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 | Hill View Cottage, Sinnington near Pickering
Customers' Choice

Sinnington near Pickering, North Yorkshire

Hill View Cottage

Pets stay free
Hot Tub
Luxury
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£489
View
Kitchen | 1 Chapel Terrace, Pickering
Customers' Choice

Pickering, North Yorkshire

1 Chapel Terrace

Luxury
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£395
View
Hot tub | Station View, Pickering
Customers' Choice

Pickering, North Yorkshire

Station View

Pets stay free
Hot Tub
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.7

out of 5

7 nights

From

£707
View
Exterior | The Farm HouseWest Wing, Little Edstone, near Pickering

Little Edstone, near Pickering, North Yorkshire

The Farm House - West Wing

Pets stay free
Wifi
Swimming pool
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4

out of 5

7 nights

From

£667
View
Living room | Brookside House, Pickering
Customers' Choice

Pickering, North Yorkshire

Brookside House

Pets stay free
Wifi
Car parking on site
Enclosed Garden / Patio
  • 7 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£711
View
Exquisite holiday cottage | Cherry Blossom - Cherry Garth Cottages, Thornton le Dale near Pickering
Customers' Choice

Thornton le Dale near Pickering, North Yorkshire

Cherry Blossom

Pets stay free
Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£539
View
Exterior | Thornton Escapes- Beverley House - Thornton Escapes, Thornton-Le-Dale, near Pickering

Thornton-Le-Dale, near Pickering, North Yorkshire

Thornton Escapes- Beverley House

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.3

out of 5

7 nights

From

£525
View
Wonderful holiday home | Ellerbeck - Hungate Cottages, Pickering

Pickering, North Yorkshire

Hungate Cottages - Ellerbeck

Wifi
Car parking on site
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£637
View

Dog friendly cottages in Pickering

Exterior | Hill View Cottage, Sinnington near Pickering
Customers' Choice

Sinnington near Pickering, North Yorkshire

Hill View Cottage

Pets stay free
Hot Tub
Luxury
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£489
View
Hot tub | Station View, Pickering
Customers' Choice

Pickering, North Yorkshire

Station View

Pets stay free
Hot Tub
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.7

out of 5

7 nights

From

£707
View
Exterior | The Farm HouseWest Wing, Little Edstone, near Pickering

Little Edstone, near Pickering, North Yorkshire

The Farm House - West Wing

Pets stay free
Wifi
Swimming pool
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4

out of 5

7 nights

From

£667
View
Living room | Brookside House, Pickering
Customers' Choice

Pickering, North Yorkshire

Brookside House

Pets stay free
Wifi
Car parking on site
Enclosed Garden / Patio
  • 7 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£711
View
Exquisite holiday cottage | Cherry Blossom - Cherry Garth Cottages, Thornton le Dale near Pickering
Customers' Choice

Thornton le Dale near Pickering, North Yorkshire

Cherry Blossom

Pets stay free
Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£539
View
Living room | Box Tree Cottage, Pickering
Customers' Choice

Pickering, North Yorkshire

Box Tree Cottage

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

4.9

out of 5

7 nights

From

£667
View
Exterior | Sleepy Fox Cottage - Fox and Rabbit Holiday Cottages, Lockton, near Pickering
Customers' Choice

Lockton, near Pickering, North Yorkshire

Sleepy Fox Cottage

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

4.5

out of 5

7 nights

From

£597
View
Exterior | Lockton - Hungate Cottages, Pickering

Pickering, North Yorkshire

Hungate Cottages - Lockton

Pets stay free
Wifi
Car parking on site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£901
View

Luxury cottages in Pickering

Exterior | Hill View Cottage, Sinnington near Pickering
Customers' Choice

Sinnington near Pickering, North Yorkshire

Hill View Cottage

Pets stay free
Hot Tub
Luxury
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£489
View
Living room | Willowfield Cottage, Thornton-Le-Dale
Customers' Choice

Thornton-Le-Dale, North Yorkshire

Willowfield Cottage

Hot Tub
Luxury
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

7 nights

From

£707
View
Kitchen | 1 Chapel Terrace, Pickering
Customers' Choice

Pickering, North Yorkshire

1 Chapel Terrace

Luxury
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£395
View
Exquisite holiday cottage | Cherry Blossom - Cherry Garth Cottages, Thornton le Dale near Pickering
Customers' Choice

Thornton le Dale near Pickering, North Yorkshire

Cherry Blossom

Pets stay free
Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£539
View
Living room | Box Tree Cottage, Pickering
Customers' Choice

Pickering, North Yorkshire

Box Tree Cottage

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

4.9

out of 5

7 nights

From

£667
View
Exterior | Bracken at Holly House - Holly House, Newton-on-Rawcliffe, near Pickering
Customers' Choice

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
Hot tub | The Workshop - Ryehills Farm, Pickering
Customers' Choice

Pickering, North Yorkshire

Ryehills Farm - The Workshop

Pets stay free
Hot Tub
Luxury
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£821
View
Patio | The Old Dairy - Ryehills Farm, Pickering
Customers' Choice

Pickering, North Yorkshire

Ryehills Farm - The Old Dairy

Pets stay free
Hot Tub
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£841
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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