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Kent and Sussex • Dates • Guests
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Based on a 7 night stay

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£1,500+
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Cottages for October half term

510 properties found
Iden, near Rye, Sussex

Darach Annexe - Iden

211

Our grading

7 nights

£633 - £965

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Tunbridge Wells, Kent

Mount Sion

211

Our grading

7 nights

£850 - £860

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Hurst Green, near Etchingham, Sussex

Little Pooks

211

Our grading

7 nights

£589 - £839

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Rolvenden, near Cranbrook, Kent

Hexden Lea

211

Our grading

7 nights

£517 - £848

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Eastbourne, Sussex

Michalmas Cottage - Eastbourne

2111

Our grading

7 nights

£473 - £845

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Wittersham, near Tenterden, Kent

Wittersham - The Piggery

2111

Our grading

7 nights

£468 - £672

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Fairlight, near Hastings, Sussex

Shepherd's Cottage

211

Our grading

7 nights

£670 - £973

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Frittenden, near Cranbrook, Kent

Pound Hill Cottage

211

Our grading

7 nights

£539 - £859

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Luddenham, near Faversham, Kent

Swallows Nest - Faversham

2111

Our grading

7 nights

£530 - £802

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Northiam, near Rye, Sussex

Elsie Cottage

2111

Our grading

7 nights

£455 - £797

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Tenterden, Kent

Pocket Cottage

2113

Our grading

7 nights

£446 - £831

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Colworth, near Chichester, Sussex

Little Bridges

211

Our grading

7 nights

£899 - £899

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Showing 1-12 of 510 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!