Dog-Friendly Cottages in Pickering

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Your Pickering, North Yorkshire search returned 128 cottages

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A stone cottage with potted plants outside on a gravel path at Adelaides Cottage in Pickering
20
Pickering, North Yorkshire, YO18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0★

    Good

  • Sykes rating

A charming two-bedroom cottage resting in Pickering, North Yorkshire. Near North York Moors National Park. Original features. Close to amenities. Kirkbymoorside 7.2 miles; Helmsley 12.7 miles; Scarborough 18 miles; Whitby 20.8 miles. (Ref. 1111683)

  • Wi-fi
  • Dishwasher


for 7 nights £537

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A house with a garden and pathway at Rye Lodge in Wombleton
20

Holiday Park

Wombleton, North Yorkshire, YO62
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Rye Lodge, a plush lodge resting near Wombleton, North Yorkshire, with open-plan living, a freestanding bath and is near to North York Moors National Park. