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Helmsley • Dates • Guests
Helmsley • Dates • Guests

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£350
£1,500+
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Dogs allowed



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Dog-friendly cottages in Helmsley

85 properties found
Chop Gate, North Yorkshire

Meadow Hideaway

2112

Our grading

7 nights

£833 - £983

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Helmsley (7.75mls), North Yorkshire

Owl Cottage - Chop Gate

2111

Our grading

7 nights

£504 - £780

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Osmotherley, North Yorkshire

Vane House Cottage

2111

Our grading

7 nights

£468 - £715

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Helmsley, North Yorkshire

Ferne Cottage - Helmsley

3211

Our grading

7 nights

£677 - £1,162

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Osmotherley, North Yorkshire

Isla Cottage

3211

Our grading

7 nights

£726 - £1,026

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Helmsley, North Yorkshire

Coco

3211

Our grading

7 nights

£702 - £1,212

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Osmotherley, North Yorkshire

Partridge Cottage - Chopgate

4222

Our grading

7 nights

£692 - £1,122

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Stokesley (2mls SW), North Yorkshire

Hare House

4213

Our grading

7 nights

£681 - £1,236

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Osmotherley, North Yorkshire

Clover Cottage Osmotherley

4222

Our grading

7 nights

£522 - £1,152

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Thirsk, North Yorkshire

Grange View Cottage - Thirsk

4213

Our grading

7 nights

£710 - £1,164

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Helmsley (7.75mls), North Yorkshire

Witches Cottage - Chop Gate

4221

Our grading

7 nights

£579 - £1,050

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Osmotherley, North Yorkshire

Webstone Cottage

4212

Our grading

7 nights

£621 - £1,066

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Showing 1-12 of 85 properties

Dog-friendly accommodation in Helmsley

Browse our stylish collection of dog-friendly holiday cottages in Helmsley and start planning your Yorkshire self-catering getaway with your canine companion. From the wild, open spaces of the North York Moors to the foodie delights of Malton, you’ll find fantastic outdoor adventure options and superb dining opportunities at every turn in Yorkshire - as well as an impressive selection of self-catering accommodation options in Helmsley where your pup will feel right at home. Whether it’s a fun family reunion, a special celebration with a group of friends, or a romantic getaway for two that you’re planning, Yorkshire’s stunning national parks, quaint market towns, awesome art galleries and dog-friendly self-catering holiday cottages are sure to make tails wag.

A dog-friendly self-catering holiday cottage in Helmsley is the ideal place for you and your pup to call home while you explore the stunning Yorkshire countryside. Set off with your pup to explore the trails in the Howardian Hills, or head to York to take a dog-friendly cruise on the River Ouse. Get your culture fix in Kirkbymoorside and Rosedale – both have thriving art scenes – or take a relaxing stroll in the pretty village of Thornton le Dale. Check out the antique stores in Pickering or spend a wonderful day exploring the Ryedale Folk Museum in Hutton le Hole. Come home to your holiday cottage in Helmsley and stretch out in front of the wood burner for the evening with your pup. Take a look at our complete collection of dog-friendly places to stay in Helmsley.