Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 128 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.2

    Sykes Rating

Fox Retreat, a delightful holiday bungalow nestled just outside Sherburn, North Yorkshire. Single-storey. Hot tub. Enclosed garden. Private parking. Filey 12.1 miles; Scarborough 12.3 miles; York 28.5 miles. (Ref. 1153179)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from £669

  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

The Old Chapel is a wonderful house in the town of Brompton-By-Sawdon, West Yorkshire, boasting an open-plan living space, a hot tub, and a barbecue. Scarborough 8.5 miles; Pickering 9.7 miles. (Ref. 1172170)

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

7 nights from £552

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1

    Sykes Rating

This lovely, single-storey, studio-style chalet rests in East Heslerton near Sherburn, North Yorkshire. Pet-free. Smart TV. Hot tub. Allocated parking. Decking with furniture. Filey 12.6 miles; Scarborough 12.8 miles; York 38.1 miles. (Ref. 1094317)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from £366

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Sykes Rating

This compact, single-storey, studio-style chalet rests in East Heslerton near Sherburn, North Yorkshire. Allocated parking. Hot tub. Pet-free. Smart TV. Decking with furniture. Filey 12.6 miles; Scarborough 12.8 miles; York 38.1 miles. (Ref. 1094318)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from £366

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    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

7 nights from £590

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Sykes Rating

A stylish, studio-style chalet resting in East Heslerton near Sherburn, North Yorkshire. Smart TV. Hot tub. Pet-free. Filey 12.6 miles; Scarborough 12.8 miles; York 38.1 miles. (Ref. 1094315)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from £377

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.9

    Sykes Rating

A cute, one-bedroom farm cottage resting in Fadmoor, North Yorkshire. Open-plan living. Romantic. Shared garden. Kirkbymoorside 2.8 miles; Helmsley 7.8 miles; Pickering 10.3 miles. (Ref. 1123588)

  • Wi-fi

7 nights from £337

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.2

    Sykes Rating

Brewers Cottage is a delightful cottage with a toasty woodburning stove and accepting pets, resting in the village of Cropton in North Yorkshire. Aislaby 2.5 miles; Pickering 5 miles; York 30.6 miles. (Ref. 1162947)

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

7 nights from £404

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    Sykes Rating

Hemdin Cottage is a characterful, detached, stone dwelling set in pretty Thornton Dale in North Yorkshire, welcoming pets and a nearby a national park. Pickering 2.7 miles; Helmsley 15.3 miles; Scarborough 15.6 miles. (Ref. 1175090)

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

7 nights from £537

Last booked 2 days ago
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  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.7

    Sykes Rating

Immaculately-presented period property in Amotherby village. Beautiful, spacious rooms, original features, open fires. High quality, antique furnishings. Lovely gardens. Pub 3 mins walk, Malton market town 3 miles. (Ref. 15823)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Mon 18th Aug to 30th Oct 2025

  • 10% off - Sat 1st Nov to 30th Nov 2025

7 nights from £1755

Last booked 5 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.2

    Sykes Rating

A traditional cottage resting on a farm in Fadmoor, North Yorkshire. Woodburning stove. Character features. Dishwasher. Kirkbymoorside 2.8 miles; Helmsley 7.8 miles; Pickering 10.3 miles. (Ref. 1123586)

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

7 nights from £416

Last booked 6 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.4

    Sykes Rating

This pet-friendly, studio-style chalet sits in East Heslerton near Sherburn, North Yorkshire. Enclosed decking. Smart TV. Romantic. Filey 12.6 miles; Scarborough 12.8 miles; York 38.1 miles. (Ref. 1094316)

  • Wi-fi
  • Ground floor bedroom

7 nights from £332

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsYes

Forest Holidays' Classic Golden Oak cabin is one of 67 cabins nestled in Keldy's breathtaking landscape, on the edge of North York Moors National Park. (Ref. 1146590)

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

7 nights from £432

Holiday Park

  • Sleeps8
  • Bedrooms4
  • PetsYes

Forest Holidays Golden Oak cabin is one of 67 cabins set within the idyllic landscape of Keldy, on the edge of the North York Moors National Park. (Ref. 1146569)

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

7 nights from £1935

7 nights from £820

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

Forest Holidays' Classic Golden Oak cabin in Keldy: one of 67 nature sensitive cabins in natural surroundings on the edge of North York Moors National Park. (Ref. 1146546)

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

7 nights from £397

Holiday Park

  • Sleeps2
  • Bedrooms1
  • PetsYes

Forest Holidays Golden Oak Hideaway cabin blends seamlessly into idyllic Yorkshire woodland: one of a collection of 67 cabins on the edge of North York Moors National Park. (Ref. 1146765)

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

7 nights from £1180

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

Forest Holidays' Classic Silver Birch cabin is one of 67 cabins set within the idyllic landscape of Keldy, on the edge of the North York Moors National Park. (Ref. 1146533)

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

7 nights from £382

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

Forest Holidays White Willow Premium cabin is one of 67 cabins set within the idyllic landscape of Keldy on the edge of the North York Moors National Park. (Ref. 1146577)

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

7 nights from £1465

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsYes

Forest Holidays' Classic Silver Birch cabin offers an escape to nature: one of a collection of 67 cabins on the edge of North York Moors National Park. (Ref. 1146621)

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

7 nights from £900