Rent Luxury Self-Catering Apartments in Helmsley

We selected the 1014 homes worth renting in this location

Who's coming along?

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 Daffodil Garden

The Daffodil Garden

  • 2 guests

  • 1 bedrooms

Scargill, Barnard Castle

This charming Tudor castle, built in 1560, has been fully restored to create the perfect romantic retreat for two. Set in the picturesque Teesdale landscape, this historic property is located near the Yorkshire Dales and Lake District National Park, as well as the North Pennines Area of Outstanding Natural Beauty.

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.

The Yorkshire Retreat

The Yorkshire Retreat

  • 12 guests

  • 6 bedrooms

Kepwick, Thirsk

Stay House is a wonderfully unique property located in the rural village of Kepwick in North Yorkshire. Surrounded by lush green meadows and whispering pine trees, this rustic charm offers a retreat like no other.

Whispering Pines Cottage

Whispering Pines Cottage

  • 4 guests

  • 2 bedrooms

Old Byland, York

Located in the scenic village of Old Byland, Drey Cottage is a beautiful holiday home with plenty of charm. This dog friendly property provides a peaceful retreat for couples, families and small groups of friends, accommodating up to four guests.


We selected the top 3% holiday homes in Helmsley Self-Catering Apartments

Explore the 1014 most perfect homes in our collection

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Most popular homes in Helmsley

Heathcliff, It's Me

Heathcliff, It's Me

  • 4 guests

  • 2 bedrooms

Guisborough, England

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

Pilgrimage Point

Pilgrimage Point

  • 4 guests

  • 2 bedrooms

Beverley, East Riding of Yorkshire

Tranquil Teeside Cottage

Tranquil Teeside Cottage

  • 4 guests

  • 2 bedrooms

Barnard Castle, England

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Salt & Sand

Salt & Sand

  • 6 guests

  • 3 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

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Frequently asked questions

Book luxury Self-Catering Apartments in Helmsley, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury Helmsley Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.

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