Destinations and properties
Dates and flexibility
Sun 26 May 24
Party makeup
Guests
Kent and Sussex • Sun 26 May 24 • Guests
Kent and Sussex • Sun 26 May 24 • Guests

Cottages for May Half Term

113 properties found
Benenden, Kent

The Secret Hideaway

211

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£732

Was £769

View
Rolvenden, Kent Countryside

The Little House

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£638

Was £703

View
Goudhurst, Kent Countryside

Cooks Hopper Hut

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£677

View
Goudhurst, Kent Countryside

London Hopper Hut

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£835

View
Goudhurst, Kent Countryside

Blackthorn Barn

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£679

Was £749

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Battle, Sussex

The Little Barn - Battle

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£645

Was £750

View
Stowting, Kent Countryside

Swift

2112

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£584

Was £644

View
Battle, Coastal Sussex

The Hideout

2113

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£518

Was £592

View
Wrotham, Kent Countryside

4 Hilltop Cottages

2111

Our grading

Mon 27 May 2024

7 nights

Mon 27 May 2024

£612

Was £711

View
Eastbourne, Sussex

Miramar

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£637

Was £702

View
Sevenoaks, Kent Countryside

Middle Barn

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£725

Was £800

View
Brighton, Sussex

Brighton Rock

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£647

Was £746

View
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Showing 1-12 of 113 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.