Destinations and properties
Dates and flexibility
Sun 25 May 25
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Destination • Sun 25 May 25 • Guests
Destination • Sun 25 May 25 • Guests

Cottages for May half term

986 properties found
Bowes, Yorkshire

Lapwing - Bowes

211

Our grading

Sun 25 May 2025

7 nights

Sun 25 May 2025

£764

Was £843

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Ryde, Isle of Wight

The Woodlands Retreat

2113

Our grading

Sun 25 May 2025

7 nights

Sun 25 May 2025

£988

Was £1,091

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Conwy, North Wales

Plas Uchaf Farm Retreat

211

Our grading

Sun 25 May 2025

7 nights

Sun 25 May 2025

£607

Was £669

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Ludlow, Shropshire

The Wain House

2111

Our grading

Sun 25 May 2025

7 nights

Sun 25 May 2025

£680

Was £750

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Aylesbury, Buckinghamshire

Kingfisher Yurt

211

Our grading

Mon 26 May 2025

7 nights

Mon 26 May 2025

£1,003

Was £1,216

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Charlestown, Cornwall

Casa Mia

211

Our grading

Sat 24 May 2025

7 nights

Sat 24 May 2025

£643

Was £709

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Ullswater, Lake District

The Ullswater Retreat

2112

Our grading

Mon 26 May 2025

7 nights

Mon 26 May 2025

£1,163

Was £1,439

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Canterbury, Kent

Appleyard

211

Our grading

Mon 26 May 2025

7 nights

Mon 26 May 2025

£708

Was £781

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Kingston, Devon

The Garden House

211

Our grading

Sun 25 May 2025

7 nights

Sun 25 May 2025

£600

Was £661

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Aylesbury, Buckinghamshire

Hazel Tree Cabin

211

Our grading

Sun 25 May 2025

7 nights

Sun 25 May 2025

£1,161

Was £1,283

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Beaminster (3mls N), Dorset

Bluebell - Buckham Mills

211

Our grading

Sat 24 May 2025

7 nights

Sat 24 May 2025

£641

Was £708

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Waterhouses, Staffordshire

Wren Cottage - The Manifold Retreat

2111

Our grading

Sun 25 May 2025

7 nights

Sun 25 May 2025

£847

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Showing 1-12 of 986 properties

Cottages for May half term

Whether you’re planning a memory-making family holiday, an action-packed reunion with friends or a peaceful couple’s retreat, our collection of cottages for May half term makes the most of this season’s fine weather; dog-friendly cottages with enclosed gardens and self-catering accommodation with hot tubs provide the perfect backdrop for reconnecting with the great outdoors, the true spirit of spring. We even have wonderful cottages for multiple dogs if you're bringing a few canine pals! If you’re looking to keep the kids entertained, the natural beauty of the rolling countryside and the enchanting charm of the sweeping coast provide a playground of outdoor activities to enjoy, from hiking and cycling to sailing and paddleboarding. From cottages nestled in working farms to family seaside boltholes, whatever your dreams for May half term, our fabulous self-catering holiday cottages make them a reality.

Make waves by surfing the early summer swells along the rugged yet breathtaking coastlines sweeping across Devon and Cornwall; the gloriously golden beaches dotted along the South West provide the perfect spot to enjoy long, sunny days and skim stones out to sea. Set amongst some of the most breathtaking scenery the UK has to offer, explore the waterways of the Lake District aboard a canoe, paddleboard or traditional steamer boat or catch some sublime sunsets melting over the vast, rolling hills of the Yorkshire Dales as you conquer the deep valleys and wild moorland this area is famous for. Browse our magnificent collection of holiday cottages for May half term to enjoy unforgettable adventures and make lifelong memories.