Holiday Cottages in Pickering

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Your Pickering, North Yorkshire search returned 197 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

This enchanting holiday home rests in Allerston near to the amenities of Thornton-Le-Dale, North Yorkshire. Electric fire. Pet-friendly. WiFi. Near to the North York Moor National Park. Thornton-le-Dale 3.1 miles; Scarborough 13.3 miles. (Ref. 1053249)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 20% off - Fri 22nd Aug to 29th Aug 2025

7 nights from £357

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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 £358

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

Charming semi-detached stone cottage in a peaceful location in the North York Moors National Park, 1.5 miles from Brompton-by-Sawdon. Woodburner, WiFi, off road parking, enclosed front garden. Tastefully furnished to high standard. Scarborough 10 miles. (Ref. 933359)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £368

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

A pretty, two-bedroom cottage based in Ebberston, North Yorkshire. Open fire. Off-road parking. Character. Pickering 6.8 miles; Helmsley 19.4 miles. (Ref. 1128844)

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

7 nights from £451

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

Converted barn on a working farm, 3.5 miles from Kirkbymoorside in North Yorkshire. All ground floor. Open-plan. Exposed beams. Countryside views. (Ref. 974387)

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

7 nights from £355

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Glenrae, a charming cottage located in the village of Thornton-Le-Dale in North Yorkshire, short walk to a pub. Pickering 2.5 miles; Scarborough 15.7 miles; York 25.9 miles. (Ref. 1159315)

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

7 nights from £500

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0

    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 £587

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

A lovely three-bedroom terraced cottage resting in Pickering, North Yorkshire. Pet-friendly. Near a National Park. Off-road parking. Woodburning stove. Kirkbymoorside 6.7 miles; Helmsley 12.2 miles; Scarborough 18.4 miles. (Ref. 1102719)

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

7 nights from £456

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

Nell's Cottage is a wonderful, single-storey cottage nestled in rural East Knapton, near Rillington, North Yorkshire. Pet-friendly. Open-plan. Romantic. Malton 8 miles; North York Moors National Park 13.2 miles; York 25.6 miles; Scarborough 15.4 miles. (Ref. 1148580)

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

7 nights from £491

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    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

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

This sandstone cottage rests in a quiet setting in the village of Ebberston, North Yorkshire. Lawned garden. Woodburning stove. Pet free. Pickering 6.8 miles; Scarborough 11.6 miles. (Ref. 1052393)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £408

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

A superb, detached lodge resting on the outskirts of Kirkbymoorside. All-ground-floor. WiFi. Pet-friendly. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011649)

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

7 nights from £523

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7

    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

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Sykes Rating

This delightful detached house is situated in Sinnington, North Yorkshire. WiFi, Pet-friendly, Off-road parking. Pickering 3 miles; Kirkbymoorside 3.5 miles. (Ref. 998951)

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

7 nights from £607

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

This inviting mid-terrace sits at the centre of Pickering in North Yorkshire, on the fringes of the North York Moors National Park. Three-storey. Pet-friendly. Amenities in walking distance. Malton 8.7 miles; Scarborough 18.2 miles; York 26.8 miles. (Ref. 1025071)

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

7 nights from £377

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.9

    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
  • 5% off - Fri 1st Aug to 31st Aug 2025

7 nights from £670

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

The Grange, a stunning, old servant quarters of the main house, situated in the village of Goathland, North Yorkshire. Woodburning stove. Near a shop and pub. Character. Whitby 9.2 miles. (Ref. 1138201)

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

7 nights from £685

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

Millers Cottage is a detached bungalow resting in the hamlet of Old Malton, near Malton, North Yorkshire. Close to a shop and pub. Couple’s retreat. Malton 1 mile; Pickering 7.4 miles; North York Moors National Park 9.4 miles. (Ref. 1147474)

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

7 nights from £377

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A characterful barn conversion resting on a working farm near the town of Kirkbymoorside. TV with Freeview. Countryside views. Near North York Moors National Park. Dog-friendly. (Ref. 974385)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from £320

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A delightful cottage located in the village of Pickering in North Yorkshire. Open fire. Breakfast bar. Exposed beams. Fibre Optic WiFi. Kirkbymoorside 7 miles; Helmsley 13 miles. (Ref. 969686)

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

7 nights from £462

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:

Ampleforth

Filey

Kirkbymoorside

Malton

Ruswarp

Scarborough

Sleights

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!