Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 122 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

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


for 7 nights From €340

  • Sleeps17
  • Bedrooms8
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 25% off - Fri 28th Aug to 25th Sep 2026


for 7 nights From €2010

Last booked 2 days ago
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Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

Silverdale View is a well-appointed, two-bedroom lodge in East Heslerton near Sherburn, North Yorkshire. Pet-friendly. Close to amenities. Hot tub. Filey 12.1 miles; Scarborough 12.5 miles; York 28.4 miles. (Ref. 1142887)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 7 nights From €580

Last booked yesterday
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Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Baby-friendly


for 7 nights From €546

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.0

    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)

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


for 7 nights From €446

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From €392

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From €498

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    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)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 7 nights From €546

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Pretty terraced cottage in sleepy hamlet on edge of Rosedale Abbey. Cosy, characterful accommodation with woodburning stove and wonderful views over countryside. Superb walks from the door. Kirkbymoorside 7 miles. (Ref. 27834)

  • Pets go free
  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights From €389

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

Lodge 22 Moselle, a stylish lodge in East Heslerton, near Sherburn, boasts a hot tub, an open-plan layout, and proximity to North York Moors National Park. Filey 12.6 miles; Scarborough 12.8 miles; York 28 miles. (Ref. 1198869)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub


for 7 nights From €681

  • Sleeps4
  • Bedrooms3
  • Pet FriendlyYes

    3.7

    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)

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


for 7 nights From €553

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Pretty, detached, ground floor stone cottage in a small hamlet near Helmsley. Cosy, characterful accommodation for couples. WiFi. Pretty garden. Superb walking country. Helmsley 2 miles. (Ref. 917006)

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


for 7 nights From €388

  • Sleeps10
  • Bedrooms4
  • Pet FriendlyYes

    4.4

    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)

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


for 7 nights From €1439

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub


for 7 nights From €432

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.2

    Good

  • Sykes rating

Charming mid-terraced cottage, opposite steam railway in Pickering. Cosy, comfortable accommodation. Excellent area for walking, cycling and touring. Kirkbymoorside 7 miles. (Ref. 927236)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From €360

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

East Cottage is a charming first-floor apartment in East Knapton, North Yorkshire, allowing dogs andboasts lovely countryside views. Malton 7.4 miles; Scarborough 16.1 miles; York 25.7 miles. (Ref. 1183458)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Baby-friendly


for 7 nights From €439