Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 128 cottages

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The exterior of a stone cottage with a tiled roof a purple door a small outdoor table and two chairs surrounded by plants and gravel at Pheasant Cottage Low Hagg Farm near Kirkbymoorside
23
Low Hagg Farm near Kirkbymoorside, North Yorkshire, YO62
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. Beams, exposed stone work, woodburning stove. Pickering 6 miles. (Ref. 929317)

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


for 7 nights $835

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A green mobile home with multiple windows and a black railing deck on a gravel and grass lot at Lazy Dayz Lodge in East Heslerton near Malton
22
East Heslerton near Malton, North Yorkshire, YO17
  • 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


for 7 nights $625

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Exterior of a brick cottage with a tiled roof small windows flower pots and a black metal gate at Chestnut Cottage in Kirkbymoorside
14
Kirkbymoorside, North Yorkshire, YO62
  • 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


for 7 nights $438

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A stone building with white framed windows and hanging flower baskets on a street corner under a blue sky at Rorty Crankle in Thornton Dale
29
Thornton Dale, North York Moors National Park, YO18
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    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 - Tue 9th Dec to 19th Dec 2025


for 7 nights $1034

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A stone cottage with multiple windows and climbing plants on the walls at Tillers Cottage in Ebberston
29
Ebberston, North Yorkshire, YO13
  • 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 $1044

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An outdoor area with a hot tub next to a glamping pod at Bumblebee Glamping Pod in Malton
15
Thornton Dale, North Yorkshire, YO17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1★

    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 $481

Last booked yesterday
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A house with a pathway and garden at Bute Cottage in Lockton near Pickering
60
Lockton near Pickering, North York Moors National Park, YO18
  • 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 $827

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A two story stone house with three windows and a green door on a street corner at The Lodge in Snainton near Scarborough
52
Snainton near Scarborough, North Yorkshire, YO13
  • 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


for 7 nights $2666

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A stone building exterior with a green door and windows hanging flower baskets on the wall at Cherry Tree Cottage in Pickering
14
Pickering, North Yorkshire, YO18
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    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


for 7 nights $440

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Stone cottage with two windows a door and a garden table with chairs on a patio at Dairy House in Newton-upon-Rawcliffe near Pickering
14
Newton-upon-Rawcliffe near Pickering, North York Moors National Park, YO18
  • 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 $646

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A cottage exterior with a garden at Midsummer Cottage in Malton
17
Thornton Dale, North Yorkshire, YO17
  • 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 $485

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A stone cottage with two pale purple doors a gravel courtyard with metal table and chairs and plants at Partridge Cottage Low Hagg Farm near Kirkbymoorside
18
Low Hagg Farm near Kirkbymoorside, North Yorkshire, YO62
  • 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 $756

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Stone cottage with a tiled roof a pale purple door and windows with plants and flowers outside at Grouse Cottage Low Hagg Farm near Kirkbymoorside
15
Low Hagg Farm near Kirkbymoorside, North Yorkshire, YO62
  • 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 $756

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A small stone cottage with a green door and window surrounded by paved ground and a garden at Peg's Cottage in Pockley near Helmsley
16
Pockley near Helmsley, North York Moors National Park, YO62
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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)

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


for 7 nights $441

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Holly Cottage - 1069742 - photo 1
44
Helmsley, North Yorkshire, YO62
  • 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 $857

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A small cabin with brown siding and black trimmed windows and doors with a gray wooden railing in front at 20 Wolds View in East Heslerton near West Heslerton
26
East Heslerton near West Heslerton, North Yorkshire, YO17
  • 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


for 7 nights $567

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A green mobile home with a small porch and glass doors on a grassy plot with other similar units nearby
24
East Heslerton near Cayton, North Yorkshire, YO17
  • 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 $752

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A small modern house with a large glass front and outdoor seating on a deck with a hot tub on a hill at Hares Hill in Thornton Le Dale
47
Thornton-Le-Dale, North Yorkshire, YO18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A stunning two bedroom lodge nestled in Allerston, North Yorkshire. Hot tub. Woodburning stove.Off-road parking. Rural. Pickering 5.2 miles; Scarborough 16.2 miles; Helmsley 17.8 miles (Ref. 1165100)

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


for 7 nights $1361

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An outdoor area with a brick building, table and chairs at Stable Cottage in Cawton near Hovingham
19
Cawton near Hovingham, North Yorkshire, YO62
  • 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 $406

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Stone terrace house with blue door and windows with white frames at Hogwarts Cottage in Pickering
15
Pickering, North Yorkshire, YO18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1★

    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)

  • Wi-fi
  • Washing machine


for 7 nights $438

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