Destinations and properties
Dates and flexibility
Select dates
Party makeup
Guests
Kent and Sussex • Dates • Guests
Kent and Sussex • Dates • Guests

Cottages for May Half Term

499 properties found
Tenterden, Kent

Pocket Cottage

2113

Our grading

7 nights

£424 - £779

View
Eastbourne, Sussex

South Downs Cottage

2111

Our grading

7 nights

£526 - £904

View
Chichester (4mls E), Sussex

The Cart Barn

2111

Our grading

7 nights

£558 - £1,523

View
Faversham, Kent Countryside

The Old Stables

2111

Our grading

7 nights

£513 - £798

View
Sedlescombe, Sussex Countryside

The Corn Bin

2122

Our grading

7 nights

£488 - £748

View

Keep me updated with new properties, holiday ideas and special offers!

Please enter a valid email address.

At Bramley & Teal, part of The Travel Chapter Group, your privacy is paramount to us. You can read in our privacy statement how we safeguard your data. You can opt out at any time.

Broadstairs, Kent

Kingsgate Cottage

2112

Our grading

7 nights

£494 - £820

View
Etchingham, Sussex

Brand's Cottage

211

Our grading

7 nights

£533 - £924

View
Frittenden, Kent Countryside

Pound Hill Cottage

211

Our grading

7 nights

£517 - £779

View
Pett, Sussex

The Woodland Wagon

211

Our grading

7 nights

£627 - £841

View
Tenterden, Kent

Wagon Lodge at Forstal Farm

2111

Our grading

7 nights

£572 - £928

View
Bodiam, Sussex

The Lady Stella

2112

Our grading

7 nights

£434 - £575

View
Mayfield, Sussex Countryside

Winters Farm Cottage

2111

Our grading

7 nights

£859 - £862

View
23...42

Showing 1-12 of 499 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.