Cottages for October Half Term Holidays

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27.10.2026 - 5 nights X

142 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:

The Cottage at Great East Standen Manor, Isle of Wight, from the outside

Open plan living area at The Cottage at Great East Standen Manor, Isle of Wight

Bedroom at The Cottage at Great East Standen Manor, Isle of Wight

Family bathroom at The Cottage at Great East Standen Manor, Isle of Wight

Countryside views at The Cottage at Great East Standen Manor, Isle of Wight

Family-Friendly

Viewed 31 times recently.

The Cottage at Great East Standen Manor,

Arreton, Isle of Wight, England

sleeps 4

2 bedrooms

2 bathrooms

2 dogs welcome

family friendly

Pretty thatched country cottage with ample character and own garden where you can soak up the naturally beautiful surroundings and listen to birdsong, a delightful rural retreat.

5 (2 reviews)

ensuite bedroom(s) near beach

Facilities, Features & Awards:

This owner/agency is showing availability for your dates but has not provided full pricing information.

7 nights from £525

Next available: 27 Jun - 7 nights

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Family-Friendly

Viewed 17 times recently.

Dolwen,

Rhayader, Powys, Wales

sleeps 7

3 bedrooms

2 bathrooms

2 dogs welcome

family friendly

Get away for a relaxing break to this family-friendly country cottage set in the beautiful Elan Valley close to Rhayader and the River Wye.

5 (1 reviews)

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

This owner/agency is showing availability for your dates but has not provided full pricing information.

7 nights from £690

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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 36 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:

This owner/agency is showing availability for your dates but has not provided full pricing information.

7 nights from £980

Next available: 05 Feb - 7 nights

online booking

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Private Swimming Pool at Beggars Barn, Oxfordshire

Surrounding area near Beggars Barn, Oxfordshire

Kitchen/diner at Beggars Barn, Oxfordshire

Dining room at Beggars Barn, Oxfordshire

Ensuite bathroom at Beggars Barn, Oxfordshire

Family bathroom at Beggars Barn, Oxfordshire

Open plan living area at Beggars Barn, Oxfordshire

Private Hot Tub at Beggars Barn, Oxfordshire

Family-Friendly

Viewed 30 times recently.

Beggars Barn,

Shutford, Oxfordshire, England

sleeps 30

10 bedrooms

10 bathrooms

No pets

family friendly

Luxurious self-catering near the English Cotswolds, to sleep from 4 to 30 people across 3 properties (main house, annexe and 2 bedroom summer house), with access to a BBQ lodge, plus excellent onsite leisure facilities (outdoor swimming pool (in season), games room facilities and outdoor table tennis).

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

This owner/agency is showing availability for your dates but has not provided full pricing information.

7 nights from £8000

Next available: 04 Feb - 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.

Lounge at Romantic Retreats at Annstead Cottages, Northumberland

Kitchen/diner at Romantic Retreats at Annstead Cottages, Northumberland

Bedroom at Romantic Retreats at Annstead Cottages, Northumberland

Patio area at Romantic Retreats at Annstead Cottages, Northumberland

Open plan living area at Romantic Retreats at Annstead Cottages, Northumberland

Dining room at Romantic Retreats at Annstead Cottages, Northumberland

Romantic Retreats at Annstead Cottages, Northumberland, from the outside

Sev view at Romantic Retreats at Annstead Cottages, Northumberland

National landscape near Romantic Retreats at Annstead Cottages, Northumberland

Countryside near Romantic Retreats at Annstead Cottages, Northumberland

Countryside views at Romantic Retreats at Annstead Cottages, Northumberland

Coastal scenes near Romantic Retreats at Annstead Cottages, Northumberland

Family-Friendly

Viewed 21 times recently.

Romantic Retreats at Annstead Cottages,

Beadnell, Northumberland, England

sleeps 2

1 bedroom

1 bathroom

2 dogs welcome

family friendly

Choose from 4 pet-friendly romantic retreats at this working farm right by the seaside of the Northumberland Coast AONB, just 1 mile from Seahouses.

ground floor bedroom rural views

Facilities, Features & Awards:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £410

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Private Swimming Pool at Rower Fort, Devon

Family-Friendly

Viewed 31 times recently.

