Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 117 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This enchanting holiday home rests in Allerston near to the amenities of Thornton-Le-Dale, North Yorkshire. Electric fire. Pet-friendly. WiFi. Near to the North York Moor National Park. Thornton-le-Dale 3.1 miles; Scarborough 13.3 miles. (Ref. 1053249)

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


for 7 nights £358

Last booked yesterday
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  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Detached Yorkshire cottage in pretty village of Allerston. Character beams, woodburner, spacious kitchen, well equipped and comfortable. Excellent area for cycling and walking. Pickering 4 miles. (Ref. 3878)

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


for 7 nights £745

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Beth's Cottage, a splendid holiday cottage resting just outside Sherburn, North Yorkshire. Open-plan living space. Single-storey. Enclosed garden. Filey 15.2 miles; Scarborough 15.4 miles; York 25.6 miles. (Ref. 1148578)

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


for 7 nights £662

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A stunning, two-bedroom lodge resting in Allerston near Thornton Dale, North Yorkshire. Hot tub. Woodburning stove. Open-plan. Pickering 5.2 miles; Scarborough 16.2 miles; Helmsley 17.8 miles. (Ref. 1097485)

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


for 7 nights £869

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Spacious conversion of old farm building, in unspoiled Newton-upon-Rawcliffe. Character and comfort in delightful village setting. Pickering 4 miles. Yorkshire Coast 21 miles. (Ref. 67)

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


for 7 nights £521

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful stone bungalow located in the village of Gillamoor, North Yorkshire. Open-plan. Woodburner. Open countryside views. Kirkbymoorside 2.7 miles; Pickering 11 miles. (Ref. 984261)

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


for 7 nights £478

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A pretty, two-bedroom cottage based in Ebberston, North Yorkshire. Open fire. Off-road parking. Character. Pickering 6.8 miles; Helmsley 19.4 miles. (Ref. 1128844)

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


for 7 nights £451

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A superb, contemporary lodge resting in Allerton, North Yorkshire. Hot tub. Dog-friendly. Near a National Park. Open-plan. Woodburning stove. Pickering 5.1 miles; Scarborough 12.9 miles; York 28.5 miles. (Ref. 1123918)

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


for 7 nights £877

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Cosy, ground floor cottage placed near the North Yorkshire town of Kirkbymoorside. Open-plan living. Exposed wooden beams. En-suites. Near North York Moors National Park. (Ref. 974388)

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


for 7 nights £416

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Low Grounds Cottage, a wonderful holiday bungalow resting just outside Harome, North Yorkshire. Woodburning stove. Rural location. Private driveway. Kirkbymoorside 6 miles; Pickering 13.1 miles; Thirsk 17.7 miles; York 23.7 miles. (Ref. 1153174)

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


for 7 nights £535

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A lovely three-bedroom terraced cottage resting in Pickering, North Yorkshire. Pet-friendly. Near a National Park. Off-road parking. Woodburning stove. Kirkbymoorside 6.7 miles; Helmsley 12.2 miles; Scarborough 18.4 miles. (Ref. 1102719)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 24th Jul to 31st Jul 2026

  • 10% off - Fri 31st Jul to 7th Aug 2026

  • 10% off - Fri 7th Aug to 14th Aug 2026


for 7 nights £392

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Nell's Cottage is a wonderful, single-storey cottage nestled in rural East Knapton, near Rillington, North Yorkshire. Pet-friendly. Open-plan. Romantic. Malton 8 miles; North York Moors National Park 13.2 miles; York 25.6 miles; Scarborough 15.4 miles. (Ref. 1148580)

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


for 7 nights £491

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    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
  • 10% off - Sun 19th Apr to 1st May 2026

  • 10% off - Mon 4th May to 22nd May 2026


for 7 nights £785

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Lovely cottage resting in the heart of Snainton. Open-plan. Woodburning stove. Scarborough 10 miles. (Ref. 1033567)

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


for 7 nights £496

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This quaint, single-storey barn conversion rests in Scagglethorpe, North Yorkshire. Pet-friendly. Off-road parking. Woodburning stove. Garden with furniture. Malton 4.3 miles; Scarborough 18.9 miles; York 22.5 miles. (Ref. 981428)

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


for 7 nights £312

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A Stones Throw is a gorgeous cottage resting in the village of Sawdon near East Ayton in North Yorkshire, boasting a woodburning stove and welcoming a pet. Scarborough 10 miles; North York Moors National Park 13.2 miles; Flamborough 24.3 miles. (Ref. 1154362)

  • Wi-fi
  • Off-road parking


for 7 nights £402

Last booked yesterday
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  • 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 £791

  • 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 £374

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Millers Cottage is a detached bungalow resting in the hamlet of Old Malton, near Malton, North Yorkshire. Close to a shop and pub. Couple’s retreat. Malton 1 mile; Pickering 7.4 miles; North York Moors National Park 9.4 miles. (Ref. 1147474)

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


for 7 nights £363

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This charming semi-detached cottage is situated in the village of Stonegrave, in North Yorkshire. WiFi. En-suite. Woodburner. (Ref. 989054)

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


for 7 nights £501

Last booked 2 days ago
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