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Holiday Homes in Pickering, East Yorkshire

Self-Catering Holiday Cottages in Pickering

Pickering, in East Yorkshire's Ryedale district, is a favored destination for self-catering holidays, offering a perfect blend of history and natural beauty. Known for its ancient market roots dating back to 270 BC, Pickering entices visitors with landmarks like the historic Pickering Castle, North Yorkshire Moors Railway, and Beck Isle Museum. The town's charm is further enhanced by the nearby regions of Malton, Norton, and Scarborough. Religious sites, including the Church of St. Peter and St. Paul, add to its allure. Pickering seamlessly combines old-world allure with modern amenities, making it an ideal spot for memorable self-catering escapes.

Booking your holiday accommodation in Pickering early is recommended for the best choice of holiday rentals.

The Old Guard House
Whitby, North Yorkshire Around 19 miles from Pickering
The Old Guard House, North Yorkshire,  England Viewed 9 times in last week.
Sleeps 5 - 10, 5 Bedroom
Weekly price: £ 1941 - £ 5187
Next Available: 01/12 to 13/12/2025
Living & Leisure Facilities: Open fire Microwave Dishwasher Washing machine Indoor Hot Tub Garden free wifi
Type of Holiday: 2 dogs welcome Group welcome
River Bank Cottage
Whitby, North Yorkshire Around 16 miles from Pickering
River Bank Cottage, North Yorkshire,  England Viewed 20 times in last week.
no booking fee
Sleeps 2 - 4, 2 Bedroom
Weekly price: £ 550 - £ 795
Next Available: 06/12 to 20/12/2025
Living & Leisure Facilities: coffee machine Microwave Dishwasher Washing machine Balcony Garden BBQ
Type of Holiday: No dogs allowed Special celebrations
Skylark
Bishop Wilton, East Yorkshire Around 17 miles from Pickering
Skylark, East Yorkshire,  England Viewed 14 times in last week.
Sleeps 2 - 4, 2 Bedroom
Weekly price: £ 649 - £ 2269
Next Available: 30/11 to 04/12/2025
Living & Leisure Facilities: Microwave Indoor Hot Tub Garden free wifi
Type of Holiday: No dogs allowed
Lake View Lodge
Scarborough, North Yorkshire Around 12 miles from Pickering
Lake View Lodge, North Yorkshire,  England Viewed 10 times in last week.
Sleeps 1 - 2, 1 Bedroom
Weekly price: £ 576 - £ 1714
Next Available: 07/12 to 11/12/2025
Living & Leisure Facilities: Open fire Microwave Indoor Hot Tub Garden
Type of Holiday: 1 dogs welcome
50 West Street Edelweiss
Scarborough, North Yorkshire Around 15 miles from Pickering
50 West Street Edelweiss, North Yorkshire,  England Viewed 12 times in last week.
Sleeps 6 - 13, 5 Bedroom
Weekly price: £ 1057 - £ 4169
Next Available: 30/11 to 30/12/2025
Living & Leisure Facilities:
Type of Holiday: 1 dogs welcome Group welcome
Westfield Lodge
Terrington, North Yorkshire Around 12 miles from Pickering
Westfield Lodge, North Yorkshire,  England Viewed 13 times in last week.
Sleeps 1 - 2, 1 Bedroom
Weekly price: £ 487 - £ 1478
Next Available: 02/12 to 24/12/2025
Living & Leisure Facilities: Microwave Indoor Hot Tub Garden
Type of Holiday: No dogs allowed
Railway House
Scarborough, North Yorkshire Around 15 miles from Pickering
Railway House, North Yorkshire,  England Viewed 12 times in last week.
Sleeps 11 - 22, 10 Bedroom
Weekly price: £ 2965 - £ 9946
Next Available: 01/12 to 05/12/2025
Living & Leisure Facilities: Microwave Dishwasher Washing machine Indoor Hot Tub Garden free wifi
Type of Holiday: No dogs allowed Group welcome
Seamer Manor House
Scarborough, North Yorkshire Around 14 miles from Pickering
Seamer Manor House, North Yorkshire,  England Viewed 10 times in last week.
Sleeps 5 - 10, 5 Bedroom
Weekly price: £ 1454 - £ 6794
Next Available: 30/11 to 05/12/2025
Living & Leisure Facilities: Open fire Microwave Dishwasher Washing machine Indoor Hot Tub Garden free wifi
Type of Holiday: 1 dogs welcome
Crab Cottage
Sandsend, North Yorkshire Around 18 miles from Pickering
Crab Cottage, North Yorkshire,  England Viewed 11 times in last week.
Sleeps 3 - 6, 3 Bedroom
Weekly price: £ 876 - £ 3308
Next Available: 30/11 to 04/12/2025
Living & Leisure Facilities: woodburner Open fire Microwave Dishwasher Washing machine Garden
Type of Holiday: 1 dogs welcome
Voebroch
Lythe, North Yorkshire Around 20 miles from Pickering
Voebroch, North Yorkshire,  England Viewed 11 times in last week.
Sleeps 5 - 10, 5 Bedroom
Weekly price: £ 1607 - £ 6472
Next Available: 02/12 to 23/12/2025
Living & Leisure Facilities: woodburner Open fire Microwave Dishwasher Washing machine Garden free wifi
Type of Holiday: 4 dogs welcome Group welcome
The Station House
Whitby, North Yorkshire Around 17 miles from Pickering
The Station House, North Yorkshire,  England Viewed 11 times in last week.
Sleeps 0 - 0, 5 Bedroom
Weekly price: £ 1010 - £ 6516
Next Available: 30/11 to 06/12/2025
Living & Leisure Facilities: Open fire Dishwasher Washing machine Garden free wifi
Type of Holiday: No dogs allowed
Danby Cottage
Whitby, North Yorkshire Around 17 miles from Pickering
Danby Cottage, North Yorkshire,  England Viewed 9 times in last week.
Sleeps 3 - 5, 3 Bedroom
Weekly price: £ 411 - £ 2009
Next Available: 30/11 to 06/12/2025
Living & Leisure Facilities: Microwave Dishwasher Washing machine Garden BBQ free wifi
Type of Holiday: No dogs allowed
The Ticket Office
Whitby, North Yorkshire Around 17 miles from Pickering
The Ticket Office, North Yorkshire,  England Viewed 11 times in last week.
Sleeps 1 - 2, 1 Bedroom
Weekly price: £ 300 - £ 1342
Next Available: 02/01 to 17/01/2026
Living & Leisure Facilities: Microwave Dishwasher free wifi
Type of Holiday:  dogs welcome


