Luxury Long Stay Rentals in Pickering

We selected the 986 homes worth renting in this location

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Home spotlights in Pickering

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.

Ice Cream Smiles

Ice Cream Smiles

  • 4 guests

  • 2 bedrooms

Scarborough, North Yorkshire

Seaside escapes don’t have to feature draughty cottages with nautical decor – we love this chic apartment close to the centre of Scarborough. With elegant interiors and sleek white furniture, this apartment has glam city-centre appeal, with the added benefit of being oh-so-close to the beach.

Box of Fudge

Box of Fudge

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Open the door onto Yorkshire country life with a stay at this characterful stone-built cottage, set in the gently bustling market town of Kirkbymoorside. Carefully reimagined for modern living, the magnificent, beamed ceilings and exposed stonework remain to add charm and character.

Yorkshire Homestead

Yorkshire Homestead

  • 16 guests

  • 8 bedrooms

East Heslerton, Malton

Set in one of the most beautiful parts of Yorkshire, this formerly derelict barn was chanced across by its owners in 2015, and lovingly converted into the stunning home it is today. The vibe is English country, with real moments of grandeur.


We selected the top 3% holiday homes in Pickering Long Stay Rentals

Explore the 986 most perfect homes in our collection

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Most popular homes in Pickering

Acorn House

Acorn House

  • 5 guests

  • 3 bedrooms

Egton, Whitby

Marine Parade

Marine Parade

  • 6 guests

  • 3 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Cobbles of the Church Yard

Cobbles of the Church Yard

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Woodland Glow

Woodland Glow

  • 5 guests

  • 3 bedrooms

Egton, Whitby

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Victorian Elegance

Victorian Elegance

  • 10 guests

  • 5 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Drift of Days

Drift of Days

  • 8 guests

  • 4 bedrooms

Scarborough, North Yorkshire

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Check upcoming rates & availability for Pickering Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Pickering, North Yorkshire, England, United Kingdom. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Pickering, North Yorkshire, England, United Kingdom collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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