Holiday Cottages in Pickering

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Your Pickering, North Yorkshire search returned 195 cottages

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  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A grade II listed mid-terrace stone cottage set in the pleasant town of Pickering in North Yorkshire. Ramp access from the rear garden. Short distance to town centre. (Ref. 964829)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £652

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Lambs Fold is a delightful semi-detached property situated in Norton, North Yorkshire. Near to a National Park. Large garden. North York Moors National Park 11.9 miles; York 18.5 miles; Scarborough 22.2 miles. (Ref. 1145853)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £464

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.3

    Good

  • Sykes rating

A delightful reverse-level cottage resting in Newton-on-Rawcliffe near Pickering, North Yorkshire. In National Park. Original features. Woodburning stove. Kirkbymoorside 10.4 miles; Helmsley 15.9 miles; Whitby 18.8 miles; Scarborough 22.6 miles. (Ref. 1112517)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £383

  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An opulent three-bedroom property resting in Thornton Dale, North Yorkshire. Garden. Off-road parking. Close to North York Moors National Park. North Riding Forest Park 5.7 miles; Scarborough 15.5 miles; The Bay Beach 23.3 miles. (Ref. 1132285)

  • Wi-fi
  • Off-road parking

7 nights from £532

Last booked yesterday
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  • Sleeps17
  • Bedrooms8
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Stunning Grade II listed period property in Snainton Village between Pickering and Scarborough. Character features, spacious rooms, high standard throughout. Private enclosed garden with cast iron furniture and bubbling hot tub. Scarborough 9 miles. (Ref. 29746)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 15% off - Wed 30th Apr to 27th Jun 2025

7 nights from £1897

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming, two-bedroom, stone-fronted cottage resting in Thornton-le-Dale, North Yorkshire. Characterful. Close to amenities. In National Park. Ground-floor accommodation. Pickering 2.8 miles; Scarborough 15.6 miles; York 25.4 miles. (Ref. 1128348)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £407

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Thompson Rig House is a cottage in Langdale End near Scarborough, North Yorkshire, boasting a woodburning stove, underfloor heating, and hot tub. Pickering 15.4 miles; Whitby 22.9 miles; York 38.7 miles. (Ref. 1164248)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £890

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Attractive Edwardian property in pretty village of Thornton-le-Dale. Open fire, WiFi, Smart TV, bike storage. Pubs and shops five minutes walk. Excellent walking, cycling area on North York Moors. Pickering 2 miles. (Ref. 938715)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £466

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A lovely semi-detached cottage located in the village of Sawdon, North Yorkshire. Rural location. Panoramic views. Brompton-by-Sawdon 1.9 miles; Scarborough 10 miles. (Ref. 982982)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £577

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Beautiful period property in village location. Ensuite bathroom. TV with Freeview. Lovely garden. Ample off road parking. Village location with pub and restaurant. Helmsley 3 miles. (Ref. 943848)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £674

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A pretty, semi-detached cottage lying in Kirkbymoorside, North Yorkshire. Near a National Park. Woodburning stove. Close to amenities. Helmsley 5.6 miles; Pickering 7.7 miles. (Ref. 1118132)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £393

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

An attractive, mid-terrace barn conversion resting in Marton near Kirkbymoorside, North Yorkshire. Woodburning stove. Pet-friendly. Enclosed garden. Off-road parking. Pickering 4.8 miles; Helmsley 9.1 miles. (Ref. 1081033)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £379

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Sixpence Cottage is a homely cottage in the town of Pickering, North Yorkshire, boasting a woodburning stove, and dishwasher, with nearby pubs and shops. Kirkbymoorside 6.9 miles; Helmsley 12.4 miles; Scarborough 18.2 miles; Whitby 21.1 miles; York 26.2 m (Ref. 1084507)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £493

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A stunning two bedroom lodge nestled in Allerston, North Yorkshire. Hot tub. Woodburning stove.Off-road parking. Rural. Pickering 5.2 miles; Scarborough 16.2 miles; Helmsley 17.8 miles. (Ref. 1097488)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from £885

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely, stone cottage in the peaceful village of Allerston. Ideal for families. Good walking base. WiFi. Pickering 5.6 miles; Malton 11.6 miles. (Ref. 1068228)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £375

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A single-storey lodge resting on The Snooty Fox holiday park in East Heslerton, near West Heslerton in North Yorkshire. Pet-friendly. Hot tub. Beautiful views. On-site facilities. Malton 10.6 miles; Low Dalby 11.9 miles; Pickering 11.9 miles. (Ref. 1107405)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Baby-friendly

