Book Luxury Short Stay Rentals in Pickering

We selected the 956 homes worth renting in this location

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Home spotlights in Pickering

Let's Walk By the River

Let's Walk By the River

  • 4 guests

  • 2 bedrooms

Hurworth-on-Tees, Darlington

It seems quite fitting that a home situated in the heart of the picturesque and historic County Durham should be equally charming – and this cottage nestled on the edge of the village of Hurworth fits the bill perfectly. Surrounded by lush woodlands and steps away from the river Tees, this is an ideal spot to base yourself if you wish to enjoy the tranquillity and natural beauty of this region.

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Take in unrivalled sea views from this charming home directly on the beach at Whitby. Best suited for a family due to the layout of the bedrooms, Anchor & Sail offers guests a cosy home with brilliant access to all that Whitby has to offer, and more importantly, direct access to the sea and beach.

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.

Little Foxhole

Little Foxhole

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

Sitting on the edge of the North Riding Forest Park, this modern cottage places you amid the pretty village of Thornton Dale. Immerse yourself in local life by lacing up your walking boots and exploring the great outdoors.


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

Explore the 956 most perfect homes in our collection

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Most popular homes in Pickering

Vintage Beauty

Vintage Beauty

  • 4 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

The Seashell

The Seashell

  • 6 guests

  • 3 bedrooms

Whitby, North Yorkshire

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

Horse & Carriage

Horse & Carriage

  • 6 guests

  • 3 bedrooms

Ripon, North Yorkshire

Yorkshire Gem

Yorkshire Gem

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

The Secret Mill

The Secret Mill

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

Heathcliff, It's Me

Heathcliff, It's Me

  • 4 guests

  • 2 bedrooms

Guisborough, England

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Pickering, North Yorkshire, England, United Kingdom. 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 Pickering 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.

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