Book Luxury Holiday Rentals in Pickering

Award-winning homes from £98

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Pickering

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Perched above the tiny village of Rosedale Abbey, this former vicarage has beautiful views of the rolling Yorkshire countryside. There’s a local shop, tea room, pub and café within walking distance, but it’s all about rambles into the countryside here.

Seafront Sanctuary

Seafront Sanctuary

  • 5 guests

  • 2 bedrooms

Whitby, North Yorkshire

Thanks to its prime coastline location and eclectic history, Whitby has been drawing in tourists for hundreds of years and if you're tempted to pay a visit, this home is a great base from which to explore the Yorkshire town. Rather ironically, it's what lies outside that makes this apartment special – gaze out through the windows and you're treated to a sublime view of the North Sea.

No Warmer Welcome

No Warmer Welcome

  • 24 guests

  • 11 bedrooms

Brotton, Saltburn-by-the-Sea

Once you've wandered about this home nestled away in the North Yorkshire countryside for the first time, it probably won't come as a surprise to learn that it was once a hotel. The vast size of the building and its grounds partially give the game away, but there's also something about how the communal areas are arranged, especially the pool table and bar that make it an especially sociable space.

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

If you're looking for a getaway in North Yorkshire, look no further than this enchanting cottage nestled in the popular market town of Pickering. With its characterful Grade II listed design, cozy atmosphere, and prime location just a short walk from the high street, this is the perfect retreat for both romantic getaways and family stays.


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

Explore the 776 most perfect homes in our collection

View on map

Most popular homes in Pickering

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

The Stable Boy

The Stable Boy

  • 6 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

Salt & Sand

Salt & Sand

  • 6 guests

  • 3 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Lister & Walker

Lister & Walker

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Beneath the Marske

Beneath the Marske

  • 4 guests

  • 2 bedrooms

Marske-by-the-Sea, Redcar and Cleveland

View all

Check upcoming rates & availability for Pickering Holiday Rentals


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.

Search Our Collection