Book Luxury Holiday Rentals in Pickering

Award-winning homes from £98

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Home spotlights in Pickering

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.

Beehive Cottage

Beehive Cottage

  • 5 guests

  • 3 bedrooms

Whitby, North Yorkshire

Modern, stylish and in the heart of charming Whitby, this home ticks all the boxes for a memorable stay on the North Yorkshire coast. Honeycomb print livens up licks of trendy grey and we particularly loved the subtle nods to Whitby’s history and maritime identity in the living space and bedroom.

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.

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 Holiday Rentals

Explore the 928 most perfect homes in our collection

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Most popular homes in Pickering

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Sea View Bliss

Sea View Bliss

  • 4 guests

  • 2 bedrooms

Scarborough, North Yorkshire

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

Enchanted Forest

Enchanted Forest

  • 14 guests

  • 7 bedrooms

Darlington, England

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Cobbles of the Church Yard

Cobbles of the Church Yard

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

The Seashell

The Seashell

  • 6 guests

  • 3 bedrooms

Whitby, North Yorkshire

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Pickering, North Yorkshire, England, United Kingdom. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Pickering, North Yorkshire, England, United Kingdom has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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