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Holiday Cottages Pickering

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Your Pickering, North Yorkshire search returned 202 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A stone, terraced cottage resting in market town of Pickering, North Yorkshire. Open fire. WiFi. Excellent area for walking, cycling and touring. Close to coast. Kirkbymoorside 7 miles. (Ref. 1119779)

  • Wi-fi
  • Dishwasher

7 nights from £339

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Attractive character cottage, opposite steam railway in Pickering. Beams, stripped pine doors, high quality accommodation. Town centre 10 mins walk. (Ref. 24339)

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

7 nights from £492

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Fabulous mid-terrace period cottage on a quiet street in Pickering. Charm and character with high quality, modern facilities. Woodburning stove. Ideal area for walking, touring and cycling. Pickering centre 5 mins walk. (Ref. 904784)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £452

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A delightful semi-detached, stone-built cottage in the popular market town of Pickering, North Yorkshire. WiFi. Gardens with furniture. Great base for walking. (Ref. 904079)

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

7 nights from £330

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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 £373

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    Good

  • Sykes rating

A lovely two-bedroom cottage resting in Pickering, North Yorkshire. Romantic. Near a National Park. Close to amenities. Private garden. Kirkbymoorside 7.3 miles; Helmsley 12.8 miles; Scarborough 18.2 miles. (Ref. 1119942)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £344

  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This semi-detached period property enjoys a central position in Pickering, North Yorkshire. Beneath North York Moors. Woodburning stove. Super-king-size bed. Kirbymoorside 7.5 miles; Helmsley 13 miles; Scarborough 17.9 miles. (Ref. 1011092)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £701

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

First floor apartment for couples in centre of Pickering. Cosy, compact accommodation, off road parking for one car. Overlooks main street, all amenities and steam railway 2 mins walk. Easy access to North York Moors and coast. (Ref. 943752)

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

7 nights from £296

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Delightful, end-terrace stone cottage on edge of Pickering town centre. Character beams, woodburner, stripped wooden floors, enclosed sheltered courtyard. Excellent base for moors, coast and visiting the city of York. (Ref. 12415)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £342

  • 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 £275

  • 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 £344

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • 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 £388

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A terraced cottage resting in the town of Pickering. Pet-friendly. Woodburner. Ceiling beams. Ideal for visiting North York Moors railway located in the town. Kirkbymoorside 7 miles. (Ref. 953578)

  • Wi-fi
  • Washing machine

7 nights from £401

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

A charming two-bedroom cottage resting in Pickering, North Yorkshire. Near North York Moors National Park. Original features. Close to amenities. Kirkbymoorside 7.2 miles; Helmsley 12.7 miles; Scarborough 18 miles; Whitby 20.8 miles. (Ref. 1111683)

  • Wi-fi
  • Dishwasher

7 nights from £514

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

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

  • Wi-fi
  • Off-road parking

7 nights from £463

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Bay Tree Cottage is a delightful terraced cottage resting in Pickering, North Yorkshire. Near National Park. Woodburning stove. Close to shop and pub. Kirkby Misperton 4.4 miles; Malton 8.8 miles. (Ref. 1115722)

  • Wi-fi
  • Dishwasher

7 nights from £413

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A picturesque semi-detached cottage in the popular village of Thornton Dale in North Yorkshire. Pickering 3 miles. Scarborough 16 miles. (Ref. 1005042)

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

7 nights from £363

Last booked 2 days ago
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  • 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 £519

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-equipped bungalow situated in the market town of Pickering, Yorkshire. Ideal for families. Touring location. Kirkbymoorside 6.6 miles; Helmsley 12.1 miles. (Ref. 1070204)

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

7 nights from £475

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 to choose from!