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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

529 properties found
Ashburnham, near Battle, Sussex

Little Midge Barn

211

Our grading

7 nights

£556 - £968

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Birchington-on-Sea, Kent

Stable Barn Cottages - Unit 2

2111

Our grading

7 nights

£624 - £926

View
Maidstone, Kent

Squirrels Oak - Shepherds Hut 1

2111

Our grading

7 nights

£800 - £864

View
Marden, near Tonbridge, Kent

Rustic Retreats - Pod 2

211

Our grading

7 nights

£500 - £894

View
Luddesdown, near Gravesend, Kent

Darnley Lodge

2111

Our grading

7 nights

£558 - £872

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Birchington-on-Sea, Kent

Stable Barn Cottages - Unit 1

2111

Our grading

7 nights

£624 - £926

View
Wadhurst, Sussex

Treetops at Bewl Water

211

Our grading

7 nights

£657 - £1,005

View
Biddenden, near Ashford, Kent

The Grape Escape

2111

Our grading

7 nights

£690 - £910

View
Maidstone, Kent

Squirrels Oak - Shepherds Hut 2

211

Our grading

7 nights

£794 - £864

View
Goudhurst, near Cranbrook, Kent

Smugley Cottage

211

Our grading

7 nights

£462 - £762

View
Rolvenden, near Cranbrook, Kent

The Nissen

211

Our grading

7 nights

£794 - £1,088

View
Broadstairs, Kent

Bijou - Broadstairs

2111

Our grading

7 nights

£540 - £857

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Showing 1-12 of 529 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.