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

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

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 40 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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Monnow Valley Studio, Monmouthshire, from the outside

Lounge at Monnow Valley Studio, Monmouthshire

Games Room at Monnow Valley Studio, Monmouthshire

Kitchen/diner at Monnow Valley Studio, Monmouthshire

Dining room at Monnow Valley Studio, Monmouthshire

Open plan living area at Monnow Valley Studio, Monmouthshire

Bedroom at Monnow Valley Studio, Monmouthshire

Shower room at Monnow Valley Studio, Monmouthshire

Family bathroom at Monnow Valley Studio, Monmouthshire

Private Hot Tub at Monnow Valley Studio, Monmouthshire

Online Booking Available

Viewed 23 times recently.

Monnow Valley Studio,

Rockfield, Monmouthshire, Wales

sleeps 24

11 bedrooms

10 bathrooms

No pets

family friendly

Fascinating 11 bedroom holiday house, once a recording studio and visited by A-listers, now a big group holiday house with superb riverside location, party room, games room and warm bubbly outdoor hot tub, this is a house fit for stars.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £5850

Next available: 21 Mar - 6 nights

online booking

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Two Owls Lodge, Derbyshire, from the outside

Ensuite bathroom at Two Owls Lodge, Derbyshire

Kitchen/diner at Two Owls Lodge, Derbyshire

Online Booking Available

Viewed 33 times recently.

Two Owls Lodge,

Two Dales, Derbyshire, England

sleeps 3

2 bedrooms

2 bathrooms

No pets

family friendly

Idyllic sleeps 3 rural retreat in a superb country location and with beautiful views over the Derwent Valley, situated just outside of the Peak District National Park and close to Matlock.

valley views near local pub

Facilities, Features & Awards:

7 nights from £595

Next available: 21 Mar - 7 nights

online booking

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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 35 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

Next available: 21 Mar - 7 nights

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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 37 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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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.

Surrounding area near Koi Keep at Wallrudding Farm, Lincolnshire

Kitchen/diner at Koi Keep at Wallrudding Farm, Lincolnshire

Bedroom at Koi Keep at Wallrudding Farm, Lincolnshire

Lounge at Koi Keep at Wallrudding Farm, Lincolnshire

Shower room at Koi Keep at Wallrudding Farm, Lincolnshire

Private Swimming Pool at Koi Keep at Wallrudding Farm, Lincolnshire

Family-Friendly

Viewed 25 times recently.

Koi Keep at Wallrudding Farm,

Doddington, Lincolnshire, England

sleeps 6

3 bedrooms

1 bathroom

No pets

family friendly

A collection of three delightful holiday cottages on a Lincolnshire working farm with the added benefit of shared access to an indoor heated swimming pool.

Part of a cottage complex: 2 listed properties available (total maximum capacity: 12 people)

near local pub historic property

Facilities, Features & Awards:

7 nights from £500

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The Gothic Mansion, Bristol, from the outside

Luxurious interior at The Gothic Mansion, Bristol

Ensuite bathroom at The Gothic Mansion, Bristol

Dining room at The Gothic Mansion, Bristol

Shower room at The Gothic Mansion, Bristol

Drawing room at The Gothic Mansion, Bristol

Kitchen/diner at The Gothic Mansion, Bristol

Family-Friendly

Viewed 37 times recently.

The Gothic Mansion,

Bristol, Bristol, England

sleeps 45

13 bedrooms

7 bathrooms

2 dogs welcome

family friendly

Historical 14 bedroom holiday house set in an acre of gardens near the heart of Bristol, sleeping up to 50 people in elegant accommodation, ideal for special family get-togethers, birthday parties or special celebrations (hen party bookings may be possible by arrangement).

5 (3 reviews)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £2000

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Countryside views at The Dovecote, Devon

Open plan living area at The Dovecote, Devon

King-size bedroom at The Dovecote, Devon

Online Booking Available

Viewed 20 times recently.

The Dovecote,

Dartmouth, Devon, England

sleeps 6

4 bedrooms

3 bathrooms

2 dogs welcome

cat friendly

Delightful 4 bedroom country cottage with valley views and a large private garden along with access to twenty acres of conservation valley and woodland to explore, close to the coast and not too far from Dartmoor National Park.

