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.

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.

Beach Blues

Beach Blues

  • 2 guests

  • 1 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

The Victorian spa town of Saltburn-by-the-Sea makes for an excellent seaside escape. It’s a real coastal retreat, surrounded by charming seaside towns and villages – you can use Saltburn as your base for exploring the area.

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.


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

Explore the 942 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 Moss

Sea Moss

  • 6 guests

  • 3 bedrooms

Scalby, Scarborough

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

Enchanted Forest

Enchanted Forest

  • 14 guests

  • 7 bedrooms

Darlington, England

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, 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

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 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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