Pickering Holiday Cottages

You'll find the quaint market town of Pickering nestled on the edge of the North York Moors, making it a great base to explore not only the rolling hills of the National Park, but several nearby National Trust and English Heritage sites. You'll also find traditional pubs, charming tea rooms and modern coffee shops, so there really is something for everyone on holiday in Pickering. Discover the vibrant culture and breathtaking setting of this enchanting area with a stay in one of our holiday cottages or Pickering Lodges. Your idyllic retreat in Pickering awaits!

Riverside view in Thornton-le-dale, Pickering, North Yorkshire, UK

Popular Pickering cottages

Exterior | Evergreen Cottage, Sinnington, nr. Pickering

Sinnington, near Pickering, North Yorkshire

Evergreen Cottage

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£425
View
Well presented living room with cosy wood burner | Hillcrest, Pickering

Pickering, North Yorkshire

Hillcrest

Enclosed Garden / Patio
Pub within 1 mile
Garden / Patio
  • 4 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£285
View
Living room | Bow Cottage, Pickering

Pickering, North Yorkshire

Bow Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.5

out of 5

7 nights

From

£545
View
Exterior | Cruck Cottage, Sinnington near Pickering

Sinnington near Pickering, North Yorkshire

Cruck Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.3

out of 5

7 nights

From

£415
View
Exterior | Sleepy Fox Cottage - Fox and Rabbit Holiday Cottages, Lockton, near Pickering

Lockton, near Pickering, North Yorkshire

Sleepy Fox Cottage

Wifi
Car parking on site
Pub within 1 mile
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£475
View
Exterior | Ling at Holly House - Holly House, Newton-on-Rawcliffe, near Pickering

Newton-on-Rawcliffe, near Pickering, North Yorkshire

Ling at Holly House

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£429
View
Exterior | Warrington House - Warrington Retreat, Thornton-le-Dale, near Pickering

Thornton-le-Dale, near Pickering, North Yorkshire

Warrington House

Luxury
Wifi
Enclosed Garden / Patio
  • 9 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 1 Pet

4.8

out of 5

7 nights

From

£797
View

Dog friendly cottages in Pickering

Exterior | Evergreen Cottage, Sinnington, nr. Pickering

Sinnington, near Pickering, North Yorkshire

Evergreen Cottage

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£425
View
Exterior | Cruck Cottage, Sinnington near Pickering

Sinnington near Pickering, North Yorkshire

Cruck Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.3

out of 5

7 nights

From

£415
View
Exterior | Sleepy Fox Cottage - Fox and Rabbit Holiday Cottages, Lockton, near Pickering

Lockton, near Pickering, North Yorkshire

Sleepy Fox Cottage

Wifi
Car parking on site
Pub within 1 mile
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£475
View
Exterior | Warrington House - Warrington Retreat, Thornton-le-Dale, near Pickering

Thornton-le-Dale, near Pickering, North Yorkshire

Warrington House

Luxury
Wifi
Enclosed Garden / Patio
  • 9 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 1 Pet

4.8

out of 5

7 nights

From

£797
View
Exterior | New Meadows Cottage, Pickering

Pickering, North Yorkshire

New Meadows Cottage

Wifi
Car parking on site
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

3.7

out of 5

7 nights

From

£409
View
Quiet pretty cottage  | Lumley Cottage, Thornton-Le-Dale, near Pickering

Thornton-Le-Dale, near Pickering, North Yorkshire

Lumley Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£571
View

Luxury cottages in Pickering

Exterior | Ling at Holly House - Holly House, Newton-on-Rawcliffe, near Pickering

Newton-on-Rawcliffe, near Pickering, North Yorkshire

Ling at Holly House

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£429
View
Exterior | Warrington House - Warrington Retreat, Thornton-le-Dale, near Pickering

Thornton-le-Dale, near Pickering, North Yorkshire

Warrington House

Luxury
Wifi
Enclosed Garden / Patio
  • 9 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 1 Pet

