Helmsley is a beautiful old market town and its market cross serves as the starting point of the Cleveland Way, a 108 mile trek around the North Yorkshire Moors. As such, it has plenty of amenities for the visitor. Shopping is very good in Helmsley and it also has several quality inns and pubs to cater to the visiting walkers.

Helmsley is far more than just a way station - there are several places to visit making it a good place to stay for a few days. Helmsley Castle, built in the 1200s is a great place to start. The ruins of the castle loom over the town. The castle was intact until the Civil War when it was destroyed by the Parliamentarians. The fantastic Baroque home of the Duncombe family is also worth a visit. Duncombe Park offers centuries-old treasures to view, beautiful ornamental gardens and attractions for younger visitors. These two sights are within view from Helmsley Walled Garden but do not detract from the garden itself. This five-acre site, first built in 1756, is a fully functioning kitchen garden.

Helmsley has lovely old pubs, traditional tea houses and wonderful relaxing walks by the river. In short, it is an ideal place for a short break or for a longer getaway.

Cottage distance (in Miles)
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There are 35 cottages near Helmsley.

Grange Cottage

4 star rating

Harome, near Helmsley, North York Moors

  • Sleeps: 6
  • Bedrooms: 3
  • Bathrooms: 2
  • Number of Pets: 0
  • Distance from Helmsley (miles): 2

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Price from

£525-£1319

4 star rating
Harome, near Helmsley, North York Moors

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Price from

£525-£1319

Sleeps: 6 Bedrooms: 3 Bathrooms: 2 Pets: 0

Colville House

3 star rating

Helmsley, North York Moors

  • Sleeps: 6
  • Bedrooms: 3
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 0

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Price from

£299-£1035

3 star rating
Helmsley, North York Moors

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Price from

£299-£1035

Sleeps: 6 Bedrooms: 3 Bathrooms: 1 Pets: 1

Mill Cottage

4 star rating

Rievaulx, near Helmsley, North York Moors

  • Sleeps: 5
  • Bedrooms: 3
  • Bathrooms: 1
  • Number of Pets: 2
  • Distance from Helmsley (miles): 2

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Price from

£675-£1329

4 star rating
Rievaulx, near Helmsley, North York Moors

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Price from

£675-£1329

Sleeps: 5 Bedrooms: 3 Bathrooms: 1 Pets: 2

Ash Lodge

4 star rating

Nawton, near Helmsley, North York Moors

  • Sleeps: 4
  • Bedrooms: 2
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 2

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Price from

£369-£735

4 star rating
Nawton, near Helmsley, North York Moors

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Price from

£369-£735

Sleeps: 4 Bedrooms: 2 Bathrooms: 1 Pets: 1

Honeysuckle Cottage

0 star rating

Oswaldkirk, near Helmsley, North York Moors

  • Sleeps: 3
  • Bedrooms: 2
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 3

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Price from

£0-£671

0 star rating
Oswaldkirk, near Helmsley, North York Moors

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Price from

£0-£671

Sleeps: 3 Bedrooms: 2 Bathrooms: 1 Pets: 1

Sproxton Hall Cottages - Riccal Dale Cottage

4 star rating

Sproxton, near Helmsley, North York Moors

  • Sleeps: 4
  • Bedrooms: 2
  • Bathrooms: 1
  • Number of Pets: 0
  • Distance from Helmsley (miles): 1

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Price from

£419-£765

4 star rating
Sproxton, near Helmsley, North York Moors

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Price from

£419-£765

Sleeps: 4 Bedrooms: 2 Bathrooms: 1 Pets: 0

Highfield Barn

4 star rating

Nawton, near Helmsley, North York Moors

  • Sleeps: 2
  • Bedrooms: 1
  • Bathrooms: 1
  • Number of Pets: 0
  • Distance from Helmsley (miles): 2

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Price from

£325-£569

4 star rating
Nawton, near Helmsley, North York Moors

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Price from

£325-£569

Sleeps: 2 Bedrooms: 1 Bathrooms: 1 Pets: 0

Plum Tree Cottage

4 star rating

Kirkbymoorside, North York Moors

  • Sleeps: 2
  • Bedrooms: 1
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 4

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Price from

£360-£600

4 star rating
Kirkbymoorside, North York Moors

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Price from

£360-£600

Sleeps: 2 Bedrooms: 1 Bathrooms: 1 Pets: 1

Sproxton Hall Cottages - Kirkdale Cottage

4 star rating

Sproxton, near Helmsley, North York Moors

  • Sleeps: 5
  • Bedrooms: 3
  • Bathrooms: 1
  • Number of Pets: 3
  • Distance from Helmsley (miles): 1

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Price from

£435-£955

4 star rating
Sproxton, near Helmsley, North York Moors

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Price from

£435-£955

Sleeps: 5 Bedrooms: 3 Bathrooms: 1 Pets: 3

Ashberry Cottage

3 star rating

Rievaulx, near Helmsley, Yorkshire , North York Moors

  • Sleeps: 4
  • Bedrooms: 2
  • Bathrooms: 1
  • Number of Pets: 0
  • Distance from Helmsley (miles): 2

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Price from

£363-£728

3 star rating
Rievaulx, near Helmsley, Yorkshire , North York Moors

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Price from

£363-£728

Sleeps: 4 Bedrooms: 2 Bathrooms: 1 Pets: 0

Pear Tree Cottage

4 star rating

Kirkbymoorside, North York Moors

  • Sleeps: 2
  • Bedrooms: 1
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 4

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Price from

£330-£530

4 star rating
Kirkbymoorside, North York Moors

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Price from

£330-£530

Sleeps: 2 Bedrooms: 1 Bathrooms: 1 Pets: 1

Lavender Cottage

4 star rating

Helmsley, North York Moors

  • Sleeps: 4
  • Bedrooms: 2
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 0

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Price from

£419-£819

4 star rating
Helmsley, North York Moors

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Price from

£419-£819

Sleeps: 4 Bedrooms: 2 Bathrooms: 1 Pets: 1

Mill House

4 star rating

Rievaulx, near Helmsley, North York Moors

  • Sleeps: 5
  • Bedrooms: 3
  • Bathrooms: 2
  • Number of Pets: 2
  • Distance from Helmsley (miles): 2

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Price from

£685-£1695

4 star rating
Rievaulx, near Helmsley, North York Moors

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Price from

£685-£1695

Sleeps: 5 Bedrooms: 3 Bathrooms: 2 Pets: 2

Feather Holme Farm Cottage

3 star rating

near Helmsley, North York Moors

  • Sleeps: 4
  • Bedrooms: 2
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 4

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Price from

£339-£570

3 star rating
near Helmsley, North York Moors

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Price from

£339-£570

Sleeps: 4 Bedrooms: 2 Bathrooms: 1 Pets: 1

Pockley Gates Cottage

4 star rating

near Helmsley, North York Moors

  • Sleeps: 4
  • Bedrooms: 2
  • Bathrooms: 1
  • Number of Pets: 0
  • Distance from Helmsley (miles): 1

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Price from

£405-£829

4 star rating
near Helmsley, North York Moors

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Price from

£405-£829

Sleeps: 4 Bedrooms: 2 Bathrooms: 1 Pets: 0