Rent Luxury Holiday Cottages in Pickering

We selected the 140 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

An extra fee may apply

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Home spotlights in Pickering

Riches of Richmond

Riches of Richmond

  • 4 guests

  • 1 bedrooms

Richmond, North Yorkshire

Located in a historic building – which was once old school rooms – this flat has been lovingly restored with high standard décor and furnishings throughout providing the perfect comfortable break. Start your days here with a cup of Yorkshire tea alfresco at the bistro table on warmer mornings before you head out and explore the area.

Northerly Wind

Northerly Wind

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

This cottage not too far from the bank of the River Esk has a lot of the things we like to see in a rustic home – exposed brickwork, wooden ceiling beams and floorboards, and a fireplace to gather around after being out in the elements. However, much of the interior is actually pretty contemporary in style and credit must go to the designer for balancing these different styles in a tasteful manner.

Nautical Nights

Nautical Nights

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

This truly charming cottage is perched at the edge of the seaside. Embracing the best of both worlds, the interiors exude a quaint countryside design, with the seaside reflected beautifully in the decor.

Rural Heart

Rural Heart

  • 6 guests

  • 3 bedrooms

Appleton East and West, North Yorkshire

This cosy home provides a true countryside escape. It's located on the cusp of Wensleydale and resides near the stretching natural beauty of the Yorkshire Dales.


We selected the top 3% holiday homes in Pickering Cottages

Explore the 140 most perfect homes in our collection

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Most popular homes in Pickering

The Woodlark

The Woodlark

  • 6 guests

  • 3 bedrooms

Sutton-on-the-Forest, York

Olde Stone

Olde Stone

  • 12 guests

  • 6 bedrooms

Richmond, North Yorkshire

Campfire Ditty

Campfire Ditty

  • 4 guests

  • 2 bedrooms

Egton, Whitby

Runswick Bay Beacon

Runswick Bay Beacon

  • 6 guests

  • 3 bedrooms

Runswick Bay, Saltburn-by-the-Sea

On The Market

On The Market

  • 4 guests

  • 2 bedrooms

Helmsley, York

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

The Great Oak

The Great Oak

  • 14 guests

  • 7 bedrooms

Catterick, Richmond

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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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