Pickering Weekend House Rentals

We selected the 940 homes worth renting in this location

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Age 13+

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Age 1 to 12

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Home spotlights in Pickering

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

This elegant cottage in the ancient town of Pickering had us on the private outdoor terrace alone. But step inside, and this home keeps on surprising.

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

In the heart of Pickering, this stone charmer is just a six-minute walk from the North Yorkshire Moors Railway. Inside, wooden beams and ornamental fireplaces reflect the home's 200-year-old history, while two cosy lounges – including one with a log burner – provide plenty of space to sprawl out.

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Sitting just on the cusp of the North Yorks National Park in the charming town of Pickering, this home has all the ingredients for a refreshing country getaway. In the living room, you'll find comfy furnishings arranged around a log burning stove, as well as some lovably quirky touches, like the wooden stag head mounted on the wall and the repurposed chest used as a table.

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.


We selected the top 3% holiday homes in Pickering Weekend House Rentals

Explore the 940 most perfect homes in our collection

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Most popular homes in Pickering

Cobbles of the Church Yard

Cobbles of the Church Yard

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Lush River Retreat

Lush River Retreat

  • 2 guests

  • 1 bedrooms

Thornton Dale, Pickering

Little Foxhole

Little Foxhole

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

The Secret Mill

The Secret Mill

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

Box of Fudge

Box of Fudge

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Farmhand

Farmhand

  • 8 guests

  • 4 bedrooms

Ebberston, Scarborough

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Check upcoming rates & availability for Pickering Weekend House Rentals


Frequently asked questions

Looking to book a holiday rental for the weekend in Pickering, North Yorkshire, England, United Kingdom? You've come to the right place: we’re the official selection of the world’s best homes. Our collection of weekend rentals in Pickering, North Yorkshire, England, United Kingdom come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. We obsessively check each home for you, so you can book with peace of mind. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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