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

Outdoor area | The Old Dairy - Ryehills Farm, Pickering
Customers' Choice

Pickering, North Yorkshire

Ryehills Farm - The Old Dairy

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

5

out of 5

7 Jan•7 nights

£841
View
Open plan living space | West Wood Cottage, Wrelton, near Pickering
Customers' Choice

Wrelton, near Pickering, North Yorkshire

West Wood Cottage

Luxury
Wifi
Car Parking On Site
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

12 Mar•7 nights

£333
View
Exterior | The Farm HouseWest Wing, Little Edstone, near Pickering

Little Edstone, near Pickering, North Yorkshire

The Farm House - West Wing

Wifi
Swimming Pool
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.3

out of 5

7 Nov•7 nights

£587
View
Exterior | Evergreen Cottage, Sinnington, nr. Pickering
Customers' Choice

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

27 Nov•7 nights

£397
View
Cosy living room | Eden House Holiday Cottage, Pickering

Pickering, North Yorkshire

Eden House Holiday Cottage

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

6 Nov•7 nights

£611
View
Exterior | Lockton - Hungate Cottages, Pickering

Pickering, North Yorkshire

Hungate Cottages - Lockton

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

16 Jan•7 nights

£940
View
Exterior | Fox Cub Cottage - Fox and Rabbit Holiday Cottages, Lockton, near Pickering
Customers' Choice

Lockton, near Pickering, North Yorkshire

Fox Cub Cottage

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 Jan•7 nights

£597
View
Pretty holiday bungalow  | Horcum View, Lockton, near Pickering
Customers' Choice

Lockton, near Pickering, North Yorkshire

Horcum View

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

5 Mar•7 nights

£413
View
Living area | Stonecroft, Wrelton near Pickering
Customers' Choice

Wrelton near Pickering, North Yorkshire

Stonecroft

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

21 Nov•7 nights

£557
View

Dog Friendly Cottages in Pickering

Outdoor area | The Old Dairy - Ryehills Farm, Pickering
Customers' Choice

Pickering, North Yorkshire

Ryehills Farm - The Old Dairy

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

5

out of 5

7 Jan•7 nights

£841
View
Lovely detached holiday home | Peasholm, Thornton le Dale, near Pickering

Thornton le Dale, near Pickering, North Yorkshire

Peasholm

Wifi
Enclosed Garden / Patio
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

3.9

out of 5

24 Apr•7 nights

£493
View
Exterior | The Farm HouseWest Wing, Little Edstone, near Pickering

Little Edstone, near Pickering, North Yorkshire

The Farm House - West Wing

Wifi
Swimming Pool
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.3

out of 5

7 Nov•7 nights

£587
View
Exterior | Evergreen Cottage, Sinnington, nr. Pickering
Customers' Choice

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

27 Nov•7 nights

£397
View
Exterior | Lockton - Hungate Cottages, Pickering

Pickering, North Yorkshire

Hungate Cottages - Lockton

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

16 Jan•7 nights

£940
View
Exterior | Fox Cub Cottage - Fox and Rabbit Holiday Cottages, Lockton, near Pickering
Customers' Choice

Lockton, near Pickering, North Yorkshire

Fox Cub Cottage

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 Jan•7 nights

£597
View
Pretty holiday bungalow  | Horcum View, Lockton, near Pickering
Customers' Choice

Lockton, near Pickering, North Yorkshire

Horcum View

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

5 Mar•7 nights

£413
View
Living area | Stonecroft, Wrelton near Pickering
Customers' Choice

Wrelton near Pickering, North Yorkshire

Stonecroft

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

21 Nov•7 nights

£557
View

Luxury Cottages in Pickering

Outdoor area | The Old Dairy - Ryehills Farm, Pickering
Customers' Choice

Pickering, North Yorkshire

Ryehills Farm - The Old Dairy

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

5

out of 5

7 Jan•7 nights

£841
View
Open plan living space | West Wood Cottage, Wrelton, near Pickering
Customers' Choice

Wrelton, near Pickering, North Yorkshire

West Wood Cottage

Luxury
Wifi
Car Parking On Site
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

12 Mar•7 nights

£333
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

5 Dec•7 nights

£357
View
Exterior | Forge House, Thornton Le Dale, near Pickering
Customers' Choice

