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Helmsley Cottages

50 properties found

Helmsley, North Yorkshire

Coco

3211

Our grading

7 nights

£529 - £924

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Helmsley, North Yorkshire

Ferne Cottage - Helmsley

3211

Our grading

7 nights

£498 - £896

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Helmsley, North Yorkshire

Woodland View

422

Our grading

7 nights

£661 - £1,098

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Helmsley (8.5mls NW), North Yorkshire

The Granary At Cross Holme Farm

4222

Our grading

7 nights

£379 - £861

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Osmotherley, North Yorkshire

Webstone Cottage

4212

Our grading

7 nights

£588 - £1,000

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Stokesley (2mls SW), North Yorkshire

Hare House

4212

Our grading

7 nights

£647 - £1,130

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Helmsley, North Yorkshire

St Aidans

4222

Our grading

7 nights

£466 - £871

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Osmotherley, North Yorkshire

Partridge Cottage - Chopgate

4222

Our grading

7 nights

£571 - £1,029

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Osmotherley, North Yorkshire

Isla Cottage

4211

Our grading

7 nights

£480 - £849

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Helmsley, North Yorkshire

The Cottage At Helmsley

4211

Our grading

7 nights

£368 - £833

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Osmotherley, North Yorkshire

Clover Cottage Osmotherley

4221

Our grading

7 nights

£492 - £1,143

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Osmotherley, North Yorkshire

Pheasant Cottage - Chopgate

6322

Our grading

7 nights

£697 - £1,307

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Showing 1-12 of 50 properties

Self-catering holiday cottages in Helmsley

Known for its remarkable medieval castle, now in ruins but boasting 900 years of history for you to uncover, this town set in the North York Moors is an excellent choice for those who love heritage and extraordinary scenery. Helmsley is the starting point for the 110-mile Clevedon Way National Trail, so why not pull on your hiking boots and tackle the first stretch of this scenic route? There’s a wealth of heritage throughout the area with breathtaking Rievaulx Abbey, Duncombe Park and the National Trust-owned Nunnington Hall all within 6 miles of town. When you’re done exploring, there are plenty of eateries in town to stop at, from traditional pubs seating all your family to tasty takeaways you can enjoy back at your welcoming holiday cottage in Helmsley.

Hide out in a romantic retreat with your partner in this ancient town or invite the entire family for a big break to Helmsley. With the North York Moors on your doorstep, walkers and wildlife lovers can make the most of this top Yorkshire destination while our stylish boltholes and holiday lets provide fantastic bases where you can unwind. If you’d like to keep searching for your perfect retreat, see our North York Moors cottage collection or investigate our full range of Yorkshire accommodation. Head to a cottage in Helmsley for an unforgettable holiday with family and friends.