, Somerset

Family-Friendly

Viewed 37 times recently.

Cholwell Hall,

Bath, Somerset, England

sleeps 29

10 bedrooms

6 bathrooms

No pets

family friendly

Impressive large country house with 10 bedrooms set amongst beautiful gardens close to the Mendip Hills, ideal for special celebrations, hen parties, stag parties, large group getaways and large family gatherings.

ensuite bedroom(s) countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £3600

Special Offer: 20 Mar - 2 nights

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

Private Swimming Pool at Glenacres, Dorset

Open plan living area at Glenacres, Dorset

Family-Friendly

Viewed 51 times recently.

Glenacres,

Chideock , Dorset, England

sleeps 12

5 bedrooms

4 bathrooms

No pets

family friendly

Beautifully furnished family-friendly holiday cottage with an outside heated swimming pool, extensive gardens, plus a trampoline and table-tennis, just 100 metres walk from the beach at Seatown.

ensuite bedroom(s) countryside views over hills

Facilities, Features & Awards:

7 nights from £4900

Next available: 21 Mar - 7 nights

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Countryside near Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Honeysuckle, dog friendly couples' cottage in South Devon, Devon, from the outside

Bedroom at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Garden at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Countryside views at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Kitchen/diner at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Lounge at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Dogs welcome at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Shower room at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Luxurious interior at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Firepit at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Coastal scenes near Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Sev view at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Online Booking Available

Viewed 33 times recently.

Honeysuckle, dog friendly couples' cottage in South Devon,

Dartmouth, Devon, England

sleeps 2

1 bedroom

1 bathroom

1 dog allowed

cat friendly

A unique and pretty stone cottage for two, ideal for romantic breaks, nestled in a tranquil valley in South Devon with a private garden and valley views.

Part of a cottage complex: 2 listed properties available (total maximum capacity: 8 people)

ground floor bedroom countryside views over hills

Facilities, Features & Awards:

7 nights from £600

Next available: 27 Mar - 6 nights

Special Offer: 27 Mar - 4 nights

online booking

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Garden at Cider Barrel Cottage, Somerset

Lounge at Cider Barrel Cottage, Somerset

Kitchen/diner at Cider Barrel Cottage, Somerset

Bedroom at Cider Barrel Cottage, Somerset

Family bathroom at Cider Barrel Cottage, Somerset

Countryside views at Cider Barrel Cottage, Somerset

Countryside near Cider Barrel Cottage, Somerset

Family-Friendly

Viewed 19 times recently.

Cider Barrel Cottage,

Rodney Stoke, Somerset, England

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

Charming 2 bedroom rural retreat with lovely countryside views out to the Mendhip Hills and Somerset Levels, around mid-way between Cheddar and Wells.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £540

Next available: 21 Mar - 7 nights

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Lounge at River Bank Cottage, North Yorkshire

Drawing room at River Bank Cottage, North Yorkshire

Kitchen/diner at River Bank Cottage, North Yorkshire

Well equipped kitchen at River Bank Cottage, North Yorkshire

Luxurious interior at River Bank Cottage, North Yorkshire

Dining room at River Bank Cottage, North Yorkshire

Bedroom at River Bank Cottage, North Yorkshire

Family bathroom at River Bank Cottage, North Yorkshire

Shower room at River Bank Cottage, North Yorkshire

Ensuite bathroom at River Bank Cottage, North Yorkshire

Garden at River Bank Cottage, North Yorkshire

Decked area at River Bank Cottage, North Yorkshire

Conservatory at River Bank Cottage, North Yorkshire

Surrounding area near River Bank Cottage, North Yorkshire

Countryside views at River Bank Cottage, North Yorkshire

Countryside near River Bank Cottage, North Yorkshire

Lake view at River Bank Cottage, North Yorkshire

Patio area at River Bank Cottage, North Yorkshire

Balcony at River Bank Cottage, North Yorkshire

Enclosed garden at River Bank Cottage, North Yorkshire

National landscape near River Bank Cottage, North Yorkshire

Sev view at River Bank Cottage, North Yorkshire

Coastal scenes near River Bank Cottage, North Yorkshire

National park near River Bank Cottage, North Yorkshire

Good walks near River Bank Cottage, North Yorkshire

No Pets

Viewed 33 times recently.

