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 34 cottages near Helmsley.

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-£659

4 star rating
near Helmsley, North York Moors

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Price from

£405-£659

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

Wren Lodge

3 star rating

Nawton, near Helmsley, Yorkshire, North York Moors

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

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Price from

£339-£599

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

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Price from

£339-£599

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

Buckingham Square

4 star rating

Helmsley, North York Moors

  • Sleeps: 8
  • Bedrooms: 4
  • Bathrooms: 2
  • Number of Pets: 0
  • Distance from Helmsley (miles): 0

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Price from

£635-£1729

4 star rating
Helmsley, North York Moors

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Price from

£635-£1729

Sleeps: 8 Bedrooms: 4 Bathrooms: 2 Pets: 0

Ashberry Farm Cottage

3 star rating

Rievaulx near Helmsley, North York Moors

  • Sleeps: 3
  • Bedrooms: 1
  • Bathrooms: 1
  • Number of Pets: 0
  • Distance from Helmsley (miles): 2

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Price from

£280-£509

3 star rating
Rievaulx near Helmsley, North York Moors

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Price from

£280-£509

Sleeps: 3 Bedrooms: 1 Bathrooms: 1 Pets: 0

Popleys

4 star rating

Helmsley, North York Moors

  • Sleeps: 5
  • Bedrooms: 3
  • Bathrooms: 1
  • Number of Pets: 0
  • Distance from Helmsley (miles): 0

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Price from

£495-£1045

4 star rating
Helmsley, North York Moors

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Price from

£495-£1045

Sleeps: 5 Bedrooms: 3 Bathrooms: 1 Pets: 0

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-£1375

4 star rating
Rievaulx, near Helmsley, North York Moors

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Price from

£675-£1375

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

Honeysuckle Cottage

4 star rating

Helmsley, York, North York Moors

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

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Price from

£0-£983

4 star rating
Helmsley, York, North York Moors

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Price from

£0-£983

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

Pottergate Mews

5 star rating

Helmsley, near York, North York Moors

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

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Price from

£465-£1199

5 star rating
Helmsley, near York, North York Moors

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Price from

£465-£1199

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

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

£675-£1769

4 star rating
Rievaulx, near Helmsley, North York Moors

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Price from

£675-£1769

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

Manor Cottage

4 star rating

Old Byland, near Helmsley, North York Moors

  • Sleeps: 7
  • Bedrooms: 4
  • Bathrooms: 1
  • Number of Pets: 1
  • Distance from Helmsley (miles): 4

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Price from

£335-£1235

4 star rating
Old Byland, near Helmsley, North York Moors

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Price from

£335-£1235

Sleeps: 7 Bedrooms: 4 Bathrooms: 1 Pets: 1

Angel Cottage

4 star rating

Oswaldkirk, near Helmsley, North York Moors

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

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Price from

£389-£895

4 star rating
Oswaldkirk, near Helmsley, North York Moors

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Price from

£389-£895

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

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

£312-£619

4 star rating
Kirkbymoorside, North York Moors

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Price from

£312-£619

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

Elm Tree Cottage

4 star rating

Kirkbymoorside, North York Moors

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

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Price from

£380-£719

4 star rating
Kirkbymoorside, North York Moors

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Price from

£380-£719

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

Robin Lodge

3 star rating

Nawton, near Helmsley, Yorkshire, North York Moors

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

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Price from

£265-£635

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

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Price from

£265-£635

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

Manor Farm Cottage

3 star rating

Scawton, 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

£289-£575

3 star rating
Scawton, near Helmsley, North York Moors

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Price from

£289-£575

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