Book Luxury Airbnb Alternatives in Helmsley

We selected the 1030 homes worth renting in this location

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Home spotlights in Helmsley

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Perched above the tiny village of Rosedale Abbey, this former vicarage has beautiful views of the rolling Yorkshire countryside. There’s a local shop, tea room, pub and café within walking distance, but it’s all about rambles into the countryside here.

The Daffodil Garden

The Daffodil Garden

  • 2 guests

  • 1 bedrooms

Scargill, Barnard Castle

This charming Tudor castle, built in 1560, has been fully restored to create the perfect romantic retreat for two. Set in the picturesque Teesdale landscape, this historic property is located near the Yorkshire Dales and Lake District National Park, as well as the North Pennines Area of Outstanding Natural Beauty.

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.

Here's A Dream

Here's A Dream

  • 2 guests

  • 1 bedrooms

Wilstrop, York

Formerly a stonemason's workshop, who worked on local churches, schools and Ampleforth Abbey, this home has now been fully renovated for a comfortable stay. There's a wood burner in the double-height living room for cosy evenings in and a small courtyard for taking in the Yorkshire air.


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

Explore the 1030 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

Marine Parade

Marine Parade

  • 6 guests

  • 3 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

Enchanted Forest

Enchanted Forest

  • 14 guests

  • 7 bedrooms

Darlington, England

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

Old Byland Hideaway

Old Byland Hideaway

  • 2 guests

  • 1 bedrooms

Old Byland, York

Tranquil Farmhouse

Tranquil Farmhouse

  • 6 guests

  • 3 bedrooms

Old Byland, York

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

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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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