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

Living room | The Ridings, Thornton le Dale

Thornton le Dale, Yorkshire

The Ridings

Car parking on site
Enclosed Garden / Patio
Garden / Patio
  • Sleeps up to 7
  • 4 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.1

out of 5

7 nights

From

£467
View
Garden | Rinstone Lodge, Thornton le Dale, near Pickering

Thornton le Dale, near Pickering, Yorkshire

Rinstone Lodge

Hot Tub
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£615
View
Living room | Hallgarth House, Pickering

Pickering, Yorkshire

Hallgarth House

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • Sleeps up to 10
  • 5 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£845
View
Reserve today for only 25%
Lovely holiday home | Ash Garth Cottage, Little Barugh, near Pickering

Little Barugh, near Pickering, Yorkshire

Ash Garth Cottage

Luxury
Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£639
View
Southolme Lodges - Elm Lodge, Pickering

Pickering, Yorkshire

Southolme Lodges - Elm Lodge

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£307
View

Dog friendly cottages in Pickering

Living room | The Ridings, Thornton le Dale

Thornton le Dale, Yorkshire

The Ridings

Car parking on site
Enclosed Garden / Patio
Garden / Patio
  • Sleeps up to 7
  • 4 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.1

out of 5

7 nights

From

£467
View
Quality holiday cottage | Jasmine Cottage - Sands Farm Cottages, Wilton near Pickering

Wilton near Pickering, Yorkshire

Sands Farm Cottages - Jasmine Cottage

Hot Tub
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£745
View
Reserve today for only £25
Lovely holiday home | Ash Garth Cottage, Little Barugh, near Pickering

Little Barugh, near Pickering, Yorkshire

Ash Garth Cottage

Luxury
Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£639
View
Exterior | Fox Cub Cottage - Fox and Rabbit Holiday Cottages, Lockton, near Pickering

Lockton, near Pickering, Yorkshire

Fox Cub Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£575
View
Living room | Darla Cottage, Thornton-le-Dale, near Pickering

Thornton-le-Dale, near Pickering, Yorkshire

Darla Cottage

Luxury
Wifi
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.9

out of 5

7 nights

From

£639
View
Attractive holiday home – on the left of this picture | The Cottage - The Cottage & Lilac Cottage, Sinnington, near Pickering

Sinnington, near Pickering, Yorkshire

The Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£589
View
Reserve today for only £25

Luxury cottages in Pickering

Garden | Rinstone Lodge, Thornton le Dale, near Pickering

Thornton le Dale, near Pickering, Yorkshire

Rinstone Lodge

Hot Tub
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£615
View
Lovely holiday home | Ash Garth Cottage, Little Barugh, near Pickering

Little Barugh, near Pickering, Yorkshire

Ash Garth Cottage

Luxury
Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£639
View
Kitchen | 1 Chapel Terrace, Pickering

Pickering, Yorkshire

1 Chapel Terrace

Luxury
Wifi
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£373
View
Living room | Darla Cottage, Thornton-le-Dale, near Pickering

Thornton-le-Dale, near Pickering, Yorkshire

Darla Cottage

Luxury
Wifi
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.9

out of 5

7 nights

From

£639
View
Terrace | Clear View Cottage, Pickering

Pickering, Yorkshire

Clear View Cottage

Luxury
Wifi
Enclosed Garden / Patio
  • Sleeps up to 5
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£595
View
Exterior | Warrington House - Warrington Retreat, Thornton-le-Dale, near Pickering

Thornton-le-Dale, near Pickering, Yorkshire

Warrington House

Luxury
Wifi
Enclosed Garden / Patio
  • Sleeps up to 9
  • 4 bedrooms
  • 4 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£765
View
Open plan living space | West Wood Cottage, Wrelton, near Pickering

Wrelton, near Pickering , Yorkshire

West Wood Cottage

Luxury
Wifi
Car parking on site
  • Sleeps up to 3
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£327
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.

Explore

A family walking in the forest

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