Book Luxury Monthly Rentals in Pickering

We selected the 1040 homes worth renting in this location

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Home spotlights in Pickering

Yorkshire Gem

Yorkshire Gem

  • 4 guests

  • 2 bedrooms

Kirkbymoorside, York

Dale End is a charming holiday home superbly situated in Kirkbymoorside, York, ideally for exploring the idyllic North York Moors National Park. Newly refurbished to the highest standard, this stylish and sleek two-bedroom property offers a homely atmosphere that exudes warmth.

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.

Pilgrimage Point

Pilgrimage Point

  • 4 guests

  • 2 bedrooms

Beverley, East Riding of Yorkshire

Located just a nine-minute walk from the centre of the lively and beautiful market town of Beverley, this home was built in the mid-eighteenth-century on one of the ancient streets that were once the route for pilgrims visiting the shrine of St John the Minster, and for traders using the Hessle ferry to travel to both Lincolnshire and the London market. On warmer days, we would love nothing more than to take our morning cup of tea and breakfast outside to the home’s courtyard to enjoy the fresh air.

Victorian Elegance

Victorian Elegance

  • 10 guests

  • 5 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Hidden Gem is an impressive Victorian property, recently renovated to the highest standard. Sleeping up to ten guests across five bedrooms, this stylish dog-friendly holiday home is a stay to remember.


We selected the top 3% holiday homes in Pickering Monthly Rentals

Explore the 1040 most perfect homes in our collection

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Most popular homes in Pickering

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Salt & Vinegar

Salt & Vinegar

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Yorkshire Homestead

Yorkshire Homestead

  • 16 guests

  • 8 bedrooms

East Heslerton, Malton

Sea Moss

Sea Moss

  • 6 guests

  • 3 bedrooms

Scalby, Scarborough

Country Diaries

Country Diaries

  • 4 guests

  • 2 bedrooms

Stockton-on-Tees, England

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

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Pickering, North Yorkshire, England, United Kingdom, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Pickering Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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