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

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£1,500+
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Cottages for May 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

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.