Holiday Cottages in Pickering

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Your Pickering, North Yorkshire search returned 200 cottages

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  • 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


for 7 nights £463

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Grade II listed mid-terrace cottage resting in Pickering town centre. Woodburning stove. Pet-friendly. Kirkbymoorside 7.2 miles; Scarborough 17.9 miles. (Ref. 1033746)

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


for 7 nights £457

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A superb, shepherd’s hut situated on the outskirts of the market town of Helmsley. Woodburner. WiFi. Rural views. Kirkbymoorside 3.9 miles; Pickering 10.9 miles. (Ref. 986040)

  • Wi-fi
  • Ground floor bedroom


for 7 nights £308

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A wood-clad lodge resting within the town of Kirkbymoorside. All-ground-floor. Pet-friendly. WiFi. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011653)

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


for 7 nights £435

  • 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
  • £200 off - Wed 1st Oct to 12th Oct 2025


for 7 nights £557

  • 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


for 7 nights £466

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.8

    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


for 7 nights £378

Last booked 1 hour ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This superb barn conversion is located on the outskirts of Langdale End, North Yorkshire. Woodburner. Studio style living. WiFi. Hot tub. Pickering 17 miles; Whitby 20 miles. (Ref. 997270)

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


for 7 nights £631

Last booked 2 days ago
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  • 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
  • 10% off - Thu 2nd Oct to 10th Oct 2025

  • 5% off - Fri 7th Nov to 14th Nov 2025

  • 5% off - Fri 14th Nov to 21st Nov 2025


for 7 nights £428

  • Sleeps3
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A charming two-bedroom cottage resting near Brompton-By-Sawdon, Scarborough. Woodburning stove. Close to amenities. Pet-friendly. Beautiful views. Scarborough 9.8 miles; Pickering 9.9 miles; York 32.3 miles. (Ref. 1108141)

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


for 7 nights £357

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.8

    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


for 7 nights £670

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Low Grounds Cottage, a wonderful holiday bungalow resting just outside Harome, North Yorkshire. Woodburning stove. Rural location. Private driveway. Kirkbymoorside 6 miles; Pickering 13.1 miles; Thirsk 17.7 miles; York 23.7 miles. (Ref. 1153174)

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


for 7 nights £490

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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


for 7 nights £590

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • 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


for 7 nights £357

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A stunning ground floor barn conversion five miles from Malton in North Yorkshire. Open-plan living. En-suites. Countryside views. Near North York Moors National Park. (Ref. 943576)

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


for 7 nights £497

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A delightful, three-bedroom cottage resting in Thornton-le-Dale in North Yorkshire. Woodburning stove. In North York Moors National Park. Close to amenities. Pickering 2.8 miles; Helmsley 15.3 miles; Scarborough 16.1 miles. (Ref. 1135541)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £915

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    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


for 7 nights £387

  • 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


for 7 nights £630

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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


for 7 nights £462

  • 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


for 7 nights £493