Cottages for October Half Term Holidays

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27.10.2026 - 5 nights X

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

Online Booking Available

Viewed 29 times recently.

Owl Lodge,

Bodmin, Cornwall, England

sleeps 6

3 bedrooms

2 bathrooms

No pets

family friendly

Three bedroom two bathroom no pets holiday lodge with stunning valley views, and onsite fishing along the River Fowey, just half an hour’s drive from the Polperro coast.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£824*

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

online booking

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Private Swimming Pool at Red Gables, Herefordshire

Red Gables, Herefordshire, from the outside

Kitchen/diner at Red Gables, Herefordshire

Conservatory at Red Gables, Herefordshire

Shower room at Red Gables, Herefordshire

Decked area at Red Gables, Herefordshire

Family-Friendly

Viewed 46 times recently.

Red Gables,

Pudleston, Herefordshire, England

sleeps 8

4 bedrooms

4 bathrooms

2 dogs welcome

family friendly

Beautiful 4 bedroom 4 bathroom luxury pet-friendly holiday home set on a country estate near Leominster, with private hot tub and barrel sauna in garden, plus daily access to an onsite indoor swimming pool, this is a great place to relax and unwind in the countryside.

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

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£4610*

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

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The Barn, Worcestershire, from the outside

Dogs welcome at The Barn, Worcestershire

Surrounding area near The Barn, Worcestershire

Kitchen/diner at The Barn, Worcestershire

Ensuite bathroom at The Barn, Worcestershire

Family bathroom at The Barn, Worcestershire

Family-Friendly

Viewed 46 times recently.

The Barn,

Worcester, Worcestershire, England

sleeps 6

3 bedrooms

2 bathrooms

2 dogs welcome

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:

7 nights from £425

2 nights - 17/11 to 19/11/2026.

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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 27 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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Surrounding area near The Parlour, Meath

Online Booking Available

Viewed 28 times recently.

The Parlour,

Navan, Meath, Ireland

sleeps 5

2 bedrooms

4 bathrooms

2 dogs welcome

family friendly

Escape to this cosy 2 bedroom holiday cottage, nestled in the picturesque Boyne Valley, County Meath.

Part of a cottage complex: 2 listed properties available (total maximum capacity: 11 people)

countryside views over fields and farmlands

Facilities, Features & Awards:

£1293*

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 31 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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Well equipped kitchen at Widgeon, Suffolk

Open plan living area at Widgeon, Suffolk

Online Booking Available

Viewed 54 times recently.

Widgeon,

Beccles, Suffolk, England

sleeps 6

3 bedrooms

3 bathrooms

1 dog allowed

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:

7 nights from £1075

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

online booking

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The Cider Barn, Somerset, from the outside

Open plan living area at The Cider Barn, Somerset

Well equipped kitchen at The Cider Barn, Somerset

Private Hot Tub at The Cider Barn, Somerset

Family-Friendly

Viewed 48 times recently.

The Cider Barn,

West Pennard, Somerset, England

sleeps 12

6 bedrooms

6 bathrooms

2 dogs welcome

family friendly

High quality 6 bedroom, sleeps 12 pet-friendly barn conversion (all en-suite bedrooms) in rural Somerset, close to Glastonbury, and boasting a private bubbly outdoor hot tub and shared access to a swimming pool and sauna.

Part of a cottage complex: 1 listed properties available (total maximum capacity: 12 people)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

£3725*

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

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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 56 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.

online booking

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Online Booking Available

Viewed 33 times recently.

The Loft ,

Navan, Meath, Ireland

sleeps 6

3 bedrooms

4 bathrooms

2 dogs welcome

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: 2 listed properties available (total maximum capacity: 11 people)

ensuite bedroom(s) countryside views over fields and farmlands

Facilities, Features & Awards:

£1438*

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

online booking

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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 63 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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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 38 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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Weiroch Lodge, Highland, from the outside

Countryside views at Weiroch Lodge, Highland

Kitchen/diner at Weiroch Lodge, Highland

Ensuite bathroom at Weiroch Lodge, Highland

Countryside near Weiroch Lodge, Highland

Pet-Friendly

Viewed 33 times recently.

Weiroch Lodge,

Grantown-On-Spey, Highland, Scotland

sleeps 6

3 bedrooms

3 bathrooms

1 dog allowed

family friendly

5 star rated mill conversion in Speyside with fabulous country views, a secluded setting next to forest and hills and close proximity to the Speyside Way and River Spey.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

£2300*

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

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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 50 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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Main House at Borland Farmhouse, Ayrshire

Super king-size bedroom at Borland Farmhouse, Ayrshire

Farmhouse style kitchen at Borland Farmhouse, Ayrshire

Family bathroom at Borland Farmhouse, Ayrshire

Shower room at Borland Farmhouse, Ayrshire

Private Hot Tub at Borland Farmhouse, Ayrshire

Games Room at Borland Farmhouse, Ayrshire

Children's bedroom at Borland Farmhouse, Ayrshire

Cinema room at Borland Farmhouse, Ayrshire

Family-Friendly

Viewed 5 times recently.

Borland Farmhouse,

Cumnock, Ayrshire, Scotland

sleeps 8

4 bedrooms

2 bathrooms

No pets

family friendly

Luxury 4 bedroom holiday farmhouse near Cumnock and Ayr in Scotland, featuring stunning countryside views, a games room with a pool table and a private outdoor hot tub, ideal for groups of friends and family.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

£2000*

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

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

showing 1-15 of 111 properties

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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

Owl Lodge,

Red Gables,

The Barn,

Westertonhill Holiday Lodge 5,

The Parlour,

Fairlea Grange,

Widgeon,

The Cider Barn,

Nine Ocean Reach,

The Loft ,

Hagg Hill Hall,

Courtyard Cottage,

Weiroch Lodge,

Apple Cottage ,

Borland Farmhouse,

Why Book an October Half Term Getaway?