River Bank Cottage,

Whitby, North Yorkshire, England

sleeps 4

2 bedrooms

1 bathroom

No pets

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.

countryside views over hillsnear beach

Facilities, Features & Awards:

7 nights from £550

Next available: 21 Mar - 7 nights

Special Offer: 28 Mar - 7 nights

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Private Swimming Pool at The Locks, Newport

Surrounding area near The Locks, Newport

Luxurious interior at The Locks, Newport

Open plan living area at The Locks, Newport

Family-Friendly

Viewed 72 times recently.

The Locks,

Rogerstone, Newport, Wales

sleeps 14

7 bedrooms

7 bathrooms

multi-dogs (up to 3)

family friendly

Superb 7 bedroom group holiday house near the city of Newport, with excellent games room with pool table, retro arcade machine, and air hockey, plus cinema room with gaming facilities, and a fabulous private indoor swimming pool.

5 (1 reviews)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £3500

Next available: 30 Mar - 4 nights

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Open plan living area at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Lounge at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Farmhouse style kitchen at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Kitchen/diner at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Bedroom at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Shower room at All Seasons Cottage Breaks - Corner Cottage, Suffolk

All Seasons Cottage Breaks - Corner Cottage, Suffolk, from the outside

Enclosed garden at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Patio area at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Surrounding area near All Seasons Cottage Breaks - Corner Cottage, Suffolk

Coastal scenes near All Seasons Cottage Breaks - Corner Cottage, Suffolk

Sev view at All Seasons Cottage Breaks - Corner Cottage, Suffolk

at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Online Booking Available

Viewed 42 times recently.

All Seasons Cottage Breaks - Corner Cottage,

Saxmundham, Suffolk, England

sleeps 4

2 bedrooms

1 bathroom

2 dogs welcome

family friendly

Charming 2 bedroom pet-friendly character cottage in Saxmundham (one small dog welcome), less than 10 miles from Aldeburgh and the Suffolk Heritage Coast.

Part of a cottage complex: 2 listed properties available (total maximum capacity: 8 people)

ground floor bedroom near beach

Facilities, Features & Awards:

7 nights from £595

Next available: 30 Mar - 7 nights

online booking

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Brookbank farm, Cheshire, from the outside

Kitchen/diner at Brookbank farm, Cheshire

Countryside near Brookbank farm, Cheshire

Drawing room at Brookbank farm, Cheshire

Private Hot Tub at Brookbank farm, Cheshire

Shared Hot Tub at Brookbank farm, Cheshire

Garden furniture at Brookbank farm, Cheshire

Good walks near Brookbank farm, Cheshire

Family bathroom at Brookbank farm, Cheshire

Surrounding area near Brookbank farm, Cheshire

Countryside views at Brookbank farm, Cheshire

Online Booking Available

Viewed 39 times recently.

Brookbank farm,

Blackden Heath, Cheshire, England

sleeps 18

7 bedrooms

7 bathrooms

No pets

family friendly

Large and spacious holiday farmhouse with outdoor private hot tub and games room, set in the stunning Cheshire countryside, ideal for groups of friends (including hens or stags) or family breaks.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £3000

Next available: 23 Mar - 7 nights

online booking

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Ravensprings, West Yorkshire, from the outside

Farmhouse style kitchen at Ravensprings, West Yorkshire

Kitchen/diner at Ravensprings, West Yorkshire

Dining room at Ravensprings, West Yorkshire

Games Room at Ravensprings, West Yorkshire

Family bathroom at Ravensprings, West Yorkshire

Shower room at Ravensprings, West Yorkshire

Ensuite bathroom at Ravensprings, West Yorkshire

Luxurious interior at Ravensprings, West Yorkshire

Garden furniture at Ravensprings, West Yorkshire

Patio area at Ravensprings, West Yorkshire

Countryside views at Ravensprings, West Yorkshire

Outdoor games area at Ravensprings, West Yorkshire

Children’s play area at Ravensprings, West Yorkshire

Surrounding area near Ravensprings, West Yorkshire

Countryside near Ravensprings, West Yorkshire

Family-Friendly

Viewed 48 times recently.

Ravensprings,

Brighouse, West Yorkshire, England

sleeps 23

8 bedrooms

6 bathrooms

multi-dogs (up to 3)

family friendly

Impressive 8 bedroom Mansion House with splendid Victorian features offering spacious comfortable accommodation for groups of friends or family, within reach of the Peak District National Park and the fine historical city of York and spa town of Harrogate for days out.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £2450

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Private Swimming Pool at Atlanta, Lincolnshire

Ensuite bathroom at Atlanta, Lincolnshire

Surrounding area near Atlanta, Lincolnshire

Family-Friendly

Viewed 49 times recently.

