Book Luxury Vacation Rentals in Pickering

Award-winning homes from £98

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Home spotlights

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

Slow down and start living the country life at this newly-built cottage set deep in rural North Yorkshire on a private gated estate. Surrounded by green paddocks and grazing horses, its setting is postcard-perfect, and things only get better inside.

The Salt Collector

The Salt Collector

  • 2 guests

  • 1 bedrooms

West Cliff, Whitby

In the centre of Whitby, this apartment puts a Blue Flag beach and narrow, medieval alleyways within easy walking distance. It’s a five-minute jaunt to the sprawling sands of Whitby Beach and you can even take the lift down the cliffs.

Ivy & Sea Grass

Ivy & Sea Grass

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

It doesn’t get much more bucolic than this charming stone cottage near Sandsend beach. Set within acres and acres of private estate, you’ll find this country bolthole in a row of terracotta-roofed cottages dappled with ivy.

A Glimpse of Glory

A Glimpse of Glory

  • 5 guests

  • 3 bedrooms

Stockton-on-Tees, England

Whether you're visiting for business or pleasure, the recently refurbished Serene Haven sits at the heart of one of the North East's most popular areas and provides a stylish, spacious and convenient base for up to five guests. Nestled in the village of Eaglescliffe, Serene Haven is situated in the midst of nature’s embrace with rapid access to both the stunning coastline and picturesque countryside.


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

Explore the 7 most perfect homes in our collection

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Most popular homes

The Beauty Spot

The Beauty Spot

  • 14 guests

  • 7 bedrooms

Harrogate, North Yorkshire

Mazarine Blue

Mazarine Blue

  • 4 guests

  • 2 bedrooms

Harrogate, North Yorkshire

Horse & Carriage

Horse & Carriage

  • 6 guests

  • 3 bedrooms

Ripon, North Yorkshire

The Riding Boot

The Riding Boot

  • 4 guests

  • 2 bedrooms

North Rigton, Leeds

The 199 Steps

The 199 Steps

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The Woven Word

The Woven Word

  • 2 guests

  • 1 bedrooms

Haworth, Keighley

The Golden Egg

The Golden Egg

  • 2 guests

  • 1 bedrooms

Harrogate, North Yorkshire

Victorian Views

Victorian Views

  • 4 guests

  • 2 bedrooms

Harrogate, North Yorkshire

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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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