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Helmsley cottages

Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)
Ferne Cottage - Helmsley (81052)

Ferne Cottage - Helmsley

Helmsley, North Yorkshire

3
2
1
A delightful, bijou holiday cottage tucked away in a quiet location in Helmsley, one of the prettiest and most visited market towns in Yorkshire. Perfect for small families
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)
Coco (G0037)

Coco

Helmsley, North Yorkshire

3
2
1
pets 1

A delightful haven on the fringes of the incredible North York Moors, offering friends and family a dreamy escape from the rhythm of everyday life.

Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)
Woodland View (77831)

Woodland View

Helmsley, North Yorkshire

4
2
2
Explore the gems of North Yorkshire and its stunning beaches and coastline walks, an ideal base for Family or friends wishing to explore the Yorkshire countryside.
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)
St Aidans (G0131)

St Aidans

Helmsley, North Yorkshire

4
2
2
pets 2

This imaginatively converted Grade II listed former church offers cosy, welcoming and unique accommodation for couples looking for a lovely retreat on the outskirts of the beautiful North York Moors.

Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)
Isla Cottage (77528)

Isla Cottage

Osmotherley, North Yorkshire

4
2
1
pets 1
Snug and inviting, this pretty retreat is well-suited for couples or small families wishing to spend some time away from it all in a picturesque rural location on the edge of the North York Moors.

Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)
Webstone Cottage (G0172)

Webstone Cottage

Osmotherley, North Yorkshire

4
2
1
pets 2

This charming cottage with an abundance of character in the North York Moors is an idyllic retreat for families looking to explore the natural treasures in the surrounding countryside.

Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)
Hare House (G0072)

Hare House

Stokesley (2mls SW), North Yorkshire

4
2
1
pets 2

Gorgeous holiday home surrounded by the open countryside, situated on the cusp of the North York Moors National Park, equidistant to quaint villages and vibrant market towns offering attractions aplenty.

Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)
Partridge Cottage - Chopgate (G0108)

Partridge Cottage - Chopgate

Osmotherley, North Yorkshire

4
2
2
pets 2

Sympathetically converted to retain original brickwork and wooden beams, this rural barn conversion is a stylish bolthole for long walks over the moors.

 

 

 

Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)
Lavender Cottage - Helmsley (82891)

Lavender Cottage - Helmsley

Helmsley, North Yorkshire

5
3
1
pets 1
This charming cottage set within the traditional market town of Helmsley is brimming with character and is perfect for a family of walkers wanting to explore the North York Moors National Park.
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)
Rose Cottage - Helmsley (G0118)

Rose Cottage - Helmsley

Helmsley, North Yorkshire

6
3
3

Beautifully finished throughout, this modern townhouse is the perfect venue for special celebrations with friends or family in popular Helmsley.

Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)
Pheasant Cottage - Chopgate (G0110)

Pheasant Cottage - Chopgate

Osmotherley, North Yorkshire

6
3
2
pets 2

The larger of two barn conversions, this beautiful property is perfect for memorable getaways in the North York Moors.

Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura
Laura

Laura's Cottage - Helmsley

Helmsley, North Yorkshire

6
3
2
pets 1
With a plethora of places to visit and activities to experience, you are spoilt for choice when it comes to stays in Helmsley. Ideal village centre location for keen walkers, thrill seekers and nature lovers.

Self-catering holiday accommodation in Helmsley

Stay in a luxury holiday home in Helmsley on your getaway to Yorkshire. Helmsley is a traditional English market town with a stately square, castle ruins, enticing cafes and tearooms, and old-fashioned pubs where you can drink local ales from tankards. The only market town in the North York Moors National Park, our holiday cottages in Helmsley offer the perfect base for outdoor adventures, but there’s also plenty of things to do in Helmsley right from your front door.

Things to do in Helmsley

Two major walking trails originate in Helmsley: The Cleveland Way and the Ebor Way. Bring your walking boots and enjoy mile upon mile of staggeringly beautiful North Yorkshire countryside. Your dog will enjoy these walking routes too, and we have a great range of dog-friendly cottages in Helmsley to choose from.

Best of all are the ruins of Helmsley’s wonderful castle: towering over the town, the crumbling edifice of Helmsley Castle is now managed by English Heritage. You can still marvel at the keep, cleaved in two during a three-month siege by Oliver Cromwell’s men.

If you love flowers, plants and peace and quiet, head to Helmsley Walled Garden which sits beneath the imposing ruins of the castle. The cafe here is a great spot for a slice of homemade cake after exploring the 5 acres of scented borders, flower-filled glasshouses and apple orchards.

Just a short walk from Helmsley is Duncombe Park where you’ll find the largest collection of birds of prey in the north of England at the National Centre for Birds of Prey, including eagles, vultures, hawks, falcons, owls and many more.

Helmsley also has a reputation as being a creative town, home to the Helmsley Arts Centre which hosts a fine selection of pantomimes, films, dance, theatre, art workshops and events throughout the year. And on a warm, sunny day, nothing beats a refreshing dip in Helmsley’s Open Air Swimming Pool, which is open from June until September.

Why not discover our top 5 reasons to visit Helmsley in our guide?

Explore Yorkshire further

If you’d like to adventure further afield from Helmsley, there are so many beauty spots to be enjoyed within the North York Moors National Park. Take a look at our North York Moors guide for things to do and places to go throughout this breathtaking landscape or read through our Ultimate Guide to the Yorkshire Coast, and discover some of the best beaches to visit nearby.

Local highlights in the wider area include Castle Howard, which enjoys popular connections to the phenomenally famous TV show Downton Abbey, the impressive ruins of Byland Abbey which was once one of the greatest monasteries in England, and the atmospheric Rievaulx Abbey where 12th-century monks once lived and worshipped.

Lovers of literature can stalk the Bronte sisters around Haworth and the moors that inspired their spellbinding stories, while lovers of great food should head over to Hawes to sample some iconic Wensleydale Cheese. There’s also a wealth of charming towns and villages to visit in and around the spectacular moors, including Hutton-le-Hole, Kirkbymoorside, Pickering, Ripon and Thirsk.

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Location

  • Beach within 5 miles
  • Waterside views
  • Shop within 1 mile
  • Pub within 1 mile

Facilities

  • Four poster bed
  • Games / Play facilities
  • Spa facilities
  • Tennis court
  • Open fire / woodburner
  • Hot tub
  • Swimming pool
  • Enclosed garden / patio
  • Indoor swimming pool
  • Internet access
  • Sky TV

Property

  • Luxury
  • Downstairs bathroom
  • Shepherd hut
  • Quirky
  • Log cabin / Lodge
  • Does not allow pets
  • Apartment
  • Working farm
  • Increased accessibility
  • Family friendly
  • Romantic
  • Downstairs bedroom
The Travel Chapter Limited, trading as holidaycottages.co.uk | The Travel Chapter Limited is registered in England and Wales. | Registered office Travel Chapter House Gammaton Road Bideford EX39 4DF Company No. 02431506 | VAT reg: 143053210