Cottages, Apartments & Lodges in Pickering, East Yorkshire, England

CountryCottagesOnline.Net features holiday home(s) within or close to Pickering, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Pickering, East Yorkshire.

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Welcome to Pickering: A Historic Market Town in East Yorkshire

Pickering is a civil parish and an ancient market town located in East Yorkshire county of the UK. It is in the district of Ryedale in England and is one of the most prevalent tourist spots, attracting huge attention from travellers who come here to enjoy self-catering holidays.

What Does Pickering Offer for Cottage Breaks?

As per the ancient history of the town, Pickering was discovered in 270 BC by a certain King Peredurus. Pickering is known for its self-catering accommodations, such as small villas, cottages, and apartments, which make stays more comfortable at much reasonable prices.

Explore Popular Attractions in Pickering

Some of the popular attractions present in Pickering are the historic Pickering Castle, the North Yorkshire Moors railway, and the Museum of Beck Isle, which have made this town a favourite among travellers, thus making it a popular tourist destination.

Discover the Historical Significance of Pickering Castle

The ancient ruins of Pickering Castle are a hot favourite among travellers who look forward to studying the ancient history of this town. The religious attractions in the town include the Church of St Paul and St Peter.

Nearby Regions to Explore: Malton, Norton, and Scarborough

The neighbouring regions of this popular town include Malton, Norton, and Scarborough. Pickering has developed a lot over time, but the old town charm of the place is still there in the roots, attracting a lot of travellers all year round.

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