Book Luxury Monthly Rentals in Helmsley

We selected the 1036 homes worth renting in this location

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Home spotlights in Helmsley

Romancing the Stone

Romancing the Stone

  • 5 guests

  • 3 bedrooms

Crayke, York

This charming home in the heart of Yorkshire is a real escape from reality. A traditional stone cottage in the village of Crayke, it’s got bags of character, plenty of style and next-level comfort.

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.

The Riverside Cottage

The Riverside Cottage

  • 4 guests

  • 2 bedrooms

Richmond, North Yorkshire

Shhh. Can you hear that sound?

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.


We selected the top 3% holiday homes in Helmsley Monthly Rentals

Explore the 1036 most perfect homes in our collection

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Most popular homes in Helmsley

On The Market

On The Market

  • 4 guests

  • 2 bedrooms

Helmsley, York

Sweet Beams

Sweet Beams

  • 4 guests

  • 2 bedrooms

Brotton, Saltburn-by-the-Sea

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Tranquil Farmhouse

Tranquil Farmhouse

  • 6 guests

  • 3 bedrooms

Old Byland, York

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

Tranquil Teeside Cottage

Tranquil Teeside Cottage

  • 4 guests

  • 2 bedrooms

Barnard Castle, England

Yorkshire Gem

Yorkshire Gem

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

On Heathered Moor

On Heathered Moor

  • 6 guests

  • 3 bedrooms

Helmsley, York

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Helmsley, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Helmsley Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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