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Holiday Cottages Pickering

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Your Pickering, North Yorkshire search returned 201 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This unique, single-storey, former ticket office rests in Allerston, North Yorkshire. Off-road parking. Woodburning stove. Wonderful views. Train carriages on-site. En-suite bedrooms. Pickering 6 miles; Scarborough 12.7 miles Helmsley 18.6 miles. (Ref. 1101295)

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

7 nights from £895

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • 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 £467

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful stone bungalow located in the village of Gillamoor, North Yorkshire. Open-plan. Woodburner. Open countryside views. Kirkbymoorside 2.7 miles; Pickering 11 miles. (Ref. 984261)

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

7 nights from £476

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • 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

7 nights from £378

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • 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

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This beautifully appointed, semi-detached cottage rests in Marton near Kirkbymoorside, North Yorkshire. Ground-floor living. Off-road parking. Smart TV. Pet-free. Pickering 4.8 miles; Helmsley 9.1 miles; York 25.6 miles. (Ref. 1102616)

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

7 nights from £436

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A wonderful family-friendly property in a remote area of Scarborough, perfect for a tranquil trip with your loved ones. WiFi. Dog-friendly. Private enclosed garden. Pickering 8 miles; Scarborough 10.2 miles. (Ref. 986897)

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

7 nights from £436

Last booked 6 hours ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This charming semi-detached cottage is situated in the village of Stonegrave, in North Yorkshire. WiFi. En-suite. Woodburner. (Ref. 989054)

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

7 nights from £487

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A stylish first floor apartment overlooking the market town of Pickering. North York Moors Railway across the road. Open plan living. Centre of Pickering. (Ref. 951135)

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

7 nights from £308

Last booked today
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Beautifully presented stone cottage just outside Pickering. Cosy and characterful, beams, open fire. Off road parking, pleasant lawned rear garden. Pickering 1 mile. (Ref. 983666)

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

7 nights from £391

Last booked 7 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This magnificent stone-built cottage in the beautiful village of Levisham near to the amenities of Pickering. In the North York Moors National Park. Characterful. Private garden. WiFi. Electric car charge point. Pickering 7.2 miles; Scarborough 22 miles. (Ref. 1040743)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher

7 nights from £557

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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. 1165100)

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

7 nights from £963

  • 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 £670

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • 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

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Spacious conversion of old farm building, in unspoiled Newton-upon-Rawcliffe. Character and comfort in delightful village setting. Pickering 4 miles. Yorkshire Coast 21 miles. (Ref. 67)

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

7 nights from £521

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This pretty, two-bedroom holiday home rests in Pickering, North Yorkshire. Near a National Park. Enclosed garden. Smart TV. Off-road parking. Kirkbymoorside 7.8 miles; Helmsley 13.4 miles; Scarborough 18.3 miles; Whitby 20.5 miles; York 26.3 miles. (Ref. 1017413)

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

7 nights from £528

  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Immaculately-presented period property in Amotherby village. Beautiful, spacious rooms, original features, open fires. High quality, antique furnishings. Lovely gardens. Pub 3 mins walk, Malton market town 3 miles. (Ref. 15823)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Sat 1st Mar to 2nd May 2025

7 nights from £1757

  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A charming cottage situated in Lockton near Pickering, North Yorkshire. Off-road parking. Woodburning stove. Enclosed garden. Pickering 5.8 miles; Scarborough 20.3 miles. (Ref. 1105052)

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

7 nights from £384

Cottages in Pickering offer a superb location for exploring the Moors, the coast and the city of York. Pickering is an ancient market town nestled between York and Scarborough, making it ideal to explore the wealth of attractions in North Yorkshire.

Why a Pickering Cottage?

Our choice of places to stay in Pickering rest at the southern tip of the North York Moors. They also enjoy close proximity to Yorkshire's dazzling coast and a wealth of fascinating towns - a perfect holiday base. 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.

Places to Visit near Pickering

A whole host of popular North Yorkshire locations rest within reach of Pickering accommodation. Spend a day exploring the magnificent coastline on your doorstep, featuring characterful seaside resorts and popular attractions. Historic sites abound in the area, with the North York Moors hosting an assortment of timeless villages. Discover railway stations that feature in famous films, examples of marvellous natural beauty and much more. Venture towards the heart of North Yorkshire to reveal a choice of elegant towns and cities lined with classy architecture. During your holiday in Pickering, you may want to visit Filey, Goathland, Kirkbymoorside, Malton, Scarborough, Thirsk, Whitby and York.

Types of Holiday

You are sure to find a North Yorkshire holiday to suit you, no matter your tastes or interests. Those seeking that well-deserved rural escape can make the most of log cabins in North Yorkshire. Find a range of dog-friendly North York Moors cottages that allow the whole family to enjoy the wonders of the Moors. If a flying visit is what you're after, consider a short breaks in North Yorkshire. If you still haven't found what you're looking for, there are plenty of other North Yorkshire cottages and cottages in the North York Moors to choose from! You can even enjoy glamping in North Yorkshire.