Holiday Cottages in Pickering

Your Pickering, North Yorkshire search returned 174 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Detached attractive stone barn conversion in a peaceful location near Kirkbymoorside. Single-storey accommodation with exceptional countryside views and superb walking opportunities. Kirkbymoorside 2.5 miles. (Ref. 911836)

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


for 7 nights £312

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Plot 43 is a stylish, single-storey lodge in East Heslerton near Cayton, North Yorkshire. Near National Park. Pet-friendly. Hot tub. Family-friendly. Malton 11.1 miles; Scarborough 12.3 miles; York 28.4 miles. (Ref. 1146494)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 7 nights £498

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming, Grade II listed cottage on the edge of pretty Kirkbymoorside, Yorkshire. Pickering 6 miles. Close to North York Moors National Park. (Ref. 985142)

  • Wi-fi
  • Washing machine
  • 5% off - Fri 3rd Jul to 29th Aug 2026


for 7 nights £403

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A welcoming, detached lodge resting in Cropton near Middleton, North Yorkshire. Ground-floor living. Pet-friendly. Off-road parking. Aislaby 2.8 miles; Pickering 5.2 miles; York 30.6 miles. (Ref. 1003270)

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


for 7 nights £601

  • Sleeps4
  • Bedrooms3
  • PetsYes

    3.8

    Good

  • Sykes rating

The Cabin is an endearing pet-friendly holiday cabin in Thornton Dale, North Yorkshire, boasting a private hot tub in the garden and ground-floor living. Pickering 5.1 miles; Helmsley 17.9 miles; Scarborough 18.2 miles. (Ref. 1180377)

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


for 7 nights £473

Last booked 2 days ago
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Holiday Park

  • 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


for 7 nights £489

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

3 Valley View Lodges is a detached, single-storey lodge resting in Nawton near Helmsley, North Yorkshire, boasting an electric fire and rural views. Kirkbymoorside 3.1 miles; Pickering 10.5; Thirsk 17 miles; York 24 miles. (Ref. 1077224)

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


for 7 nights £368

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • 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


for 7 nights £383

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Silverdale View is a well-appointed, two-bedroom lodge in East Heslerton near Sherburn, North Yorkshire. Pet-friendly. Close to amenities. Hot tub. Filey 12.1 miles; Scarborough 12.5 miles; York 28.4 miles. (Ref. 1142887)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 7 nights £503

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Good

  • Sykes rating

Bumblebee Glamping Pod, a fabulous, single-storey lodge, is positioned in Marishes near Thornton Dale in North Yorkshire, enjoying a bubbling hot tub. Pickering 5.1 miles; Helmsley 17.9 miles; Scarborough 18.1 miles. (Ref. 1179407)

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


for 7 nights £369

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Pretty, detached, ground floor stone cottage in a small hamlet near Helmsley. Cosy, characterful accommodation for couples. WiFi. Pretty garden. Superb walking country. Helmsley 2 miles. (Ref. 917006)

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


for 7 nights £330

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Walnut Cottage is a romantic retreat near Helmsley, North Yorkshire, boasting proximity to North York Moors National Park and countryside views from the garden. Kirkbymoorside 4.4 miles; Pickering 11.3 miles; Thirsk 17.7 miles; York 24.5 miles. (Ref. 1174223)

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


for 7 nights £354

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4

    Good

  • Sykes rating

Harwood Cottage, a stunningly-presented holiday home in the charming village of Hovingham. Streamside. Garden with barbecue. Conservatory. Child-friendly. Helmsley 7.9 miles; Malton 8.2 miles; York 17.3 miles. (Ref. 1155772)

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


for 7 nights £780

Last booked 2 days ago
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Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Lot 31 is a well-appointed, single-story lodge resting in East Heslerton near Malton, North Yorkshire. Pet-friendly. Hot tub. Open-plan living. Stylish. Scarborough 12.5 miles; York 28.4 miles. (Ref. 1145866)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Baby-friendly


for 7 nights £498

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

Holly Cottage is a stunning thatched dwelling sitting pretty in the village of Harome near Beadlam in North Yorkshire, enjoying a woodburning stove. Helmsley 2.7 miles; Pickering 12.3 miles; York 22.5 miles. (Ref. 1069742)

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


for 7 nights £714

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Damson Croft is a charming bungalow in Lastingham within the North York Moors National Park, boasting a one-acre garden, barbecue, and countryside views. Kirbymoorside 5 miles; Pickering 4.9 miles; York 31.5 miles (Ref. 14454)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Baby-friendly


for 7 nights £433

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

A sympathetically-converted, two-bedroom barn resting in Thornton-Le-Dale, North Yorkshire. In National Park. Original features. Close to amenities. Family-friendly. Ground-floor living. Pickering 3 miles; Scarborough 15.1 miles; York 26.2 miles. (Ref. 1126664)

  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights £454

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Cowshed Cottage is a barn conversion in East Knapton, North Yorkshire, offering a romantic, pet-friendly escape with fantastic countryside views. Malton 8 miles; Scarborough 16 miles; Bridlington 21.7 miles. (Ref. 1183456)

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


for 7 nights £351

Last booked yesterday
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