Rent Luxury Accommodation for Groups in Helmsley

We selected the 1036 homes worth renting in this location

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Children

Age 1 to 12

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Home spotlights in Helmsley

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

High Street, Norton is an expertly designed holiday home with style in abundance. Nestled in the heart of the market town of Norton, you'll be perfectly placed to enjoy the many independent restaurants, shops and bars nearby.

Tranquil Teeside Cottage

Tranquil Teeside Cottage

  • 4 guests

  • 2 bedrooms

Barnard Castle, England

Whether you're traveling with friends or family, Tranquil Teeside Cottage will be your tranquil home away from home as soon as you step through the door. Sleeping up to four guests, this charming cottage boasts an inviting open plan living, kitchen and dining room that exudes countryside charm.

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 1036 most perfect homes in our collection

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Most popular homes in Helmsley

Pine Tree Chapel

Pine Tree Chapel

  • 6 guests

  • 2 bedrooms

Wilstrop, York

The Yorkshire Retreat

The Yorkshire Retreat

  • 12 guests

  • 6 bedrooms

Kepwick, Thirsk

Sea Of Wonders

Sea Of Wonders

  • 6 guests

  • 3 bedrooms

Whitby, North Yorkshire

Boats in the Harbour

Boats in the Harbour

  • 9 guests

  • 4 bedrooms

Whitby, North Yorkshire

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

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 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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