Rent Luxury Holiday Cottages in Pickering

We selected the best homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights

Take a Leaf

Take a Leaf

  • 5 guests

  • 3 bedrooms

Skipton, North Yorkshire

Ground yourself at this bolthole cottage squirreled away in the sprawling 3000-acre estate of a sixteenth-century manor house in the Yorkshire countryside. Trotting about the grounds, spotting wildlife and birds along the way, you could feel a million miles from civilisation.

On Heathered Moor

On Heathered Moor

  • 6 guests

  • 3 bedrooms

Helmsley, York

This pretty retreat is in the historic market town of Helmsley, sits on the edge of the North York Moors National Park. The 110 mile-long Cleveland Way National Trail begins in Helmsley and takes you through the heather-clad hills of the Moors to the cliffs and coast of Filey Brigg – a nine-day trek in total, but you can stop your car at any point along its length.

The Whitby Way

The Whitby Way

  • 5 guests

  • 3 bedrooms

Whitby, North Yorkshire

Enjoy a quaint stay at this charming cottage, located just a short walk from Whitby station and within easy reach of all the sights of this friendly seaside town. This home offers delightful interiors, such as a wood-burning fireplace, combined with minimalist modern touches.

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.


We selected the top 3% holiday homes in Pickering Cottages

Explore the 3 most perfect homes in our collection

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Most popular homes

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

Campfire Ditty

Campfire Ditty

  • 4 guests

  • 2 bedrooms

Egton, Whitby

Steak & Egton

Steak & Egton

  • 8 guests

  • 4 bedrooms

Egton, Whitby

Gates of Green Gables

Gates of Green Gables

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The 199 Steps

The 199 Steps

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The Riverside Cottage

The Riverside Cottage

  • 4 guests

  • 2 bedrooms

Richmond, North Yorkshire

Ivy & Sea Grass

Ivy & Sea Grass

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Daisies & Daffodils

Daisies & Daffodils

  • 4 guests

  • 2 bedrooms

Richmond, North Yorkshire

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Pickering, North Yorkshire, England, United Kingdom. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Pickering Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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