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.

As You Wish

As You Wish

  • 2 guests

  • 1 bedrooms

Whitby, North Yorkshire

In the heart of historic Whitby, this snug apartment provides the perfect retreat for two. Cosy and contemporary, what it lacks in space, it more than makes up for in comfort.

Harbour Hopes

Harbour Hopes

  • 8 guests

  • 4 bedrooms

Whitby, North Yorkshire

This wonderfully modern home is the perfect place to stay during a trip to the quirky town of Whitby. It's very centrally located, just a few minutes away from all the main attractions, so you're guaranteed to have some great times here.

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 804 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

The Seashell

The Seashell

  • 6 guests

  • 3 bedrooms

Whitby, North Yorkshire

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Heathcliff, It's Me

Heathcliff, It's Me

  • 4 guests

  • 2 bedrooms

Guisborough, England

Chalet Charm

Chalet Charm

  • 10 guests

  • 5 bedrooms

Scarborough, North Yorkshire

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 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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