Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 113 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Superb single-storey barn conversion in courtyard setting. High quality furnishings, spacious sitting room, romantic pretty double bedroom. Ideal for coast and exploring North York Moors. Scarborough 7 miles. (Ref. 911892)

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


for 7 nights £386

Last booked 2 days ago
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  • 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


for 7 nights £400

Last booked 2 days ago
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  • 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 £463

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Charming semi-detached stone cottage in a peaceful location in the North York Moors National Park, 1.5 miles from Brompton-by-Sawdon. Woodburner, WiFi, off road parking, enclosed front garden. Tastefully furnished to high standard. Scarborough 10 miles. (Ref. 933359)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £368

  • 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 £587

  • 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 £493

  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • 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


for 7 nights £1864

  • 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 £407

  • 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


for 7 nights £320

Last booked yesterday
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  • 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


for 7 nights £629

  • 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

Last booked yesterday
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  • 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 £570

  • 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

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Detached pet-friendly cottage near Hovingham. Single-storey cottage, rural position on arable farm estate, underfloor heating. Well equipped and comfortable. Close to Nunnington, Castle Howard, pretty market towns. Hovingham 3 miles. (Ref. 21723)

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


for 7 nights £304

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • 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 £653

  • 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 £581

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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 £425

  • 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 £587

  • 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
  • 30% off - Thu 1st Jan to 27th Feb 2026


for 7 nights £1911

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.9

    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 £399