Rent Luxury Accommodation for Groups in Helmsley

We selected the 1098 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Helmsley

The Woodlark

The Woodlark

  • 6 guests

  • 3 bedrooms

Sutton-on-the-Forest, York

Nestled in Sutton-on-the-Forest, just 8 miles north of York, this charming 18th-century cottage welcomes you in with open arms. Perfect for families, the generous country kitchen will quickly become the place where everyone gathers, spilling out into the walled garden for alfresco dining in summer months.

Northern Orchid

Northern Orchid

  • 4 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

This is a home steeped in history. Built in the early 1800s, it was a bank for over 100 years, before becoming an art gallery in the 2010s.

Yorkshire Gem

Yorkshire Gem

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Dale End is a charming holiday home superbly situated in Kirkbymoorside, York, ideally for exploring the idyllic North York Moors National Park. Newly refurbished to the highest standard, this stylish and sleek two-bedroom property offers a homely atmosphere that exudes warmth.

On Heathered Moor

On Heathered Moor

  • 6 guests

  • 3 bedrooms

Helmsley, York

This pretty retreat is in the historic market town of Helmsley, sits on the edge of the North York Moors National Park. The 110 mile-long Cleveland Way National Trail begins in Helmsley and takes you through the heather-clad hills of the Moors to the cliffs and coast of Filey Brigg – a nine-day trek in total, but you can stop your car at any point along its length.


We selected the top 3% holiday homes in Helmsley Accommodation for Groups

Explore the 1098 most perfect homes in our collection

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Most popular homes in Helmsley

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

The Yorkshire Retreat

The Yorkshire Retreat

  • 12 guests

  • 6 bedrooms

Kepwick, Thirsk

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

Beach Blues

Beach Blues

  • 2 guests

  • 1 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

The Edge of the Meadow

The Edge of the Meadow

  • 8 guests

  • 4 bedrooms

Wilstrop, York

The Fen Violet

The Fen Violet

  • 2 guests

  • 1 bedrooms

Lockton, Pickering

Peach Cobbler

Peach Cobbler

  • 6 guests

  • 3 bedrooms

Osmotherley, Northallerton

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Check upcoming rates & availability for Helmsley Accommodation for Groups


Frequently asked questions

Reserve a stay in one of the impeccable homes in our collection of luxury Group Holiday Accommodation in Helmsley. You won't find such consistent quality anywhere else, as every single Plum Guide home comes fully furnished with all linens, a brilliantly-equipped kitchen, and essential bathroom toiletries included. Our experts really do obsess over the smallest details, with shower pressure and a bedroom's decibel levels being tested to ensure absolute quality in your hunt for the perfect home. Rent Helmsley Accommodation for Groups today, and learn the true meaning of luxury. Call on our team of experts too, who can help you through the booking process and guarantee that you end up with the ultimate home for you.

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