Rent Luxury Accommodation for Groups in Helmsley

We selected the 998 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

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.

Lister & Walker

Lister & Walker

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Live in ‘Gentleman Jack’ luxury style in this five-storey Georgian townhouse located in the heart of Whitby that will truly make for a memorable stay on the North Yorkshire coast. With a stunning balcony terrace and bar area on the top floor of this home, you are afforded incredible views over Whitby, stretching all the way to the Abbey, which can be enjoyed as you sip your morning Yorkshire tea or as the sun sets over cocktails at happy hour.

Box of Fudge

Box of Fudge

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Open the door onto Yorkshire country life with a stay at this characterful stone-built cottage, set in the gently bustling market town of Kirkbymoorside. Carefully reimagined for modern living, the magnificent, beamed ceilings and exposed stonework remain to add charm and character.

On The Market

On The Market

  • 4 guests

  • 2 bedrooms

Helmsley, York

Helmsley is a town drenched in unique attractions. A vibrant market selling chic items sits nearby to Michelin-star restaurants, showcasing the town's diversity.


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

Explore the 998 most perfect homes in our collection

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Most popular homes in Helmsley

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

Heathcliff & Cathy

Heathcliff & Cathy

  • 2 guests

  • 1 bedrooms

Keighley, West Yorkshire

Enchanted Forest

Enchanted Forest

  • 14 guests

  • 7 bedrooms

Darlington, England

Pine Tree Chapel

Pine Tree Chapel

  • 6 guests

  • 2 bedrooms

Wilstrop, York

Yorkshire Gem

Yorkshire Gem

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

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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