Book Luxury Holiday Rentals in Pickering

Award-winning homes from £98

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Home spotlights in Pickering

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Expertly renovated, this former piggery is anything but a pigsty. The interiors are bright, contemporary and poised.

Sound of the Waves

Sound of the Waves

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

This smart apartment, located just a few metres away from the shoreline, is the perfect place to call home during a trip to the charming town of Whitby. With plenty of space, stylish decor, and fantastic sea views, you'll settle in in no time at all.

Acorn House

Acorn House

  • 5 guests

  • 3 bedrooms

Egton, Whitby

This home in Egton is the perfect compromise between seclusion and a beach holiday. With only six miles separating you from the seaside town of Whitby, you can easily take a quick road trip to spend the day on the sandy shores of West Cliff beach.

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 772 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

Salt & Vinegar

Salt & Vinegar

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Prospect Blues

Prospect Blues

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Vintage Beauty

Vintage Beauty

  • 4 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Fireside Retreat

Fireside Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Salt & Sand

Salt & Sand

  • 6 guests

  • 3 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

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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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