Cottages in Helmsley

Cottages in Helmsley

Helmsley is a very pretty Yorkshire market town on the edge of the North York Moors. Dotted with beautiful buildings, an idyllic walled garden, and with a vibrant market square, there’s much to explore on your self-catering holiday in this wonderful part of Yorkshire. Market day falls on a Friday, the ideal opportunity to pick up a few local goods, and you’ll find cosy tea rooms and delightful pubs in the town for leisurely lunches and delicious suppers.

The Cleveland Way is a 109-mile route, starting in Helmsley, and weaving its way through the North York Moors National Park. Promising spectacular scenery, why not bring your walking boots and head out on an adventure?

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 3 self catering cottages in Helmsley

Lodge Cottage is a 3 bedroom, dog friendly self catering cottage near Helmsley.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £798

Lodge Cottage

5834

3 bedroom, dog friendly self catering cottage near Helmsley.


Nestled in the beautiful Yorkshire countryside, in between the medieval city of York and the market town of Malton, you will find Lodge Cottage. Set in its own spacious grounds wit...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £798

Garden Cottage is a 2 bedroom self catering cottage near Malton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £579

Garden Cottage

5150

2 bedroom self catering cottage near Malton.


Garden Cottage is a delightful two bedroom cottage which forms part of a 200-year-old Listed farmhouse and sits in the small hamlet of Little Habton close to the popular market tow...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £579

The Workshop is a 2 bedroom self catering cottage near Malton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £579

The Workshop

5153

2 bedroom self catering cottage near Malton.


Situated close to the market town of Malton and on the edge of the beautiful North York Moors this delightful character converted workshop has two bedrooms, an open plan contempora...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £579

Show properties within 20 miles of Helmsley