Book Family Friendly Rentals in Pickering

We selected the 898 homes worth renting in this location

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Home spotlights in Pickering

Marine Parade

Marine Parade

  • 6 guests

  • 3 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Rejuvenate with panoramic coastal views and sea air at this contemporary home perched along the mighty beach cliffs of Saltburn-by-the-Sea. With the Victorian spa town's golden sands and bustling town centre all just a five-minute jaunt away, it's hard to imagine a better location.

On The Market

On The Market

  • 4 guests

  • 2 bedrooms

Helmsley, York

Helmsley is a town drenched in unique attractions. A vibrant market selling chic items sits nearby to Michelin-star restaurants, showcasing the town's diversity.

The Fen Violet

The Fen Violet

  • 2 guests

  • 1 bedrooms

Lockton, Pickering

Nestled in the quiet village of Lockton, this cosy home is a sanctuary in the heart of the North Yorkshire countryside. It’s a wonderful place to retreat and experience the organic simplicity of living close to nature.

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Sitting just on the cusp of the North Yorks National Park in the charming town of Pickering, this home has all the ingredients for a refreshing country getaway. In the living room, you'll find comfy furnishings arranged around a log burning stove, as well as some lovably quirky touches, like the wooden stag head mounted on the wall and the repurposed chest used as a table.


We selected the top 3% holiday homes in Pickering Family Friendly Rentals

Explore the 898 most perfect homes in our collection

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Most popular homes in Pickering

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The Woodlark

The Woodlark

  • 6 guests

  • 3 bedrooms

Sutton-on-the-Forest, York

Steak & Egton

Steak & Egton

  • 8 guests

  • 4 bedrooms

Egton, Whitby

On Heathered Moor

On Heathered Moor

  • 6 guests

  • 3 bedrooms

Helmsley, York

Lush River Retreat

Lush River Retreat

  • 2 guests

  • 1 bedrooms

Thornton Dale, Pickering

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Victorian Elegance

Victorian Elegance

  • 10 guests

  • 5 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

The Salt Collector

The Salt Collector

  • 2 guests

  • 1 bedrooms

West Cliff, Whitby

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Check upcoming rates & availability for Pickering Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Pickering, North Yorkshire, England, United Kingdom. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Pickering Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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