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Helmsley • Dates • Guests
Helmsley • Dates • Guests

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Helmsley Cottages

108 properties found
Osmotherley, North Yorkshire

Vane House Cottage

2111

Our grading

7 nights

£468 - £715

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Helmsley (7.75 mls), North Yorkshire

Broomstick Cottage - Chop Gate

211

Our grading

7 nights

£504 - £780

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Helmsley (7.75mls), North Yorkshire

Owl Cottage - Chop Gate

2111

Our grading

7 nights

£504 - £780

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Chop Gate, North Yorkshire

Meadow Hideaway

2112

Our grading

7 nights

£833 - £983

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Osmotherley, North Yorkshire

Isla Cottage

3211

Our grading

7 nights

£703 - £1,026

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Helmsley, North Yorkshire

Coco

3211

Our grading

7 nights

£702 - £1,212

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Helmsley, North Yorkshire

Ferne Cottage - Helmsley

3211

Our grading

7 nights

£696 - £1,162

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Stokesley (2mls SW), North Yorkshire

Hare House

4213

Our grading

7 nights

£700 - £1,236

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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

Woodland View

422

Our grading

7 nights

£768 - £1,380

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Helmsley, North Yorkshire

Lavender Cottage - Helmsley

4312

Our grading

7 nights

£578 - £1,061

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Helmsley (7.75 mls), North Yorkshire

Black Cat Cottage - Chop Gate

4222

Our grading

7 nights

£579 - £1,050

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Showing 1-12 of 108 properties

Holiday cottages and self-catering accommodation in Helmsley

There are some places that typify the traditional English market town and Helmsley is certainly one of these. Historically part of the North Riding of Yorkshire, its bustling market square, delightful tea rooms and cosy pubs rub shoulders with the dramatic castle ruins of Helmsley Castle. Popular for its friendly ambience, the town is surrounded by the dramatic North York Moors, perfect for days out exploring the long-distance paths of the Cleveland Way and Ebor Way.

Summertime is an ideal time to visit Helmsley as there is a handy open-air swimming pool - a refreshing alternative to the 30-mile drive to the coast. Sunny afternoons will also tempt you to the delightful Helmsley Walled Gardens or, if you like a bit of history on your holiday, you can discover the magnificent monasteries of Byland Abbey and Rievaulx Abbey. Wildlife lovers can spot the eagles, vultures, falcons and more at the NCBP or watch one of the three daily flying demonstrations. Head home to a relaxing Helmsley holiday cottage to sit under the stars with a glass of wine in hand - our selection of self-catering accommodation in Yorkshire is some of the loveliest around. Helmsley is also a perfect place to visit with pets and there are lots of dog-friendly holiday homes in and around the market town.