Book Luxury Holiday Rentals in Pickering

Award-winning homes from £98

Home spotlights in Pickering

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Located on Potter Hill with its roll-top bath, high-quality custom kitchen with AGA, and bespoke dining area, Beckside is the perfect property for a relaxing family holiday or a vacation with friends. Nestled in the historic market town of Pickering, by a bubbling beck in a quiet area, this characterful townhouse built circa 1885 boasts three bedrooms, a family bathroom, and a private south-facing courtyard.

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

In the heart of Pickering, this stone charmer is just a six-minute walk from the North Yorkshire Moors Railway. Inside, wooden beams and ornamental fireplaces reflect the home's 200-year-old history, while two cosy lounges – including one with a log burner – provide plenty of space to sprawl out.

Potter's Wheel

Potter's Wheel

  • 8 guests

  • 4 bedrooms

Pickering, North Yorkshire

This impressive converted pottery blends historic features, modern comfort and an enviable location right next to Pickering Castle. Built into the hillside (you'll spot some of the exposed rock in the home), it also boasts spectacular views over the town and its heritage steam railway.

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 9 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

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Make a Beeline

Make a Beeline

  • 5 guests

  • 2 bedrooms

Pickering, 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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