Rent Luxury Accommodation in Pickering

We selected the 1040 homes worth renting in this location

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Home spotlights in Pickering

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.

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.

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.

No Warmer Welcome

No Warmer Welcome

  • 24 guests

  • 11 bedrooms

Brotton, Saltburn-by-the-Sea

Once you've wandered about this home nestled away in the North Yorkshire countryside for the first time, it probably won't come as a surprise to learn that it was once a hotel. The vast size of the building and its grounds partially give the game away, but there's also something about how the communal areas are arranged, especially the pool table and bar that make it an especially sociable space.


We selected the top 3% holiday homes in Pickering Accommodation

Explore the 1040 most perfect homes in our collection

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Most popular homes in Pickering

The Secret Mill

The Secret Mill

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The Woodlark

The Woodlark

  • 6 guests

  • 3 bedrooms

Sutton-on-the-Forest, York

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

Social In Style

Social In Style

  • 12 guests

  • 6 bedrooms

Whitby, North Yorkshire

Little Foxhole

Little Foxhole

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

The Fen Violet

The Fen Violet

  • 2 guests

  • 1 bedrooms

Lockton, Pickering

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Check upcoming rates & availability for Pickering Accommodation


Frequently asked questions

Take a look at our exclusive collection of luxury Accommodation in Pickering, North Yorkshire, England, United Kingdom, and find your dream home. Each and every listing on our site has passed a vigorous testing process with flying colours, which is why we can be so certain that our collection is the best of the best. Only 3% of homes will ever make it onto Plum Guide, emphasising our incredibly high standards and making your job as easy as possible. Every home comes fully furnished with a perfectly-equipped kitchen, essential bathroom toiletries, and all linen included, so you will find everything you need. Get in contact with our friendly team of experts, whose sole purpose is to find you your ideal home, and book your stay in the finest Pickering Accommodation for Rent.

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