Book Family Friendly Rentals in Pickering

We selected the 878 homes worth renting in this location

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Home spotlights in Pickering

Social In Style

Social In Style

  • 12 guests

  • 6 bedrooms

Whitby, North Yorkshire

This glorious home is made for large families and groups of friends. Whether it's in the lavish interior or the dreamy outdoor spaces, it's shaped by social areas.

Steak & Egton

Steak & Egton

  • 8 guests

  • 4 bedrooms

Egton, Whitby

If you're after proximity to the coast and a peaceful countryside setting, this home may be your perfect match. Welcome to the quaint village of Egton, about five miles west of Whitby, where you can explore the surrounding natural landscape or access the amenities of the seaside in just a short drive.

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.

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 Family Friendly Rentals

Explore the 878 most perfect homes in our collection

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Most popular homes in Pickering

Campfire Ditty

Campfire Ditty

  • 4 guests

  • 2 bedrooms

Egton, Whitby

Woodland Glow

Woodland Glow

  • 5 guests

  • 3 bedrooms

Egton, Whitby

Lister & Walker

Lister & Walker

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Victorian Elegance

Victorian Elegance

  • 10 guests

  • 5 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Little Foxhole

Little Foxhole

  • 4 guests

  • 2 bedrooms

Thornton Dale, Pickering

Galaxy Gateway

Galaxy Gateway

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Northern Orchid

Northern Orchid

  • 4 guests

  • 2 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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