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Helmsley dog-friendly cottages

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 (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

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.

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.

 

 

 

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 (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

4
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.

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.

One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)
One Ryegate (79527)

One Ryegate

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.
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.
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)
Tawny Owl Cottage (74582)

Tawny Owl Cottage

Carlton-in-Cleveland, North Yorkshire

6
3
2
pets 2

Escape to this cosy cottage and embrace adventure by exploring the North York Moors, an Area of Outstanding Natural Beauty, the perfect base to enjoy wide open space or stay in, with the private enclosed garden or relax and snuggle up in front of the wood burner.

These properties are further afield
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)
Coach House Retreat (G0036)

Coach House Retreat

Farndale, North Yorkshire

2
1
1
pets 2

An exquisite country retreat in the heart of Yorkshire moorland, this property manages to embrace its authentic charm and character without detracting from the quality and luxury provided within.

The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)
The Old Tin School (75302)

The Old Tin School

Low Mill, North Yorkshire

2
1
1
pets 2
Enjoy relaxing in this country retreat in the heart of Yorkshire moorland, the open-plan studio style space provides the ultimate social accommodation to take a relaxing break with a loved one.

Dog-friendly self-catering accommodation in Helmsley

Browse our Yorkshire holidays to discover our exclusive range of luxurious pet-friendly and self-catering accommodation. Imagine your ideal escape, sipping a glass of soothing red as you bask in front of a roaring fire, based in a honeyed stone cottage at the heart of one of the prettiest towns in Yorkshire. If this is precisely how you envisage your stay, then our dog-friendly cottages in Helmsley are perfect for you. Our Helmsley dog-friendly holiday cottages are surrounded by the spectacular North York Moors, boasting an abundance of exciting trails to explore, and chocolate-box villages to peruse. The town itself is a hive of cobbled streets, independent shops and quintessential tearooms, overlooked by the impressive ruins of Helmsley Castle.

Don your walking boots or prepare your bicycle for a day of adventures, soaking in the stunning views as you navigate acres of heather-covered heathland. Step back in time as you uncover the secrets of the majestic castle and the ruins of two monasteries, losing yourself in the enchanting walled gardens as you explore. Once you have worked up an appetite, there are plenty of eateries to tantalise your taste buds, followed by a leisurely dip in the heated open-air swimming pool. Venturing slightly further afield, the intrepid explorer will enjoy a day trip to Duncombe Park, home to the National Centre for Birds of Prey, or the delightfully serene Nuneaton Hall on the banks of the River Rye.

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Location

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

Facilities

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

Property

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