Cottages for October Half Term Holidays

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27.10.2026 - 5 nights X

65 rental properties match your search for Cottages for October Half Term

Enclosed garden at Apple Cottage , Somerset

Ensuite bathroom at Apple Cottage , Somerset

Family bathroom at Apple Cottage , Somerset

Utility room at Apple Cottage , Somerset

Kitchen/diner at Apple Cottage , Somerset

Apple Cottage , Somerset, from the outside

Online Booking Available

Viewed 30 times recently.

Apple Cottage ,

Pylle, Somerset, England

sleeps 4

2 bedrooms

2 bathrooms

2 dogs welcome

family friendly

High quality boutique style holiday home set in a peaceful rural setting with a tranquil garden and private hot tub.

ensuite bedroom(s)

Facilities, Features & Awards:

£1112*

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

online booking

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Fairlea Grange, Monmouthshire, from the outside

Open plan living area at Fairlea Grange, Monmouthshire

Dining room at Fairlea Grange, Monmouthshire

Bedroom at Fairlea Grange, Monmouthshire

Family bathroom at Fairlea Grange, Monmouthshire

Kitchen/diner at Fairlea Grange, Monmouthshire

Games Room at Fairlea Grange, Monmouthshire

Private Hot Tub at Fairlea Grange, Monmouthshire

Patio area at Fairlea Grange, Monmouthshire

Family-Friendly

Viewed 30 times recently.

Fairlea Grange,

Abergavenny, Monmouthshire, Wales

sleeps 24

9 bedrooms

8 bathrooms

multi-dogs (up to 3)

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:

7 nights from £4500

7 nights - 30/10 to 06/11/2026.

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Outdoor swimming pool at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Main House at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Lounge at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Surrounding area near The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Well equipped kitchen at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Bedroom at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Family bathroom at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Outdoor games area at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Indoor swimming pool at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Patio area at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Garden at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

at The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Countryside near The Lawns Luxury Apartment in Devon/Beautiful South Hams, Devon

Family-Friendly

Viewed 44 times recently.

The Lawns Luxury Apartment in Devon/Beautiful South Hams,

Modbury, Devon, England

sleeps 5

2 bedrooms

1 bathroom

No pets

family friendly

Luxurious 5 star rated 2 bedroom holiday apartment located on the Colmer Estate in Devon where the excellent shared leisure facilities include an indoor swimming pool, an outdoor pool, fishing lake, gym and extensive gardens.

countryside views over fields and farmlandsnear beach

Facilities, Features & Awards:

7 nights from £850

5 nights - 31/10 to 05/11/2026.

Special Offer: 18 Sep - 7 nights

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Glansevin Mansion, Carmarthenshire, from the outside

Garden at Glansevin Mansion, Carmarthenshire

Countryside views at Glansevin Mansion, Carmarthenshire

Countryside near Glansevin Mansion, Carmarthenshire

Surrounding area near Glansevin Mansion, Carmarthenshire

Drawing room at Glansevin Mansion, Carmarthenshire

Luxurious interior at Glansevin Mansion, Carmarthenshire

Lounge at Glansevin Mansion, Carmarthenshire

Dining room at Glansevin Mansion, Carmarthenshire

Games Room at Glansevin Mansion, Carmarthenshire

Bedroom at Glansevin Mansion, Carmarthenshire

Study at Glansevin Mansion, Carmarthenshire

Farmhouse style kitchen at Glansevin Mansion, Carmarthenshire

Firepit at Glansevin Mansion, Carmarthenshire

Patio area at Glansevin Mansion, Carmarthenshire

Outdoor games area at Glansevin Mansion, Carmarthenshire

Private Swimming Pool at Glansevin Mansion, Carmarthenshire

Family-Friendly

Viewed 72 times recently.

Glansevin Mansion,

Llangadog, Carmarthenshire, Wales

sleeps 58

28 bedrooms

20 bathrooms

multi-dogs (up to 3)

family friendly

Impressive Georgian Grade II listed large mansion house with a relaxing sauna, outdoor swimming pool and games room, nestled within 5 acres of gardens and grounds by the foothills of the Brecon Beacons, ideal for large groups and special celebrations.

ensuite bedroom(s) garden views

Facilities, Features & Awards:

£14294*

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

Special Offer: 22 Sep - 5 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

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

at All Seasons Cottage Breaks - Corner Cottage, Suffolk

Online Booking Available

Viewed 25 times recently.

All Seasons Cottage Breaks - Corner Cottage,

Saxmundham, Suffolk, England

sleeps 4

2 bedrooms

1 bathroom

1 dog allowed

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

7 nights - 30/10 to 06/11/2026.

online booking

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Super king-size bedroom at Courtyard Cottage, Herefordshire

Twin bedroom at Courtyard Cottage, Herefordshire

Kitchen/diner at Courtyard Cottage, Herefordshire

Double bedroom at Courtyard Cottage, Herefordshire

Dining room at Courtyard Cottage, Herefordshire

Lounge at Courtyard Cottage, Herefordshire

Private Swimming Pool at Courtyard Cottage, Herefordshire

Courtyard Cottage, Herefordshire, from the outside

Family-Friendly

Viewed 23 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: 1 listed properties available (total maximum capacity: 8 people)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£3880*

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.

Farmhouse style kitchen at Clusters Chapel, Derbyshire

Open plan living area at Clusters Chapel, Derbyshire

Shower room at Clusters Chapel, Derbyshire

Family-Friendly

Viewed 31 times recently.

