Become a host

Book Luxury Short Stay Rentals in Helmsley

We selected the 1098 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

0

Home spotlights in Helmsley

Pilgrimage Point

Pilgrimage Point

  • 4 guests

  • 2 bedrooms

Beverley, East Riding of Yorkshire

Located just a nine-minute walk from the centre of the lively and beautiful market town of Beverley, this home was built in the mid-eighteenth-century on one of the ancient streets that were once the route for pilgrims visiting the shrine of St John the Minster, and for traders using the Hessle ferry to travel to both Lincolnshire and the London market. On warmer days, we would love nothing more than to take our morning cup of tea and breakfast outside to the home’s courtyard to enjoy the fresh air.

Ivy & Gold

Ivy & Gold

  • 2 guests

  • 1 bedrooms

Richmond, North Yorkshire

Cloaked in ivy, this home's stone-clad facade charms from the outset. You'll find it situated in an old school house in the heart of Richmond, brimming with character.

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

It's not every day you get to stay in a home dating back to the 18th century. However, this stone cottage in the Castle Howard Estate village of Coneysthorpe invites guests to do just that.

Here's A Dream

Here's A Dream

  • 2 guests

  • 1 bedrooms

Wilstrop, York

Formerly a stonemason's workshop, who worked on local churches, schools and Ampleforth Abbey, this home has now been fully renovated for a comfortable stay. There's a wood burner in the double-height living room for cosy evenings in and a small courtyard for taking in the Yorkshire air.

We selected the top 3% holiday homes in Helmsley Short Stay Rentals

Explore the 1098 most perfect homes in our collection

View on map

Most popular homes in Helmsley

Unbridled

Unbridled

  • 10 guests

  • 5 bedrooms

Ripon, North Yorkshire

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Vintage Beauty

Vintage Beauty

  • 4 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

The Daffodil Garden

The Daffodil Garden

  • 2 guests

  • 1 bedrooms

Scargill, Barnard Castle

Whispering Pines Cottage

Whispering Pines Cottage

  • 4 guests

  • 2 bedrooms

Old Byland, York

Tranquil Farmhouse

Tranquil Farmhouse

  • 6 guests

  • 3 bedrooms

Old Byland, York

Sea Thrift

Sea Thrift

  • 5 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

View all

Check upcoming rates & availability for Helmsley Short Stay Rentals

Frequently asked questions

Browse our curated collection of Short Stay Rentals in Helmsley. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Helmsley luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

Search Our Collection

  1. Plum Guide

  2. United Kingdom

  3. England

  4. York

  5. Helmsley

  6. Short Stay Rentals