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

ensuite bedroom(s) countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £900

online booking

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Ploughman's Cottage, Nottinghamshire, from the outside

Lounge at Ploughman's Cottage, Nottinghamshire

Kitchen/diner at Ploughman's Cottage, Nottinghamshire

Bedroom at Ploughman's Cottage, Nottinghamshire

Family bathroom at Ploughman's Cottage, Nottinghamshire

Patio area at Ploughman's Cottage, Nottinghamshire

Surrounding area near Ploughman's Cottage, Nottinghamshire

Online Booking Available

Viewed 27 times recently.

Ploughman's Cottage,

Mansfield, Nottinghamshire, England

sleeps 4

2 bedrooms

1 bathroom

2 dogs welcome

family friendly

Comfortable 2 bedroom country cottage nestled in 3 acres of tranquil gardens, discover the best of Nottinghamshire close by with day trips to the riverside town of Newark-on-Trent, Clipstone Forest and Sherwood Forest to name just a few attractions.

ground floor bedroom garden views

Facilities, Features & Awards:

7 nights from £625

online booking

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Eden Hideaway, Borders, from the outside

Surrounding area near Eden Hideaway, Borders

Family-Friendly

Viewed 15 times recently.

Eden Hideaway,

Kelso, Borders, Scotland

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

Stylish high quality 2 bedroom holiday lodge with warm bubbly outdoor private hot tub and superb countryside views of the Eden and Tweed Valley, set on an organic farm in the Scottish Borders.

ground floor bedroom panoramic views of the cheviot hills and eden and tweed valleys. four miles from kelso

Facilities, Features & Awards:

7 nights from £890

online booking

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Surrounding area near Inglenook Cottage, Buckinghamshire

Lounge at Inglenook Cottage, Buckinghamshire

Dining room at Inglenook Cottage, Buckinghamshire

Kitchen/diner at Inglenook Cottage, Buckinghamshire

Bedroom at Inglenook Cottage, Buckinghamshire

Patio area at Inglenook Cottage, Buckinghamshire

Garden at Inglenook Cottage, Buckinghamshire

Family-Friendly

Viewed 24 times recently.

Inglenook Cottage,

Great Missenden, Buckinghamshire, England

sleeps 4

2 bedrooms

1 bathroom

1 dog allowed

family friendly

Pretty 4 star, 2 bedroom country cottage with own garden in the Chiltern Hills AONB, just 3 miles from Great Missenden.

garden views near local pub

Facilities, Features & Awards:

7 nights from £525

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Private Hot Tub at Caban Iwrch with all weather Hot tub, Powys

Caban Iwrch with all weather Hot tub, Powys, from the outside

Countryside views at Caban Iwrch with all weather Hot tub, Powys

Bedroom at Caban Iwrch with all weather Hot tub, Powys

Decked area at Caban Iwrch with all weather Hot tub, Powys

Kitchen/diner at Caban Iwrch with all weather Hot tub, Powys

Family bathroom at Caban Iwrch with all weather Hot tub, Powys

Dining room at Caban Iwrch with all weather Hot tub, Powys

Lake view at Caban Iwrch with all weather Hot tub, Powys

Lounge at Caban Iwrch with all weather Hot tub, Powys

Countryside near Caban Iwrch with all weather Hot tub, Powys

Sev view at Caban Iwrch with all weather Hot tub, Powys

at Caban Iwrch with all weather Hot tub, Powys

Surrounding area near Caban Iwrch with all weather Hot tub, Powys

Enclosed garden at Caban Iwrch with all weather Hot tub, Powys

Family-Friendly

Viewed 45 times recently.

Caban Iwrch with all weather Hot tub,

Llanrhaeadr-ym-Mochnant, Powys, Wales

sleeps 8

3 bedrooms

2 bathrooms

2 dogs welcome

family friendly

Idyllic traditional log cabin set at the foot of the Berwyn mountain range in glorious open countryside with a large hot tub, private veranda and barbeque, perfectly located to try a number of outdoor pursuits such as mountain biking, hiking and white water rafting.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £360

online booking

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Carp Cottage, Lincolnshire, from the outside

Kitchen/diner at Carp Cottage, Lincolnshire

Shower room at Carp Cottage, Lincolnshire

Private Swimming Pool at Carp Cottage, Lincolnshire

Family-Friendly

Viewed 17 times recently.

