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Helmsley cottages

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.

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

3
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.
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
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.
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)
Grange View Cottage - Thirsk (87460)

Grange View Cottage - Thirsk

Thirsk, North Yorkshire

4
2
1
pets 2
Discover this delightful cottage located in the tranquil village of South Kilvington, between two Yorkshire National Parks, this is an excellent retreat for countryside lovers, keen walkers and cyclists

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.

The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)
The Cottage At Helmsley (40512)

The Cottage At Helmsley

Helmsley, North Yorkshire

4
2
1
pets 1

Pretty stone cottage sleeping four, situated on the edge of the North Yorkshire Moors National Park in the popular market town of Helmsley, with the town’s shops, pubs, and restaurants right on the doorstep.

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.

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.

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.
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)
The Old Hay Barn (77667)

The Old Hay Barn

Great Busby, North Yorkshire

6
3
1
pets 2
Enjoy relaxing in this countryside retreat on the cusp of the North York Moors. The open-plan space provides the ultimate social accommodation to take a relaxing break with friends or family.

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

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

Property

  • Luxury
  • Quirky
  • Log cabin / Lodge
  • Downstairs bathroom
  • Does not allow pets
  • Apartment
  • Working farm
  • Increased accessibility
  • Romantic
  • Family friendly
  • Shepherd hut
  • 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