Rent Luxury Accommodation in Helmsley

We selected the 1008 homes worth renting in this location

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Home spotlights in Helmsley

Peach Cobbler

Peach Cobbler

  • 6 guests

  • 3 bedrooms

Osmotherley, Northallerton

Set in the pretty village of Osmotherley, this charming stone cottage is the perfect spot for families and friends looking to explore the legendary North York Moors and beyond. You'll feel like you've walked into a Period Living magazine photo shoot as soon as you step foot inside this magical home.

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

This elegant cottage in the ancient town of Pickering had us on the private outdoor terrace alone. But step inside, and this home keeps on surprising.

Blackberry Cobbler

Blackberry Cobbler

  • 4 guests

  • 2 bedrooms

Haworth, Keighley

This quaint stone-built terraced cottage on Haworth’s historic cobbled main street puts you within easy reach of the area’s local pubs, shops, cafes and restaurants, not to mention the Bronte Parsonage Museum less than a five-minute walk away. The decor is exactly what you’d expect of a cosy, rustic cottage – original beams and stonework, and a wood-burning stove in the downstairs living room.

Chalet Charm

Chalet Charm

  • 10 guests

  • 5 bedrooms

Scarborough, North Yorkshire

This home is the vision of Sir Joseph Paxton, a renowned Victorian architect who is best known for designing Crystal Palace in London. It's situated right on Scarborough's South Bay, and offers incredible views across the golden sands and out to sea.


We selected the top 3% holiday homes in Helmsley Accommodation

Explore the 1008 most perfect homes in our collection

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Most popular homes in Helmsley

Romancing the Stone

Romancing the Stone

  • 5 guests

  • 3 bedrooms

Crayke, York

Box of Fudge

Box of Fudge

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Yorkshire Homestead

Yorkshire Homestead

  • 16 guests

  • 8 bedrooms

East Heslerton, Malton

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

The Daffodil Garden

The Daffodil Garden

  • 2 guests

  • 1 bedrooms

Scargill, Barnard Castle

Yorkshire Enchantment

Yorkshire Enchantment

  • 14 guests

  • 7 bedrooms

Nether Silton, Thirsk

Pine Tree Chapel

Pine Tree Chapel

  • 6 guests

  • 2 bedrooms

Wilstrop, York

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Frequently asked questions

Take a look at our exclusive collection of luxury Accommodation in Helmsley, and find your dream home. Each and every listing on our site has passed a vigorous testing process with flying colours, which is why we can be so certain that our collection is the best of the best. Only 3% of homes will ever make it onto Plum Guide, emphasising our incredibly high standards and making your job as easy as possible. Every home comes fully furnished with a perfectly-equipped kitchen, essential bathroom toiletries, and all linen included, so you will find everything you need. Get in contact with our friendly team of experts, whose sole purpose is to find you your ideal home, and book your stay in the finest Helmsley Accommodation for Rent.

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