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

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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.

Woodland Glow

Woodland Glow

  • 5 guests

  • 3 bedrooms

Egton, Whitby

Get back to nature in this eye-catching timber lodge, set in wooded grounds near Whitby. A vaulted main living space and generous bedrooms make this home feel like an American log cabin.

The Edge of the Meadow

The Edge of the Meadow

  • 8 guests

  • 4 bedrooms

Wilstrop, York

This delightful family home boasts wonderful views of Gilling Gap from the first-floor bedrooms. The home was originally owned by a family of stonemasons who worked on local churches, houses and schools – there’s a real sense of history here.

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

Slow down and start living the country life at this newly-built cottage set deep in rural North Yorkshire on a private gated estate. Surrounded by green paddocks and grazing horses, its setting is postcard-perfect, and things only get better inside.


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

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

The Great Oak

The Great Oak

  • 14 guests

  • 7 bedrooms

Catterick, Richmond

Palm Cottage

Palm Cottage

  • 8 guests

  • 4 bedrooms

Lythe, Whitby

Granary Cottage

Granary Cottage

  • 4 guests

  • 2 bedrooms

Wilstrop, York

A Fine Day

A Fine Day

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Acorn House

Acorn House

  • 5 guests

  • 3 bedrooms

Egton, Whitby

Peach Cobbler

Peach Cobbler

  • 6 guests

  • 3 bedrooms

Osmotherley, Northallerton

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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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