Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 127 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

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

Charming, unique stone cottage in Pickering. Character beams, Yorkshire stone flagged floors and cosy woodburner. Romantic comfortable accommodation for couples. Ideally placed for moors and and coast. (Ref. 12416)

  • Wi-fi
  • Washing machine


for 7 nights €379

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A pretty, semi-detached cottage lying in Kirkbymoorside, North Yorkshire. Near a National Park. Woodburning stove. Close to amenities. Helmsley 5.6 miles; Pickering 7.7 miles. (Ref. 1118132)

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


for 7 nights €431

  • 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 €409

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Tourist Board rating

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


for 7 nights €401

Last booked yesterday
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  • Sleeps17
  • Bedrooms8
  • PetsYes

    4.4

    Good

  • Sykes rating

Stunning Grade II listed period property in Snainton Village between Pickering and Scarborough. Character features, spacious rooms, high standard throughout. Private enclosed garden with cast iron furniture and bubbling hot tub. Scarborough 9 miles. (Ref. 29746)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 20% off - Fri 12th Sep to 19th Dec 2025


for 7 nights €2145

  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • 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 €1416

  • 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 €857

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A characterful, two-bedroom cottage resting in Snainton, North Yorkshire. Woodburning stove. Enclosed garden. Hot tub. Pickering 9.6 miles; Scarborough 11.2 miles; York 32 miles. (Ref. 1107651)

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


for 7 nights €595

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Delightful stone cottage in courtyard, set in open countryside. Character, quality accommodation. Oak floors, exposed beams. Kirkbymoorside 1.5 miles, Pickering 6 miles. (Ref. 929319)

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


for 7 nights €653

  • 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 €817

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Modern annexe placed two miles from the North Yorkshire town of Malton. Exposed wooden beams. En-suite. Pet-friendly. (Ref. 976915)

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


for 7 nights €457

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Rorty Crankle is a rustic-style holiday cottage set over three floors in the heart of Thornton le Dale with a toasty woodburning stove and Smart TV. Pickering 2.8 miles; Helmsley 15.4 miles. (Ref. 1165091)

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


for 7 nights €866

Last booked 4 hours ago
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  • 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 €369

  • 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
  • 5% off - Tue 4th Mar 2025 to 31st Dec 2026


for 7 nights €547

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.8

    Good

  • Sykes rating

Midsummer Cottage, a delightful holiday cottage resting in Marishes near Thornton Dale, North Yorkshire. Single-storey. Open-plan. Enclosed garden. Pickering 5.1 miles; Helmsley 17.9 miles; Scarborough 18.1 miles. (Ref. 1179405)

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


for 7 nights €418

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A fabulous, single-storey lodge resting in East Heslerton near West Heslerton, North Yorkshire. Close to amenities. Near National Park. Contemporary. Ground-floor living. Malton 10.7 miles; Low Dalby 11.8 miles; Pickering 11.9 miles. (Ref. 1126092)

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


for 7 nights €496

  • Sleeps4
  • Bedrooms3
  • PetsYes

    3.5

    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 €507

  • 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 €369

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Cosy character cottage in wonderful rural position. All ground floor with disability rating. Views over open countryside. Kirkbymoorside 1.5 miles; Pickering 6 miles. (Ref. 929318)

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


for 7 nights €653

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

Charming, stone, period cottage in pretty village of Hutton-le-Hole. Open fire, cosy, comfortable accommodation. Private rear garden, lovely views over village green. Walkers' delight. Kirkbymoorside 3.5 miles. (Ref. 22745)

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


for 7 nights €469