Luxury Long Stay Rentals in Pickering

We selected the 798 homes worth renting in this location

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Home spotlights in Pickering

Cobbles of the Church Yard

Cobbles of the Church Yard

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Housed in an old school house, the former residence of the head teacher at the local church school – this home retains much of its original character, while modern home luxuries spruce the space up with a contemporary twist. The interiors of the home present countryside chic with the addition of playful pops of colour in every room.

Teacups & Saucers

Teacups & Saucers

  • 8 guests

  • 4 bedrooms

Whitby, North Yorkshire

This majestic and stylish home is ready to welcome you on your holiday to wonderful Whitby. This house offers a peaceful place to return to after long and lovely days exploring this idyllic seaside town, with lots of space to stretch out and relax.

Chalet Charm

Chalet Charm

  • 10 guests

  • 5 bedrooms

Scarborough, North Yorkshire

This home is the vision of Sir Joseph Paxton, a renowned Victorian architect who is best known for designing Crystal Palace in London. It's situated right on Scarborough's South Bay, and offers incredible views across the golden sands and out to sea.

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Perched above the tiny village of Rosedale Abbey, this former vicarage has beautiful views of the rolling Yorkshire countryside. There’s a local shop, tea room, pub and café within walking distance, but it’s all about rambles into the countryside here.


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

Explore the 798 most perfect homes in our collection

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Most popular homes in Pickering

Lister & Walker

Lister & Walker

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Ivy & Gold

Ivy & Gold

  • 2 guests

  • 1 bedrooms

Richmond, North Yorkshire

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Pat-a-Cake

Pat-a-Cake

  • 2 guests

  • 1 bedrooms

Pickering, North Yorkshire

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

Boats in the Harbour

Boats in the Harbour

  • 9 guests

  • 4 bedrooms

Whitby, 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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