Book Luxury Airbnb Alternatives in Helmsley

We selected the 1072 homes worth renting in this location

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Home spotlights in Helmsley

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

In the heart of Pickering, this stone charmer is just a six-minute walk from the North Yorkshire Moors Railway. Inside, wooden beams and ornamental fireplaces reflect the home's 200-year-old history, while two cosy lounges – including one with a log burner – provide plenty of space to sprawl out.

Rural Heart

Rural Heart

  • 6 guests

  • 3 bedrooms

Appleton East and West, North Yorkshire

This cosy home provides a true countryside escape. It's located on the cusp of Wensleydale and resides near the stretching natural beauty of the Yorkshire Dales.

Brevity & Wit

Brevity & Wit

  • 2 guests

  • 1 bedrooms

Whitby, North Yorkshire

In the heart of Whitby, this minimalist flat is all about clean lines, contemporary conveniences and crisp Scandinavian style. It's bright, light and totally sleek, with extras like a wine fridge and rainfall shower transforming it into a lovely little place to call home.

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

It's not every day you get to stay in a home dating back to the 18th century. However, this stone cottage in the Castle Howard Estate village of Coneysthorpe invites guests to do just that.


We selected the top 3% holiday homes in Helmsley Airbnb Alternatives

Explore the 1072 most perfect homes in our collection

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Most popular homes in Helmsley

Box of Fudge

Box of Fudge

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Pilgrimage Point

Pilgrimage Point

  • 4 guests

  • 2 bedrooms

Beverley, East Riding of Yorkshire

The Fen Violet

The Fen Violet

  • 2 guests

  • 1 bedrooms

Lockton, Pickering

Yorkshire Homestead

Yorkshire Homestead

  • 16 guests

  • 8 bedrooms

East Heslerton, Malton

Smuggler's Haven

Smuggler's Haven

  • 4 guests

  • 2 bedrooms

Robin Hood's Bay, Whitby

The Yorkshire Retreat

The Yorkshire Retreat

  • 12 guests

  • 6 bedrooms

Kepwick, Thirsk

Whispering Pines Cottage

Whispering Pines Cottage

  • 4 guests

  • 2 bedrooms

Old Byland, York

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Helmsley to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Helmsley Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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