Vacation Rentals with Self Check-in in Helmsley

Curated seaside homes and cottages in Helmsley

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Helmsley

Yorkshire Enchantment

Yorkshire Enchantment

  • 14 guests

  • 7 bedrooms

Nether Silton, Thirsk

Immerse oneself in the restful charm of Nether Silton, making memories at this recently revitalised haven. Ascertain the elegance of interiors, possessing refinements that speak in a sophisticated whisper.

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.

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.

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.


We selected the top 3% holiday homes in Helmsley Vacation Rentals with Self Check-in

Explore the 728 most perfect homes in our collection

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Most popular homes in Helmsley

Unbridled

Unbridled

  • 10 guests

  • 5 bedrooms

Ripon, North Yorkshire

The Whitby Bowler

The Whitby Bowler

  • 2 guests

  • 1 bedrooms

Whitby, North Yorkshire

The Woodlark

The Woodlark

  • 6 guests

  • 3 bedrooms

Sutton-on-the-Forest, York

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

Vintage Beauty

Vintage Beauty

  • 4 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Sweet Beams

Sweet Beams

  • 4 guests

  • 2 bedrooms

Brotton, Saltburn-by-the-Sea

Little Foxhole

Little Foxhole

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

Harbour Hopes

Harbour Hopes

  • 8 guests

  • 4 bedrooms

Whitby, North Yorkshire

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Frequently asked questions

Explore our collection of Vacation Rentals with Self Check-in in Helmsley. Each home in our selection comes fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Choose a holiday home with self check-in today or reach out to our friendly team of experts, on hand to help you secure the perfect stay.

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