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.

Sea Of Wonders

Sea Of Wonders

  • 6 guests

  • 3 bedrooms

Whitby, North Yorkshire

This charming townhouse is the perfect base for a coastal retreat. The house is warm and cosy, with a log burner in the living room that’s just dreamy on dreary afternoons.

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

High Street, Norton is an expertly designed holiday home with style in abundance. Nestled in the heart of the market town of Norton, you'll be perfectly placed to enjoy the many independent restaurants, shops and bars nearby.

Cobbles of the Church Yard

Cobbles of the Church Yard

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Housed in an old school house, the former residence of the head teacher at the local church school – this home retains much of its original character, while modern home luxuries spruce the space up with a contemporary twist. The interiors of the home present countryside chic with the addition of playful pops of colour in every room.


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

Explore the 956 most perfect homes in our collection

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Most popular homes in Pickering

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 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

Sea Thrift

Sea Thrift

  • 5 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Steak & Egton

Steak & Egton

  • 8 guests

  • 4 bedrooms

Egton, Whitby

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Woodland Glow

Woodland Glow

  • 5 guests

  • 3 bedrooms

Egton, Whitby

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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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