Book Luxury Holiday Rentals in Pickering

Award-winning homes from £98

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Home spotlights

The Golden Egg

The Golden Egg

  • 2 guests

  • 1 bedrooms

Harrogate, North Yorkshire

Colourful and contemporary, this holiday apartment sits inside a traditional building in the heart of Harrogate and is ideal for a romantic getaway. It's located on a peaceful street, while still being close to the heart of Harrogate where you'll find quaint cafes and fancy restaurants, as well as the historic Turkish Baths and the picturesque Valley Gardens.

Tell a Tale

Tell a Tale

  • 12 guests

  • 6 bedrooms

Rishworth, Sowerby Bridge

Welcoming guests in style, this converted barn in West Yorkshire boasts a large living area with ample room to socialise and sprawl out. In keeping with its rustic charm, it features plenty of exposed stone, wooden beams and high vaulted ceilings, while modern touches such as a striking bespoke staircase, innovative handmade lighting and a sleek island kitchen have been installed with luxury and comfort in mind.

Peach Cobbler

Peach Cobbler

  • 6 guests

  • 3 bedrooms

Osmotherley, Northallerton

Set in the pretty village of Osmotherley, this charming stone cottage is the perfect spot for families and friends looking to explore the legendary North York Moors and beyond. You'll feel like you've walked into a Period Living magazine photo shoot as soon as you step foot inside this magical home.

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 7 most perfect homes in our collection

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Most popular homes

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Ivy & Gold

Ivy & Gold

  • 2 guests

  • 1 bedrooms

Richmond, North Yorkshire

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Yorkshire Homestead

Yorkshire Homestead

  • 16 guests

  • 8 bedrooms

East Heslerton, Malton

Tranquil Teeside Cottage

Tranquil Teeside Cottage

  • 4 guests

  • 2 bedrooms

Barnard Castle, England

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Let's Walk By the River

Let's Walk By the River

  • 4 guests

  • 2 bedrooms

Hurworth-on-Tees, Darlington

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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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