Helmsley Family Friendly Hotel Alternatives

We selected the 876 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

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Home spotlights in Helmsley

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.

Cherry Tree

Cherry Tree

  • 4 guests

  • 4 bedrooms

Helmsley, York

Packed with antiques collected over the years and grand yet striking rooms, this home in Hemsley is a real find. A red-brick facade and topiaried hedges set the tone as you arrive, and inside you’ll find a collection of hand-carved bureaus and cast iron bathtubs.

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.

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.


We selected the top 3% holiday homes in Helmsley Family Friendly Hotel Alternatives

Explore the 876 most perfect homes in our collection

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Most popular homes in Helmsley

The Edge of the Meadow

The Edge of the Meadow

  • 8 guests

  • 4 bedrooms

Wilstrop, York

Pine Tree Chapel

Pine Tree Chapel

  • 6 guests

  • 2 bedrooms

Wilstrop, York

Old Byland Hideaway

Old Byland Hideaway

  • 2 guests

  • 1 bedrooms

Old Byland, York

Here's A Dream

Here's A Dream

  • 2 guests

  • 1 bedrooms

Wilstrop, York

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Romancing the Stone

Romancing the Stone

  • 5 guests

  • 3 bedrooms

Crayke, York

Yorkshire Enchantment

Yorkshire Enchantment

  • 14 guests

  • 7 bedrooms

Nether Silton, Thirsk

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

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Frequently asked questions

Explore our family friendly hotel alternatives in Helmsley. We’ve cherry-picked a collection of spacious homes in safe, residential neighbourhoods popular with local parents. Find a fully furnished home with fun kids' bedrooms, well-equipped kitchens, multiple bathrooms and often outdoor space too. Our friendly team of Plum Experts are on-hand 24/7 to help you book your dream family friendly hotel alternative in Helmsley.

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