11/09/2026
Some places make it very easy to slow down for a few days. Helmsley is one of them. š
This characterful North Yorkshire market town has independent shops to browse, welcoming cafƩs and restaurants, historic streets and plenty of lovely places to stop and watch the world go by.
You can explore Helmsley Castle, wander through the beautiful Walled Garden or set off along the Cleveland Way into the surrounding countryside. And with the North York Moors right on the doorstep, thereās always somewhere new to discover.
North Yorkshire Cottage Holidays has a wonderful selection of individually owned properties in and around Helmsleyāwhether youāre planning a quiet escape for two, a family break or a few days away with friends.
Stay within walking distance of the town and enjoy having so much of North Yorkshire waiting just beyond your cottage door.
Explore our cottages and plan your escape to Helmsley:
https://northyorkshirecottageholidays.com/properties/