Book Luxury Vacation Rentals in Pickering

Award-winning homes from £98

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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.

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

If you're looking for a getaway in North Yorkshire, look no further than this enchanting cottage nestled in the popular market town of Pickering. With its characterful Grade II listed design, cozy atmosphere, and prime location just a short walk from the high street, this is the perfect retreat for both romantic getaways and family stays.

Cobbles of the Church Yard

Cobbles of the Church Yard

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Housed in an old school house, the former residence of the head teacher at the local church school – this home retains much of its original character, while modern home luxuries spruce the space up with a contemporary twist. The interiors of the home present countryside chic with the addition of playful pops of colour in every room.


We selected the top 3% holiday homes in Pickering Vacation Rentals

Explore the 928 most perfect homes in our collection

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Most popular homes in Pickering

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 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

Farmhand

Farmhand

  • 8 guests

  • 4 bedrooms

Ebberston, Scarborough

Yorkshire Gem

Yorkshire Gem

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Pickering, North Yorkshire, England, United Kingdom. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Pickering Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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