7 nights from £471

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A characterful, two-bedroom cottage resting in Snainton, North Yorkshire. Woodburning stove. Enclosed garden. Hot tub. Pickering 9.6 miles; Scarborough 11.2 miles; York 32 miles. (Ref. 1107651)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £517

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A superb, contemporary lodge resting in Allerton, North Yorkshire. Hot tub. Dog-friendly. Near a National Park. Open-plan. Woodburning stove. Pickering 5.1 miles; Scarborough 12.9 miles; York 28.5 miles. (Ref. 1123918)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from £877

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Lilac Cottage is a delightful cottage nestled in the village of Wombleton in North Yorkshire. Close to farm shop. Near North York Moors. Enclosed garden. Helmsley 4.2 miles; Pickering 10.1 miles; York 22.2 miles (Ref. 1126412)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £362

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Molly's Cottage, a beautifully-decorated holiday abode in the lovely village of East Knapton near Rillington, North Yorkshire. Underfloor heating. Off-road parking. Pet-friendly. Filey 15.2 miles; Scarborough 15.4 miles; York 25.6 miles. (Ref. 1148579)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £582

Holiday cottages in Pickering offer a superb location for exploring all that the North York Moors has to offer! An ancient market town nestled between York and Scarborough, Pickering is the ideal base to explore the wealth of attractions in North Yorkshire. 

Take a look at this collection today and find the right Pickering cottage for you today! 

Why Pickering Cottages?

Staying in a holiday cottage in Pickering offers access to the stunning countryside as well as an array of nearby towns and exciting attractions.

Choose from a diverse selection of holiday cottages in Pickering, from quaint stone-built bolt holes to impressive, converted farmhouses. No matter your tastes or interests, the area surrounding self-catering Pickering properties is sure to impress. 

Pickering is steeped in history, with highlights like Pickering Castle, a well-preserved Norman fortress. The town has a number of stores and independent shops along with pubs and eateries, so you have everything you could possibly need for your break away.

So, whether you're seeking outdoor adventure or just a peaceful escape, these Pickering cottages offer a fantastic base to experience it all. 

Places to Visit near Holiday Cottages in Pickering 

Staying in a holiday cottage in Pickering places you in the perfect location to explore some of North Yorkshire’s most captivating destinations. 

Close by is the North Yorkshire Moors Railway, where you can take a nostalgic steam train journey through breathtaking countryside, stop at charming villages like Goathland, famous as the setting for Heartbeat and Harry Potter’s Hogsmeade Station. 

Other family-friendly attractions close by are like Flamingo Land Resort, which combines a theme park and zoo, perfect for young families and Dalby Forest which offers miles of walking and cycling trails, as well as a Go Ape adventure course for thrill-seekers. 

Looking for more outdoor adventures from your Pickering cottage? Then you can enjoy the wild beauty of the North York Moors National Park, with fantastic landscapes and a wide range of stunning walks and trails; it is a must-visit for those looking to step back into nature.

For a coastal escape, visit the nearby town of Whitby, known for its historic abbey, picturesque harbour, and even connections to Dracula; it is certainly worth a visit. Also, look out for some fantastic fish and chip shops where you can enjoy a classic seaside meal.

With so much to see and do, holiday cottages in Pickering make for a fantastic base for discovering the best of North Yorkshire. 

Other Destinations near Holiday Cottages in Pickering:  

Filey 

Kirkbymoorside 

Malton 

Scarborough 

Thirsk 

York 

Types of North Yorkshire Holidays 


Secure your next break in the Yorkshire countryside today with a holiday cottage in Pickering! 

If you are thinking about taking your pet with you on your adventure, then see this selection of dog-friendly properties in the North York Moors. 

Looking for something different? Then why not view this collection of log cabins in North Yorkshire, glamping pods in North Yorkshire and glamping pods with hot tubs in North Yorkshire

For other options with a hot tub, browse this selection of North Yorkshire cottages with hot tubs. 

if you are looking for a quick getaway, see this selection of short breaks in North Yorkshire and last-minute cottages in North Yorkshire. Why not try a break in a holiday park too with these wonderful holiday parks in North Yorkshire.

If you still haven’t found what you’re looking for, view the full collection of holiday cottages in North Yorkshire and cottages in the North York Moors