Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 127 cottages

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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

7 nights from £761

Last booked 4 hours ago
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  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Detached stone barn conversion in courtyard setting on owners' farm, near Kirkbymoorside. Single-storey accommodation, with a comfortable open plan living area and pretty bedroom. Easy access to North York Moors National Park. Kirkbymoorside 2.5 miles. (Ref. 929845)

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

7 nights from £320

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Outstanding upside down barn conversion in Snainton village. First-class accommodation with beams, oak flooring, quality furnishings. Good location for moors and coast. Scarborough 10 miles. (Ref. 13914)

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

7 nights from £400

Last booked yesterday
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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

7 nights from £397

Last booked yesterday
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  • 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

7 nights from £475

  • 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

7 nights from £355

  • 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

7 nights from £745

  • 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

7 nights from £320

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

A traditional, detached cottage resting in Lockton near Pickering, North Yorkshire. Open-fire. Garden. Off-road parking. Games room. Kirkbymoorside 13.1 miles; Whitby 16.1 miles; Helmsley 18.6 miles; Scarborough 20.5 miles; York 32.1 miles. (Ref. 1049575)

  • Wi-fi
  • Off-road parking
  • Baby-friendly
  • Games room

7 nights from £629

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    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

7 nights from £366

Last booked 6 hours ago
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  • 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

7 nights from £577

  • 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

7 nights from £329

  • 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

7 nights from £577

  • 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

7 nights from £440

  • 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

7 nights from £348

Last booked yesterday
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  • 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

7 nights from £320

  • 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

7 nights from £431

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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
  • 10% off - Wed 1st Jan to 31st Dec 2025

7 nights from £508

  • 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

7 nights from £363

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

2 Beck Houses is a semi-detached house nestled in the hamlet of Menethorpe in North Yorkshire. Off-road parking. Smart TV. Pet-friendly. Private garden. York 15.8 miles; Scarborough 25 miles. (Ref. 1152407)

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

7 nights from £429