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

111 properties found
Battle, Sussex

The Little Barn - Battle

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£645

Was £750

View
Benenden, Kent

The Secret Hideaway

211

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£732

Was £769

View
Eastbourne, Sussex

Miramar

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£702

View
Goudhurst, Kent Countryside

Cooks Hopper Hut

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£677

View
Stowting, Kent Countryside

Swift

2112

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£584

Was £644

View

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Benenden, Kent Countryside

The Barn Studio

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£636

Was £739

View
Goudhurst, Kent Countryside

Blackthorn Barn

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£679

Was £749

View
Sedlescombe, Sussex Countryside

The Corn Bin

2122

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£582

Was £641

View
Sevenoaks, Kent Countryside

Middle Barn

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£725

Was £800

View
Hove, Brighton and Hove

V Villas

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£771

View
Brighton, Sussex Coast

The Nest

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£733

Was £852

View
Warehorne, Kent Countryside

The Lodge

211

Our grading

Mon 27 May 2024

7 nights

Mon 27 May 2024

£685

View
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Showing 1-12 of 111 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.