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

527 properties found
Ashford, Kent

Wissenden Lodge

2112

Our grading

7 nights

£521 - £832

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Sedlescombe, near Battle, Sussex

The Robins Nest - Sedlescombe

2111

Our grading

7 nights

£559 - £884

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Poynings, near Brighton, Sussex

The Little Chapel

2111

Our grading

7 nights

£541 - £812

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Boughton Monchelsea, near Maidstone, Kent

Rose Cottage

2112

Our grading

7 nights

£554 - £864

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Maidstone, Kent

Squirrels Oak - Shepherds Hut 3

2111

Our grading

7 nights

£794 - £864

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Challock, near Ashford, Kent

The Old Post Office

2112

Our grading

7 nights

£593 - £868

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Marden, near Tonbridge, Kent

Gibson Stables

2111

Our grading

7 nights

£541 - £856

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Marden, near Tonbridge, Kent

Fender Stables

2111

Our grading

7 nights

£541 - £856

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St Mary's Bay, Kent

Loft House

211

Our grading

7 nights

£1,620 - £2,455

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North Chailey, near Lewes, Sussex

The Mews at Rock House

2111

Our grading

7 nights

£596 - £906

View
Maidstone, Kent

Squirrels Oak - Shepherds Hut 2

211

Our grading

7 nights

£794 - £864

View
Broadstairs, Kent

Kingsgate Cottage

2112

Our grading

7 nights

£529 - £904

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Showing 1-12 of 527 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!