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

128 properties found
Sedlescombe, Sussex Countryside

The Corn Bin

2122

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£582

Was £641

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Sevenoaks, Kent Countryside

Middle Barn

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£725

Was £800

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Rolvenden, Kent Countryside

The Little House

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£638

Was £703

View
Fairlight, Sussex

The Sheiling - Tidal Moon

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£667

Was £735

View
Brighton, Sussex

Brighton Rock

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£647

Was £746

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Goudhurst, Kent Countryside

Cooks Hopper Hut

2111

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£677

View
Hove, Brighton and Hove

V Villas

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£771

View
Lewes, Sussex Countryside

Court Flat

211

Our grading

Sat 25 May 2024

7 nights

Sat 25 May 2024

£607

View
Hastings, Sussex

Pelham Crescent

211

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£706

View
Etchingham, Sussex

Brand's Cottage

211

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£862

View
Lewes (2.5mls SW), Sussex

Pump Cottage - Beddingham

2112

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£740

Was £817

View
Tunbridge Wells, Kent

Apartment 15

2112

Our grading

Sun 26 May 2024

7 nights

Sun 26 May 2024

£1,045

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13...11

Showing 13-24 of 128 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.