Cottages for October Half Term Holidays

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27.10.2026 - 5 nights X

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

Hagg Hill Hall, Derbyshire, from the outside

Dining room at Hagg Hill Hall, Derbyshire

Farmhouse style kitchen at Hagg Hill Hall, Derbyshire

Private Swimming Pool at Hagg Hill Hall, Derbyshire

Ensuite bathroom at Hagg Hill Hall, Derbyshire

Luxurious interior at Hagg Hill Hall, Derbyshire

Private Hot Tub at Hagg Hill Hall, Derbyshire

Online Booking Available

Viewed 41 times recently.

Hagg Hill Hall,

Chesterfield, Derbyshire, England

sleeps 22

8 bedrooms

6 bathrooms

2 dogs welcome

family friendly

8 bedroom country house with private swimming pool, hot tub, sauna, beautiful gardens and a BBQ lodge close to Matlock and the Peak District National Park, pet-friendly with 2 dogs welcome.

ensuite bedroom(s) near local pub

Facilities, Features & Awards:

7 nights from £4700

-20808 nights - 21/12 to 01/01/1970.

online booking

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Main House at Heads Nook Hall Cottage, Cumbria

Lounge at Heads Nook Hall Cottage, Cumbria

Kitchen/diner at Heads Nook Hall Cottage, Cumbria

Bedroom at Heads Nook Hall Cottage, Cumbria

Family bathroom at Heads Nook Hall Cottage, Cumbria

Garden at Heads Nook Hall Cottage, Cumbria

Online Booking Available

Viewed 19 times recently.

Heads Nook Hall Cottage,

Heads Nook, Cumbria, England

sleeps 4

2 bedrooms

1 bathroom

2 dogs welcome

accessible

Beautiful luxurious 2 bedroom pet-friendly holiday home in the beautiful North Pennines, just 7 miles from Carlisle and welcoming 2 pet dogs.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

£680*

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

online booking

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Countryside views at Nine Ocean Reach, Devon

Nine Ocean Reach, Devon, from the outside

Coastal scenes near Nine Ocean Reach, Devon

Open plan living area at Nine Ocean Reach, Devon

Kitchen/diner at Nine Ocean Reach, Devon

Online Booking Available

Viewed 37 times recently.

Nine Ocean Reach,

Salcombe, Devon, England

sleeps 4

1 bedroom

1 bathroom

multi-dogs (up to 4)

cat friendly

Stylish romantic pet-friendly coastal holiday home with sea views set within the South Devon AONB, just 4 miles from Salcombe.

Part of a cottage complex: 1 listed properties available (total maximum capacity: 4 people)

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £699

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

Special Offer: 03 Jul - 3 nights

online booking

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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 37 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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Private Hot Tub at Westertonhill Holiday Lodge 5, Dunbartonshire

Westertonhill Holiday Lodge 5, Dunbartonshire, from the outside

Lounge at Westertonhill Holiday Lodge 5, Dunbartonshire

Dining room at Westertonhill Holiday Lodge 5, Dunbartonshire

Bedroom at Westertonhill Holiday Lodge 5, Dunbartonshire

Shower room at Westertonhill Holiday Lodge 5, Dunbartonshire

Kitchen/diner at Westertonhill Holiday Lodge 5, Dunbartonshire

Outdoor games area at Westertonhill Holiday Lodge 5, Dunbartonshire

Patio area at Westertonhill Holiday Lodge 5, Dunbartonshire

Hallway at Westertonhill Holiday Lodge 5, Dunbartonshire

Countryside views at Westertonhill Holiday Lodge 5, Dunbartonshire

Countryside near Westertonhill Holiday Lodge 5, Dunbartonshire

Lake view at Westertonhill Holiday Lodge 5, Dunbartonshire

Surrounding area near Westertonhill Holiday Lodge 5, Dunbartonshire

Family-Friendly

Viewed 26 times recently.

Westertonhill Holiday Lodge 5,

Balloch, Dunbartonshire, Scotland

sleeps 10

4 bedrooms

3 bathrooms

multi-dogs (up to 4)

family friendly

Ideal 4 bedroom escape in the Loch Lomond and Trossachs National Park, close to Balloch, pet-friendly and with an inviting private hot tub and country views.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£1500*

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

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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 42 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.

