Destinations and properties
Dates and flexibility
Select dates
Party makeup
Guests
Kent and Sussex • Dates • Guests
Kent and Sussex • Dates • Guests

Filters


Price range

Based on a 7 night stay

£310
£1,500+
Reset

Property makeup

Dogs allowed



Minimum star grading




Cottages for October half term

529 properties found
Ashburnham, near Battle, Sussex

Little Midge Barn

211

Our grading

7 nights

£556 - £968

View
Birchington-on-Sea, Kent

Stable Barn Cottages - Unit 2

2111

Our grading

7 nights

£624 - £926

View
Maidstone, Kent

Squirrels Oak - Shepherds Hut 1

2111

Our grading

7 nights

£800 - £864

View
Marden, near Tonbridge, Kent

Rustic Retreats - Pod 2

211

Our grading

7 nights

£500 - £894

View
Luddesdown, near Gravesend, Kent

Darnley Lodge

2111

Our grading

7 nights

£558 - £872

View

Keep me updated with new properties, holiday ideas and special offers!

Please enter a valid email address.

At Bramley & Teal, part of The Travel Chapter Group, your privacy is paramount to us. You can read in our privacy statement how we safeguard your data. You can opt out at any time.

Birchington-on-Sea, Kent

Stable Barn Cottages - Unit 1

2111

Our grading

7 nights

£624 - £926

View
Wadhurst, Sussex

Treetops at Bewl Water

211

Our grading

7 nights

£657 - £1,005

View
Biddenden, near Ashford, Kent

The Grape Escape

2111

Our grading

7 nights

£690 - £910

View
Maidstone, Kent

Squirrels Oak - Shepherds Hut 2

211

Our grading

7 nights

£794 - £864

View
Goudhurst, near Cranbrook, Kent

Smugley Cottage

211

Our grading

7 nights

£462 - £762

View
Rolvenden, near Cranbrook, Kent

The Nissen

211

Our grading

7 nights

£794 - £1,088

View
Broadstairs, Kent

Bijou - Broadstairs

2111

Our grading

7 nights

£540 - £857

View
23...45

Showing 1-12 of 529 properties

October half term holiday cottages and self-catering accommodation

If you’re seeking the perfect autumnal break you’ve come to the right place. Why not get away this October half term and explore Kent and Sussex in all their autumnal glory? Discover beautiful amber hues, patchworks of frosted emerald meadows and chocolate-box thatched cottages. There's plenty of ideas of how to spend a great half term here, with castles to explore, beaches to discover and family-friendly attractions to visit. Browse through our fantastic collection of October half term cottages and treat your family to something extra-special!

You'll find our great range of self-catering accommodation for October half-term above. With everything from dog-friendly cottages to romantic holiday homes by the sea, you're bound to find the perfect autumn holiday in Kent or Sussex. We also offer seasonal deals and last-minute breaks for October half term - don't miss out on a fantastic cottage holiday!