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Helmsley • Dates • Guests
Helmsley • Dates • Guests

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Helmsley holiday cottages

95 properties found
Chop Gate, North Yorkshire

Meadow Hideaway

2112

Our grading

7 nights

£833 - £983

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Osmotherley, North Yorkshire

Vane House Cottage

2111

Our grading

7 nights

£468 - £715

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Helmsley, North Yorkshire

Coco

3211

Our grading

7 nights

£702 - £1,212

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Osmotherley, North Yorkshire

Isla Cottage

3211

Our grading

7 nights

£703 - £1,026

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Helmsley, North Yorkshire

Ferne Cottage - Helmsley

3211

Our grading

7 nights

£696 - £1,162

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Osmotherley, North Yorkshire

Webstone Cottage

4212

Our grading

7 nights

£621 - £1,066

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Osmotherley, North Yorkshire

Partridge Cottage - Chopgate

4222

Our grading

7 nights

£692 - £1,122

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Helmsley, North Yorkshire

The Velveteen Bath House

4232

Our grading

7 nights

£1,087 - £2,084

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Thirsk, North Yorkshire

Grange View Cottage - Thirsk

4213

Our grading

7 nights

£710 - £1,168

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Stokesley (2mls SW), North Yorkshire

Hare House

4213

Our grading

7 nights

£700 - £1,236

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Helmsley, North Yorkshire

St Aidans

4222

Our grading

7 nights

£567 - £1,080

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Helmsley, North Yorkshire

Woodland View

422

Our grading

7 nights

£767 - £1,380

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Showing 1-12 of 95 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.