Thornton Le Dale, near Pickering, North Yorkshire

Forge House

Luxury
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

25 Feb•7 nights

£767
View
Exterior | Craven Bungalow, Allerston, near Pickering
Customers' Choice

Allerston, near Pickering, North Yorkshire

Craven Bungalow

Luxury
Wifi
Car Parking On Site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

9 Nov•7 nights

£577
View
Exterior | Ling at Holly House - Holly House, Newton-on-Rawcliffe, near Pickering
Customers' Choice

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

22 Oct•7 nights

£487
View
Garden | Rinstone Lodge, Thornton le Dale, near Pickering
Customers' Choice

Thornton le Dale, near Pickering, North Yorkshire

Rinstone Lodge

Hot Tub
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

29 Jan•7 nights

£857
View
Exterior | Warrington House - Warrington Retreat, Thornton-le-Dale, near Pickering
Customers' Choice

Thornton-le-Dale, near Pickering, North Yorkshire

Warrington House

Luxury
Wifi
Enclosed Garden / Patio
  • 9 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 2 Pets

4.7

out of 5

9 Jan•7 nights

£811
View
Exterior | Forge Gardens, Thornton Le Dale, near Pickering
Customers' Choice

Thornton Le Dale, near Pickering, Yorkshire

Forge Gardens

Luxury
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

5 Nov•7 nights

£837
View
Living area | Higgledy Hideout, Thornton-le-Dale, near Pickering
Customers' Choice

Thornton-le-Dale, near Pickering, North Yorkshire

Higgledy Hideout

Luxury
Wifi
Pub Within 1 Mile
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

13 Dec•7 nights

£497
View
Living room | Box Tree Cottage, Pickering
Customers' Choice

Pickering, North Yorkshire

Box Tree Cottage

Luxury
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

11 Dec•7 nights

£637
View
Living area | Mogg Cottage, Pickering

Pickering, North Yorkshire

Mogg Cottage

Hot Tub
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 3 Pets

4.9

out of 5

23 Nov•7 nights

£617
View

Romantic Cottages in Pickering

Outdoor area | The Old Dairy - Ryehills Farm, Pickering
Customers' Choice

Pickering, North Yorkshire

Ryehills Farm - The Old Dairy

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

5

out of 5

7 Jan•7 nights

£841
View
Exterior | The Farm HouseWest Wing, Little Edstone, near Pickering

Little Edstone, near Pickering, North Yorkshire

The Farm House - West Wing

Wifi
Swimming Pool
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.3

out of 5

7 Nov•7 nights

£587
View
Exterior | Evergreen Cottage, Sinnington, nr. Pickering
Customers' Choice

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

27 Nov•7 nights

£397
View
Cosy living room | Eden House Holiday Cottage, Pickering

Pickering, North Yorkshire

Eden House Holiday Cottage

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

6 Nov•7 nights

£611
View
Exterior | Lockton - Hungate Cottages, Pickering

Pickering, North Yorkshire

Hungate Cottages - Lockton

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

16 Jan•7 nights

£940
View
Pretty holiday bungalow  | Horcum View, Lockton, near Pickering
Customers' Choice

Lockton, near Pickering, North Yorkshire

Horcum View

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

5 Mar•7 nights

£413
View
Living area | Stonecroft, Wrelton near Pickering
Customers' Choice

Wrelton near Pickering, North Yorkshire

Stonecroft

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

21 Nov•7 nights

£557
View
The Old King’s Head, Pickering
Customers' Choice

Pickering, North Yorkshire

The Old King’s Head

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 7 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.9

out of 5

7 Nov•7 nights

£647
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

5 Dec•7 nights

£357
View
Living room | Farndale - Hungate Cottages, Pickering
Customers' Choice

Pickering, North Yorkshire

Hungate Cottages - Farndale

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4

out of 5

7 Nov•7 nights

£637
View
Living room | Ryburn House - Thornton Escapes, Thornton-Le-Dale, near Pickering

Thornton-Le-Dale, near Pickering, North Yorkshire

Thornton Escapes - Ryburn House

Wifi
Enclosed Garden / Patio
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

8 Dec•7 nights

£407
View

See more 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

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