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Helmsley • Dates • Guests
Helmsley • Dates • Guests

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Helmsley holiday cottages

35 properties found
Helmsley, North York Moors

Forge Cottage

6321

Our grading

7 nights

£857 - £1,301

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Helmsley, North York Moors

Cygnet Cottage

633

Our grading

7 nights

£886 - £1,823

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Helmsley, North York Moors

Pinfold Cottage

6331

Our grading

7 nights

£878 - £1,813

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Helmsley, North York Moors

Mulberry Cottage

633

Our grading

7 nights

£1,223 - £1,223

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Helmsley, North York Moors

Cherry Tree House

8432

Our grading

7 nights

£993 - £2,313

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Pickering, North York Moors

Woodpecker View

2112

Our grading

7 nights

£433 - £726

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York, North Yorkshire

Church Farm Cottage - Crayke

211

Our grading

7 nights

£371 - £638

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Middleton, North York Moors

Rowan Lodge

211

Our grading

7 nights

£416 - £736

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Pickering, York & Vale of York

Morgan's Rest

211

Our grading

7 nights

£552 - £810

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Helmsley, North York Moors

The Bothy

211

Our grading

7 nights

£562 - £870

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Hutton le Hole, North York Moors

Woodpecker Cottage

211

Our grading

7 nights

£368 - £705

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Helmsley, North York Moors

The Hayloft

2111

Our grading

7 nights

£367 - £638

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Showing 1-12 of 35 properties

Self-catering holiday accommodation in Helmsley

Stay in a luxury holiday home in Helmsley on your getaway to Yorkshire. Helmsley is a traditional English market town with a stately square, castle ruins, enticing cafes and tearooms, and old-fashioned pubs where you can drink local ales from tankards. The only market town in the North York Moors National Park, our holiday cottages in Helmsley offer the perfect base for outdoor adventures, but there’s also plenty of things to do in Helmsley right from your front door.

Helmsley has a reputation as being a creative town, home to the Helmsley Arts Centre which hosts a fine selection of pantomimes, films, dance, theatre, art workshops and events throughout the year. And on a warm, sunny day, nothing beats a refreshing dip in Helmsley’s Open Air Swimming Pool, which is open from June until September.

A luxury Helmsley staycation

A stay in one of our Helmsley luxury holiday cottages is guaranteed to delight couples and families alike, as there is plenty to enchant keen walkers, budding historians and leisure seekers throughout this fantastic location. We have dog-friendly Helmsley cottages so your best friend can come along too or browse our full range of North Yorkshire cottages to discover even more market towns and pretty villages.