Clusters Chapel,

Belper, Derbyshire, England

sleeps 20

8 bedrooms

5 bathrooms

multi-dogs (up to 3)

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.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £1595

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

Beaford Country House, Devon, from the outside

Countryside views at Beaford Country House, Devon

Dining room at Beaford Country House, Devon

Luxurious interior at Beaford Country House, Devon

Farmhouse style kitchen at Beaford Country House, Devon

Private Hot Tub at Beaford Country House, Devon

Private Swimming Pool at Beaford Country House, Devon

Games Room at Beaford Country House, Devon

Outdoor games area at Beaford Country House, Devon

Family-Friendly

Viewed 41 times recently.

Beaford Country House,

Great Torrington, Devon, England

sleeps 23

9 bedrooms

9 bathrooms

multi-dogs (up to 3)

family friendly

Situated by the river valley of Torridge, this large country house has 9 bedrooms, beautiful gardens, an outdoor swimming pool and a private hot tub and has plenty to recommend it for hen parties, stag parties, special holidays and even weddings.

countryside views over fields and farmlandsnear beach

Facilities, Features & Awards:

7 nights from £3800

Next available: 26 Sep - 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

Sea 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

Pet-Friendly

Viewed 30 times recently.

River Bank Cottage,

Whitby, North Yorkshire, England

sleeps 4

2 bedrooms

1 bathroom

1 dog allowed

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: 19 Sep - 7 nights

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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

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Myrtle House Old Farmhouse and Annexe, Somerset, from the outside

Open plan living area at Myrtle House Old Farmhouse and Annexe, Somerset

Balcony at Myrtle House Old Farmhouse and Annexe, Somerset

Bedroom at Myrtle House Old Farmhouse and Annexe, Somerset

Wet room at Myrtle House Old Farmhouse and Annexe, Somerset

Kitchen/diner at Myrtle House Old Farmhouse and Annexe, Somerset

Drawing room at Myrtle House Old Farmhouse and Annexe, Somerset

Lounge at Myrtle House Old Farmhouse and Annexe, Somerset

Farmhouse style kitchen at Myrtle House Old Farmhouse and Annexe, Somerset

Dining room at Myrtle House Old Farmhouse and Annexe, Somerset

Loo at Myrtle House Old Farmhouse and Annexe, Somerset

Countryside views at Myrtle House Old Farmhouse and Annexe, Somerset

Garden at Myrtle House Old Farmhouse and Annexe, Somerset

Countryside near Myrtle House Old Farmhouse and Annexe, Somerset

Family-Friendly

Viewed 30 times recently.

Myrtle House Old Farmhouse and Annexe,

Ilminster, Somerset, England

sleeps 11

5 bedrooms

4 bathrooms

No pets

family friendly

4 Bedroom Holiday Farmhouse and 1 Bedroom Annexe, sleeping from 7 to 11 people in homely comfortable accommodation, special access features include a stair-lift in the Farmhouse and wheelchair-wide doorways at the Annexe.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £335

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Outdoor games area at Garden Bank, Borders

Online Booking Available

Viewed 14 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: 10 Oct - 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 58 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 Oct - 7 nights

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Dining room at Agricola House, Derbyshire

Kitchen/diner at Agricola House, Derbyshire

Agricola House, Derbyshire, from the outside

Family bathroom at Agricola House, Derbyshire

Countryside views at Agricola House, Derbyshire

Patio area at Agricola House, Derbyshire

Surrounding area near Agricola House, Derbyshire

Good cycling routes near Agricola House, Derbyshire

Cinema room at Agricola House, Derbyshire

Family-Friendly

Viewed 13 times recently.

Agricola House,

Wirksworth, Derbyshire, England

sleeps 14

7 bedrooms

5 bathrooms

2 dogs welcome

family friendly

Award winning, stylish 7 bedroom, 5 bathroom holiday house with cinema room, games console for fun times and relaxing wellness sauna, set in Wirksworth, close to the Peak District National Park.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £4395

Next available: 19 Sep - 6 nights

View

Tweed Hideaway, Borders, from the outside

Countryside near Tweed Hideaway, Borders

Private Hot Tub at Tweed Hideaway, Borders

Open plan living area at Tweed Hideaway, Borders

Family bathroom at Tweed Hideaway, Borders

Luxurious interior at Tweed Hideaway, Borders

Online Booking Available

Viewed 21 times recently.

Tweed Hideaway,

Kelso, Borders, Scotland

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

High quality 2 bedroom holiday lodge in the Scottish Borders, with superb countryside views to the Eden and Tweed valley, warm bubbly outdoor private hot tub and access to tennis court on the farm, just 3 miles from Kelso.

ground floor bedroom river views

Facilities, Features & Awards:

7 nights from £980

Next available: 03 Oct - 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

Apple Cottage ,

Fairlea Grange,

The Lawns Luxury Apartment in Devon/Beautiful South Hams,

Glansevin Mansion,

All Seasons Cottage Breaks - Corner Cottage,

Courtyard Cottage,

Clusters Chapel,

Beaford Country House,

River Bank Cottage,

Cider Barrel Cottage,

Myrtle House Old Farmhouse and Annexe,

Garden Bank,

Broadway House,

Agricola House,

Tweed Hideaway,

Why Book an October Half Term Getaway?