Carp Cottage,

Doddington, Lincolnshire, England

sleeps 6

3 bedrooms

1 bathroom

No pets

family friendly

Escape for a chilled out holiday at Carp Cottage, situated conveniently close to several fishing lakes and part of a small collection of three welcoming holiday cottages on a working farm, with a swimming pool on site, this is a great place to relax and enjoy a spot of fishing.

Part of a cottage complex: 2 listed properties available (total maximum capacity: 12 people)

ground floor bedroom near local pub

Facilities, Features & Awards:

7 nights from £450

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Patio area at Bluegate Farm Holiday Cottages, Bedfordshire

Bluegate Farm Holiday Cottages, Bedfordshire, from the outside

Countryside views at Bluegate Farm Holiday Cottages, Bedfordshire

Farmhouse style kitchen at Bluegate Farm Holiday Cottages, Bedfordshire

Bedroom at Bluegate Farm Holiday Cottages, Bedfordshire

Family bathroom at Bluegate Farm Holiday Cottages, Bedfordshire

Shower room at Bluegate Farm Holiday Cottages, Bedfordshire

Lounge at Bluegate Farm Holiday Cottages, Bedfordshire

Kitchen/diner at Bluegate Farm Holiday Cottages, Bedfordshire

Family-Friendly

Viewed 32 times recently.

Bluegate Farm Holiday Cottages,

Leighton Buzzard, Bedfordshire, England

sleeps 6

2 bedrooms

2 bathrooms

2 dogs welcome

family friendly

Two high quality farm cottages, each with its own private garden and impressive countryside views out towards the Chiltern Hills, just a short distance from Whipsnade Wild Animal Park, Woburn Safari Park and the Dunstable Downs.

ensuite bedroom(s) countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £550

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The Lodge at Colmer, Kingsbridge, Devon, from the outside

Garden at The Lodge at Colmer, Kingsbridge, Devon

Kitchen/diner at The Lodge at Colmer, Kingsbridge, Devon

Private Swimming Pool at The Lodge at Colmer, Kingsbridge, Devon

Bedroom at The Lodge at Colmer, Kingsbridge, Devon

Lounge at The Lodge at Colmer, Kingsbridge, Devon

Coastal scenes near The Lodge at Colmer, Kingsbridge, Devon

Family bathroom at The Lodge at Colmer, Kingsbridge, Devon

Countryside views at The Lodge at Colmer, Kingsbridge, Devon

at The Lodge at Colmer, Kingsbridge, Devon

Lake view at The Lodge at Colmer, Kingsbridge, Devon

Countryside near The Lodge at Colmer, Kingsbridge, Devon

Outdoor games area at The Lodge at Colmer, Kingsbridge, Devon

Loo at The Lodge at Colmer, Kingsbridge, Devon

Ensuite bathroom at The Lodge at Colmer, Kingsbridge, Devon

Family-Friendly

Viewed 39 times recently.

The Lodge at Colmer, Kingsbridge,

Modbury, Devon, England

sleeps 6

3 bedrooms

2 bathrooms

1 dog allowed

cat friendly

A superb dog friendly, 5 star detached stone holiday cottage with indoor and outdoor swimming pools, tennis, and gym - located on a private holiday estate in Devon, in an area of outstanding natural beauty with full access to 28 acres of private woodlands, meadows and a fishing lake.

countryside views over hillsnear beach

Facilities, Features & Awards:

7 nights from £800

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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

Broadway House,

Monnow Valley Studio,

Two Owls Lodge,

Myrtle House Old Farmhouse and Annexe,

Stonebank Annexe, Chickerell,

Koi Keep at Wallrudding Farm,

The Gothic Mansion,

The Dovecote,

Ploughman's Cottage,

Eden Hideaway,

Inglenook Cottage,

Caban Iwrch with all weather Hot tub,

Carp Cottage,

Bluegate Farm Holiday Cottages,

The Lodge at Colmer, Kingsbridge,

Why Book an October Half Term Getaway?