Luxury Long Stay Rentals in Pickering

We selected the 934 homes worth renting in this location

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Home spotlights in Pickering

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Located on Potter Hill with its roll-top bath, high-quality custom kitchen with AGA, and bespoke dining area, Beckside is the perfect property for a relaxing family holiday or a vacation with friends. Nestled in the historic market town of Pickering, by a bubbling beck in a quiet area, this characterful townhouse built circa 1885 boasts three bedrooms, a family bathroom, and a private south-facing courtyard.

Smuggler's Haven

Smuggler's Haven

  • 4 guests

  • 2 bedrooms

Robin Hood's Bay, Whitby

This charming cottage in Robin Hood's Bay has character in spades. Its interior, filled with quirky maritime antiques, harks back to the town's smuggler history – in the eighteenth century, silk, tea, and gin were illegally brought ashore on the Yorkshire coast in such quantities that the alcohol was used for cleaning windows.

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Perched above the tiny village of Rosedale Abbey, this former vicarage has beautiful views of the rolling Yorkshire countryside. There’s a local shop, tea room, pub and café within walking distance, but it’s all about rambles into the countryside here.

Yorkshire Homestead

Yorkshire Homestead

  • 16 guests

  • 8 bedrooms

East Heslerton, Malton

Set in one of the most beautiful parts of Yorkshire, this formerly derelict barn was chanced across by its owners in 2015, and lovingly converted into the stunning home it is today. The vibe is English country, with real moments of grandeur.


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

Explore the 934 most perfect homes in our collection

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Most popular homes in Pickering

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

Salt & Vinegar

Salt & Vinegar

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

The Woodlark

The Woodlark

  • 6 guests

  • 3 bedrooms

Sutton-on-the-Forest, York

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Enchanted Forest

Enchanted Forest

  • 14 guests

  • 7 bedrooms

Darlington, England

Pilgrimage Point

Pilgrimage Point

  • 4 guests

  • 2 bedrooms

Beverley, East Riding of Yorkshire

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Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Pickering, North Yorkshire, England, United Kingdom. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Pickering, North Yorkshire, England, United Kingdom collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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