Rower Fort,

Honiton, Devon, England

sleeps 16

8 bedrooms

5 bathrooms

multi-dogs (up to 3)

family friendly

Unique Devonshire fairytale tower house with 8 bedrooms, with a location within 12 acres of gardens and grounds, a private hot tub and indoor heated swimming pool, this is a very special place to stay.

countryside views over fields and farmlandsnear beach

Facilities, Features & Awards:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £4950

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Garden at Beachcomber at Watermouth Cove Cottages, Devon

Lounge at Beachcomber at Watermouth Cove Cottages, Devon

Well equipped kitchen at Beachcomber at Watermouth Cove Cottages, Devon

Bedroom at Beachcomber at Watermouth Cove Cottages, Devon

Dining room at Beachcomber at Watermouth Cove Cottages, Devon

Online Booking Available

Viewed 23 times recently.

Beachcomber at Watermouth Cove Cottages,

Berrynarbor, Devon, England

sleeps 4

2 bedrooms

1 bathroom

multi-dogs (up to 3)

cat friendly

2 bedroom pet-friendly holiday home, just a walk away from Watermouth Cove and well located for discovering some of the best of the North Devon coast on holiday.

valley viewsnear beach

Facilities, Features & Awards:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £199

online booking

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Online Booking Available

Viewed 15 times recently.

The Mews,

Minehead, Somerset, England

sleeps 6

3 bedrooms

3 bathrooms

No pets

family friendly

Luxurious 3 ensuite bedroom barn conversion in Somerset with bubbly outdoor hot tub, and idyllic country views, close to Taunton, the Quantock Hills and Exmoor National Park.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £1695

online booking

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Garden at The Old Milking Parlour, Somerset

Patio area at The Old Milking Parlour, Somerset

Open plan living area at The Old Milking Parlour, Somerset

Lounge at The Old Milking Parlour, Somerset

Kitchen/diner at The Old Milking Parlour, Somerset

Well equipped kitchen at The Old Milking Parlour, Somerset

Bedroom at The Old Milking Parlour, Somerset

Shower room at The Old Milking Parlour, Somerset

Family bathroom at The Old Milking Parlour, Somerset

The Old Milking Parlour, Somerset, from the outside

Garden furniture at The Old Milking Parlour, Somerset

Online Booking Available

Viewed 23 times recently.

The Old Milking Parlour,

Wells, Somerset, England

sleeps 4

2 bedrooms

2 bathrooms

No pets

family friendly

With a gold award, a 4 star rating and views over the Mendip Hills and open countryside, the Old Milking Parlour has plenty to recommend it.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £700

online booking

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Fair Oak Farm - Your Country Estate, East Sussex, from the outside

at Fair Oak Farm - Your Country Estate, East Sussex

Garden at Fair Oak Farm - Your Country Estate, East Sussex

Enclosed garden at Fair Oak Farm - Your Country Estate, East Sussex

Outdoor games area at Fair Oak Farm - Your Country Estate, East Sussex

Farmhouse style kitchen at Fair Oak Farm - Your Country Estate, East Sussex

Lounge at Fair Oak Farm - Your Country Estate, East Sussex

Bedroom at Fair Oak Farm - Your Country Estate, East Sussex

Open plan living area at Fair Oak Farm - Your Country Estate, East Sussex

Patio area at Fair Oak Farm - Your Country Estate, East Sussex

Decked area at Fair Oak Farm - Your Country Estate, East Sussex

Countryside near Fair Oak Farm - Your Country Estate, East Sussex

Family-Friendly

Viewed 28 times recently.

Fair Oak Farm - Your Country Estate,

Mayfield, East Sussex, England

sleeps 36

16 bedrooms

16 bathrooms

2 dogs welcome

family friendly

Large group accommodation for a country break in East Sussex on the Weald, in award winning country estate offering a secluded and private location for up to 36 people in a range of rural accommodation; on site is a Grade II listed farmhouse, barn conversions, tree houses and shepherd's huts (on-site entertainment includes falconry, archery and cycling, bikes can be hired, ideal for special occasions and corporate events (a private chef and full catering, as well as beauty treatments, are an optional additional service).

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £7500

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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 29 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:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £3800

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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 34 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:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £550

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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 18 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.

ground floor bedroom near local pub

Facilities, Features & Awards:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £450

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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 27 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:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £420

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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 22 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:

Sorry, this owner/agency has not provided availability and full price information.

7 nights from £525

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

showing 91-105 of 142 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

The Cottage at Great East Standen Manor,

Dolwen,

Tweed Hideaway,

Beggars Barn,

Romantic Retreats at Annstead Cottages,

Rower Fort,

Beachcomber at Watermouth Cove Cottages,

The Mews,

The Old Milking Parlour,

Fair Oak Farm - Your Country Estate,

Beaford Country House,

Bluegate Farm Holiday Cottages,

Carp Cottage,

Stonebank Annexe, Chickerell,

Inglenook Cottage,

Why Book an October Half Term Getaway?