Pickering Cottages

This charming town, known as the 'Gateway to the Moors' is nestled in between four major Yorkshire towns of Scarborough, Whitby, Helmsley and Malton. Ideally placed for a short break or a longer stay exploring this picturesque area, either by foot or bike. Packed with farm shops to help you pick up some locally sourced produce and head back to your home away from home to enjoy some quality time with your loved ones. If you fancy someone else doing the cooking, there are plenty of cosy tearooms and pubs where you can sit back and relax. On the edge of the North York Moors, this enchanting region comprises 1400 miles of heather moorland, pine forests, rolling hills and a stunning coastline. Along the trails and routes, look out for historic abbeys, castles and priories, traditional villages and hamlets. Breathe out, kick back and enjoy creating memories in one of our Pickering cottages.

Wildlife surrounding Pickering

Popular Cottages in Pickering


Dog Friendly Cottages in Pickering


Luxury Cottages in Pickering


Romantic Cottages in Pickering


Inspiration of things to see and do in Pickering

This charming market town in North Yorkshire offers a mix of historical sites, natural beauty, and cultural attractions. Explore the nearby village of Thornton-le-Dale with its charming thatched cottages, visit the Ryedale Folk Museum, or take a short drive to the historic city of York. With the largest collection of Yorkshire cottages, we have the perfect home away from home for you.

Here are the top five things to see and do in Pickering:

North York Moors Railway

Experience a journey on the North York Moors Railway, a heritage steam railway that runs through stunning countryside, including a stop at Pickering Station.

Pickering Castle

Explore Pickering Castle, a well-preserved Norman castle with panoramic views of the town and surrounding landscapes. Learn about its history and architecture.

Beck Isle Museum

Visit the Beck Isle Museum, a fascinating local history museum showcasing Pickering's past through exhibits on rural life, industry, and everyday objects.

Pickering Parish Church

Admire the architecture of Pickering Parish Church, dedicated to St. Peter and St. Paul. Explore the church's interior, stained glass windows, and historical features.

Dalby Forest

Enjoy outdoor activities in Dalby Forest, located near Pickering. Hike, bike, or take a leisurely walk through the woodland trails and enjoy the natural beauty.

More Popular Holiday Destinations

Reeth cottages

Whitby cottages

Scarborough cottages

Helmsley cottages

Malton cottages

Wildlife surrounding Pickering