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Kent and Sussex • Dates • Guests
Kent and Sussex • Dates • Guests

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Based on a 7 night stay

£310
£1,500+
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Cottages for May 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

May half term holiday cottages and self-catering accommodation

Spring is in full bloom and summer will soon be here! What better time to take a family holiday than May half term? Avoid the summer rush and head to a cosy cottage in Kent or Sussex for an unforgettable escape. From countryside retreats in stunning farmland surroundings to coastal cottages in quaint fishing villages, you will find something just perfect. Whether you’re looking for a short break over May bank holiday or a week-long retreat, head out and explore somewhere new this May.

Find your perfect springtime break from our collection of May half-term cottages above, with everything from dog-friendly self-catering accommodation to romantic holiday homes to choose from.