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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 24 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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Sandbeds Farmhouse, Cumbria, from the outside

Kitchen/diner at Sandbeds Farmhouse, Cumbria

Family bathroom at Sandbeds Farmhouse, Cumbria

Online Booking Available

Viewed 13 times recently.

Sandbeds Farmhouse,

Grayrigg, Cumbria, England

sleeps 10

5 bedrooms

3 bathrooms

No pets

family friendly

Luxurious 5 bedroom stone-built farmhouse, sleeps 10 plus infants, set on a tranquil farm and enjoying an ideal location for exploring both the Lake District and the Yorkshire Dales.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

£2420*

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

online booking

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Main House at Lower Canwood sleeps 9+1, Herefordshire

Games Room at Lower Canwood sleeps 9+1, Herefordshire

Garden at Lower Canwood sleeps 9+1, Herefordshire

Garden furniture at Lower Canwood sleeps 9+1, Herefordshire

Dining room at Lower Canwood sleeps 9+1, Herefordshire

Luxury kitchen at Lower Canwood sleeps 9+1, Herefordshire

Lounge at Lower Canwood sleeps 9+1, Herefordshire

at Lower Canwood sleeps 9+1, Herefordshire

Bedroom at Lower Canwood sleeps 9+1, Herefordshire

Ensuite bathroom at Lower Canwood sleeps 9+1, Herefordshire

Countryside near Lower Canwood sleeps 9+1, Herefordshire

Family-Friendly

Viewed 9 times recently.

Lower Canwood sleeps 9+1,

Checkley, Herefordshire, England

sleeps 10

5 bedrooms

5 bathrooms

2 dogs welcome

family friendly

5 star gold award winning country house, with 5 bedrooms, 4 bathrooms, games room and idyllic countryside views, near Hereford and within the lush greenery of the Wye Valley.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£1700*

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

Special Offer: 22 Jun - 4 nights

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Farmhouse style kitchen at Clusters Chapel, Derbyshire

Open plan living area at Clusters Chapel, Derbyshire

Shower room at Clusters Chapel, Derbyshire

Family-Friendly

Viewed 44 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

-20762 nights - 05/11 to 01/01/1970.

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Portman House, Somerset, from the outside

Farmhouse style kitchen at Portman House, Somerset

Surrounding area near Portman House, Somerset

Family bathroom at Portman House, Somerset

Private Hot Tub at Portman House, Somerset

Online Booking Available

Viewed 42 times recently.

Portman House,

Pylle, Somerset, England

sleeps 16

8 bedrooms

6 bathrooms

2 dogs welcome

family friendly

Large 8 bedroom country house with warm bubbly outdoor hot tub and rural setting, just 11 miles from Glastonbury.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£5375*

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

online booking

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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.

The Chaffhouse, Lincolnshire, from the outside

Garden furniture at The Chaffhouse, Lincolnshire

Farmhouse style kitchen at The Chaffhouse, Lincolnshire

Countryside views at The Chaffhouse, Lincolnshire

Online Booking Available

Viewed 24 times recently.

The Chaffhouse,

Great Sturton, Lincolnshire, England

sleeps 4

2 bedrooms

1 bathroom

multi-dogs (up to 4)

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:

7 nights from £300

online booking

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Cholwell Hall, Somerset, from the outside

Kitchen/diner at Cholwell Hall, Somerset

Family-Friendly

Viewed 21 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

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

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 29 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: 1 listed properties available (total maximum capacity: 2 people)

ground floor bedroom countryside views over hills

Facilities, Features & Awards:

7 nights from £600

Next available: 13 Jul - 7 nights

Special Offer: 13 Jul - 4 nights

online booking

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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 65 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: 24 Jun - 3 nights

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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

Hagg Hill Hall,

Heads Nook Hall Cottage,

Nine Ocean Reach,

Apple Cottage ,

Westertonhill Holiday Lodge 5,

Glansevin Mansion,

Fairlea Grange,

Sandbeds Farmhouse,

Lower Canwood sleeps 9+1,

Clusters Chapel,

Portman House,

The Chaffhouse,

Cholwell Hall,

Honeysuckle, dog friendly couples' cottage in South Devon,

The Locks,

Why Book an October Half Term Getaway?