4.8

out of 5

7 nights

From

£797
View
Exterior | Westfield Farm, Little Barugh, near Pickering

Little Barugh, near Pickering, North Yorkshire

Westfield Farm

Luxury
Wifi
Car parking on site
  • 8 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 1 Pet

4.9

out of 5

7 nights

From

£887
View
Living room | Box Tree Cottage, Pickering

Pickering, North Yorkshire

Box Tree Cottage

Luxury
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.9

out of 5

7 nights

From

£647
View
Exterior | Forge House, Thornton Le Dale, near Pickering

Thornton Le Dale, near Pickering, North Yorkshire

Forge House

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£647
View
Exterior | Bracken at Holly House - Holly House, Newton-on-Rawcliffe, near Pickering

Newton-on-Rawcliffe, near Pickering, North Yorkshire

Bracken at Holly House

Luxury
Wifi
Car parking on site
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£495
View
Lovely holiday home | Ash Garth Cottage, Little Barugh, near Pickering

Little Barugh, near Pickering, North Yorkshire

Ash Garth Cottage

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 2 Bathrooms
  • 1 Pet

4.8

out of 5

7 nights

From

£587
View
Delightful open-plan living space | West Wood Hideaway, Wrelton, near Pickering

Wrelton, near Pickering, North Yorkshire

West Wood Hideaway

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£329
View

Things to do on holiday in Pickering

Immerse yourself in local history...
Whether exploring medieval castles, strolling through old churches or discovering local museums, it's easy to immerse yourself in the town's rich heritage. Perhaps the most prominent historic site here is Pickering Castle, a 13th-century fortress in the town centre. Explore the ancient castle ruins and admire the commanding views of the surrounding landscape. Other interesting sites in Pickering include the medieval St Peter and Paul’s Church, with its beautiful frescoes and stained glass windows, and the Beck Isle Museum, a folk museum showcasing the social history of Victorian life in Ryedale. From Pickering Station, you can take a ride on the heritage steam train along the North Yorkshire Moors Railway, passing through stations like Goathland, famous for its appearance as "Hogsmeade Station" in the Harry Potter films. We have a selection of properties right in the centre of Pickering, allowing you to explore the town's historic sites on foot.

Stretch your legs in the countryside...
Situated in the Ryedale district of North Yorkshire, on the edge of the magical North York Moors National Park, this part of the UK is renowned for its incredible walking, hiking and cycling routes. Nearby Dalby Forest is a popular destination for mountain biking and walking, with a range of trails to suit different abilities and fitness levels. The forest paths lead through captivating woodlands, and offer wonderful wildlife and birdwatching opportunities. Families and thrill-seekers should visit Go Ape Dalby, a treetop adventure course with ziplines and high ropes. This is the perfect destination for those looking to get active and stretch their legs out in the beautiful Yorkshire countryside. Our Pickering lodges and cottages are equipped with all the facilities you need to relax and rejuvenate with family and friends after a day in the great outdoors - think swimming pools, open fires and private hot tubs.

Embark on exciting daytrips in Yorkshire...
Our Pickering lodges and holiday parks make a great base for exploring the surrounding area, ideally located close to both the North York Moors countryside and the East Yorkshire coast. For romantic seaside walks and fun family beach days, the eternally popular coastal resorts of Whitby, Scarborough, Filey and Robin Hood's Bay are all within driving distance. In the other direction, visit the historic city of York, bursting with exciting attractions like the magnificent York Minster, or the mouth-watering market town of Malton, known as Yorkshire's Food Capital. Even closer to Pickering, you'll find the famous Flamingo Land Resort, a theme park, zoo and resort that offers a diverse range of attractions, rides and animal experiences for visitors of all ages. Combine the peace and tranquillity of a countryside retreat with some of the county's best-loved activities and attractions with our Pickering self-catering holiday homes.

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