Atlanta,

Lincoln, Lincolnshire, England

sleeps 20

10 bedrooms

7 bathrooms

2 dogs welcome

family friendly

Big House self catering in Lincolnshire, with indoor swimming pool for exclusive use of guests and private hot tub, sleeps up to 20 people with 10 bedrooms.

ensuite bedroom(s) garden views

Facilities, Features & Awards:

7 nights from £2900

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Stonebank Annexe, Chickerell, Dorset, from the outside

Patio area at Stonebank Annexe, Chickerell, Dorset

Garden at Stonebank Annexe, Chickerell, Dorset

Bedroom at Stonebank Annexe, Chickerell, Dorset

Lounge at Stonebank Annexe, Chickerell, Dorset

Well equipped kitchen at Stonebank Annexe, Chickerell, Dorset

Family bathroom at Stonebank Annexe, Chickerell, Dorset

Coastal scenes near Stonebank Annexe, Chickerell, Dorset

Sev view at Stonebank Annexe, Chickerell, Dorset

Pet-Friendly

Viewed 36 times recently.

Stonebank Annexe, Chickerell,

Chickerell, Dorset, England

sleeps 4

2 bedrooms

1 bathroom

1 dog allowed

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.

garden viewsnear beach

Facilities, Features & Awards:

7 nights from £420

Next available: 21 Mar - 7 nights

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Outdoor games area at Garden Bank, Borders

Online Booking Available

Viewed 25 times recently.

Garden Bank,

Kelso, Borders, Scotland

sleeps 4

2 bedrooms

2 bathrooms

1 dog allowed

family friendly

Stylish pet-friendly 2 bedroom rural retreat with lush country views out to the Tweed valley, set on an organic farm in the Scottish Borders, only around 3 miles from Kelso.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £500

Next available: 30 Mar - 7 nights

online booking

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Broadway House, Gloucestershire, from the outside

Dining room at Broadway House, Gloucestershire

Lounge at Broadway House, Gloucestershire

Kitchen/diner at Broadway House, Gloucestershire

Bedroom at Broadway House, Gloucestershire

Outdoor games area at Broadway House, Gloucestershire

Games Room at Broadway House, Gloucestershire

Countryside views at Broadway House, Gloucestershire

Family-Friendly

Viewed 39 times recently.

Broadway House,

Stow-on-the-Wold, Gloucestershire, England

sleeps 16

7 bedrooms

6 bathrooms

2 dogs welcome

family friendly

Fantastic large self-catering house which is both family-friendly and dog-friendly, offering a high standard of accommodation as well as countryside views in a rural location just 2 miles from Stow on the Wold in the Cotswolds.

Part of a cottage complex: 1 listed properties available (total maximum capacity: 16 people)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £1390

Next available: 11 May - 7 nights

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Gardeners Cottage, Northumberland, from the outside

Garden furniture at Gardeners Cottage, Northumberland

Countryside views at Gardeners Cottage, Northumberland

Lounge at Gardeners Cottage, Northumberland

Kitchen/diner at Gardeners Cottage, Northumberland

Bedroom at Gardeners Cottage, Northumberland

Shower room at Gardeners Cottage, Northumberland

Countryside near Gardeners Cottage, Northumberland

Outdoor games area at Gardeners Cottage, Northumberland

Online Booking Available

Viewed 23 times recently.

Gardeners Cottage,

Rothbury, Northumberland, England

sleeps 7

3 bedrooms

2 bathrooms

multi-dogs (up to 3)

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.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £660

Next available: 27 Mar - 7 nights

online booking

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* Price quoted is not inclusive of any applicable booking fees or local charges.

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family enjoying autumn half term break Book 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.

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Cottages for October Half Term Holidays

Courtyard Cottage,

Cholwell Hall,

Glenacres,

Honeysuckle, dog friendly couples' cottage in South Devon,

Cider Barrel Cottage,

River Bank Cottage,

The Locks,

All Seasons Cottage Breaks - Corner Cottage,

Brookbank farm,

Ravensprings,

Atlanta,

Stonebank Annexe, Chickerell,

Garden Bank,

Broadway House,

Gardeners Cottage,

Why Book an October Half Term Getaway?