Book Luxury Holiday Rentals in Pickering

Award-winning homes from £98

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Home spotlights in Pickering

Box of Fudge

Box of Fudge

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Open the door onto Yorkshire country life with a stay at this characterful stone-built cottage, set in the gently bustling market town of Kirkbymoorside. Carefully reimagined for modern living, the magnificent, beamed ceilings and exposed stonework remain to add charm and character.

Sea Thrift

Sea Thrift

  • 5 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Primed for a chic seaside getaway, this contemporary apartment is right in the heart of glorious Saltburn-by-the-Sea. As soon as you walk in, you'll notice how light and bright it is, with crisp white walls and high ceilings.

Ivy & Gold

Ivy & Gold

  • 2 guests

  • 1 bedrooms

Richmond, North Yorkshire

Cloaked in ivy, this home's stone-clad facade charms from the outset. You'll find it situated in an old school house in the heart of Richmond, brimming with character.

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 1012 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

Auburn Daisies

Auburn Daisies

  • 7 guests

  • 4 bedrooms

Whitby, North Yorkshire

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

The Ecclesiastic

The Ecclesiastic

  • 10 guests

  • 5 bedrooms

Witton Gilbert, Durham

On The Moors

On The Moors

  • 4 guests

  • 2 bedrooms

Aislaby, Whitby

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Lister & Walker

Lister & Walker

  • 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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