Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 113 cottages

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  • 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


for 7 nights £502

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Lilac Cottage is a delightful cottage nestled in the village of Wombleton in North Yorkshire. Close to farm shop. Near North York Moors. Enclosed garden. Helmsley 4.2 miles; Pickering 10.1 miles; York 22.2 miles (Ref. 1126412)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Fri 13th Feb to 20th Feb 2026


for 7 nights £334

Last booked 2 days ago
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  • 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 £452

  • 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


for 7 nights £501

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Superb sem-detached character cottage in small village of Ebberston, between Scarborough and Pickering. Woodburner, open fire, spacious open plan kitchen. Enclosed sunny garden, off road parking for 1 car. Dog friendly. 12 miles to coast. (Ref. 1153348)

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


for 7 nights £791

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This delightful cottage resides in Kirkbymoorside, North Yorkshire. Close to amenities. Couples’ getaway. En-suite bathroom. Smart TV. Pickering 7.7 miles; Helmsley 5.6 miles. (Ref. 963205)

  • Wi-fi


for 7 nights £371

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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


for 7 nights £364

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A delightful, one-bedroom home resting in Sawdon near East Ayton, North Yorkshire. Near National Park. Contemporary. Romantic. Private patio. Rural views. Scarborough 10 miles; North York Moors National Park 13.1 miles; Flamborough 24.3 miles. (Ref. 1100343)

  • Wi-fi
  • Off-road parking
  • 5% off - Fri 30th Jan to 13th Mar 2026


for 7 nights £367

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming, stone-built cottage resting on the outskirts of Helmsley. Pet-friendly. WiFi. Woodburning stove. Kirkbymoorside 5.3 miles. (Ref. 1016619)

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


for 7 nights £297

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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


for 7 nights £717

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

The Green is a detached cottage located in the village of Lastingham near Kirkbymoorside, North Yorkshire. Child-friendly. Woodburning stove. Countryside views. Kirkbymoorside 5.3 miles; Pickering 9.2 miles. (Ref. 1134717)

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


for 7 nights £765

  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lawnswood is a wonderful abode located in Brompton-by-Sawdon near Sherburn in North Yorkshire, enjoying a hot tub, a woodburning stove, and a barbecue. Filey 12.6 miles; Scarborough 8.7 miles; York 32.4 miles. (Ref. 1176068)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £1230

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Detached modern bungalow, set amidst open farmland near pretty market town of Malton. Comfortable and traditional with cosy woodburning stove. Off road parking, bike storage. Excellent area for moors and coast. Malton 3.5 miles. (Ref. 931402)

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


for 7 nights £477

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • 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


for 7 nights £328

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Beautiful stone cottage in the North York Moors National Park, close to the village of Hutton-le-Hole. Exposed beams. Surrounded by countryside. Hutton-le-Hole 1.5 miles. (Ref. 975266)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly


for 7 nights £335

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-presented barn conversion, on a working farm and close to the Yorkshire town of Kirkbymoorside. Open-plan living. En-suite. Near North York Moors National Park. Pet-friendly. (Ref. 974386)

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


for 7 nights £328

  • Sleeps16
  • Bedrooms6
  • PetsYes

    5.0

    Perfect

  • Sykes rating

An outstanding detached property resting on the outskirts of Malton. Ground-floor accommodation. Pet-friendly. WiFi. Jacuzzi Spa. York 16.3 miles. (Ref. 1000186)

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


for 7 nights £3023

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. Beams, exposed stone work, woodburning stove. Pickering 6 miles. (Ref. 929317)

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


for 7 nights £653

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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


for 7 nights £1023

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Homely barn conversion 3.5 miles from Kirkbymoorside in North Yorkshire. Reverse-level accommodation. Open-plan living. Exposed beams. En-suite. (Ref. 974773)

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


for 7 nights £423