Book Luxury Holiday Rentals in Pickering

Award-winning homes from £98

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Home spotlights in Pickering

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

It's not every day you get to stay in a home dating back to the 18th century. However, this stone cottage in the Castle Howard Estate village of Coneysthorpe invites guests to do just that.

Seashells by the Seashore

Seashells by the Seashore

  • 12 guests

  • 6 bedrooms

Whitby, North Yorkshire

Check into this handsome Whitby townhouse for seaside living at its most refined and stylish. Set across five floors united by elegant interiors, there’s room for all twelve of you to make yourselves at home here.

Salt & Vinegar

Salt & Vinegar

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The seaside town of Whitby offers every English, coastal delight that you’d expect. Takeaway spots for fish and chips, ice cream parlours, piers, and lighthouses are just some of its charming features.

Fireside Retreat

Fireside Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Set within the market town of Pickering, this pet-friendly home is a perfect base for exploring the North York Moors and nearby cities, with shops, pubs, and cafes right on your doorstep. Inside, it has a relaxed, homely feel, with exposed beams, a roaring log fire to curl up by after a day of walking and a dining table tucked cosily into a window alcove.


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

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Most popular homes in Pickering

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Harbour Hopes

Harbour Hopes

  • 8 guests

  • 4 bedrooms

Whitby, North Yorkshire

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

Beneath the Marske

Beneath the Marske

  • 4 guests

  • 2 bedrooms

Marske-by-the-Sea, Redcar and Cleveland

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Market Town Retreat

Market Town Retreat

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Chalet Charm

Chalet Charm

  • 10 guests

  • 5 bedrooms

Scarborough, 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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