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.

Rural Heart

Rural Heart

  • 6 guests

  • 3 bedrooms

Appleton East and West, North Yorkshire

This cosy home provides a true countryside escape. It's located on the cusp of Wensleydale and resides near the stretching natural beauty of the Yorkshire Dales.

Unbridled

Unbridled

  • 10 guests

  • 5 bedrooms

Ripon, North Yorkshire

A luxurious, modern conversion, these former stables and coach house once belonged to the nearby manor. Set in extensive grounds but with its own garden, this is one magnificent place to stay in North Yorkshire.

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 1018 most perfect homes in our collection

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Most popular homes in Pickering

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

Acorn House

Acorn House

  • 5 guests

  • 3 bedrooms

Egton, Whitby

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Ivy & Gold

Ivy & Gold

  • 2 guests

  • 1 bedrooms

Richmond, North Yorkshire

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

The Chapel of Dunsley

The Chapel of Dunsley

  • 10 guests

  • 5 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. 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 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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