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Kent and Sussex • Dates • Guests
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£1,500+
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Cottages for October half term

498 properties found
West Wittering, near Chichester, Sussex

Ground Floor West

2111

Our grading

7 nights

£810 - £1,875

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Biddenden, near Ashford, Kent

The Grape Escape

2111

Our grading

7 nights

£690 - £910

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Beddingham, near Lewes, Sussex

Pump Cottage - Beddingham

2112

Our grading

7 nights

£595 - £986

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Ashford, Kent

Headcorn Manor Stables

2111

Our grading

7 nights

£585 - £913

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Chichester, Sussex

Mill Top at Hunston Mill

2111

Our grading

7 nights

£569 - £1,885

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Sandwich, Kent

The Short House

211

Our grading

7 nights

£799 - £1,032

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Piltdown, Sussex

Badgers View

2111

Our grading

7 nights

£509 - £768

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Marden, near Tonbridge, Kent

Rustic Retreats - Pod 2

211

Our grading

7 nights

£500 - £894

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Poynings, near Brighton, Sussex

The Little Chapel

2111

Our grading

7 nights

£551 - £812

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Benenden, near Cranbrook, Kent

The Secret Hideaway

211

Our grading

7 nights

£804 - £864

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Eastbourne, Sussex

Dovecote Cottage

211

Our grading

7 nights

£851 - £914

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West Wittering, near Chichester, Sussex

First Floor East

211

Our grading

7 nights

£885 - £2,055

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Showing 1-12 of 498 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!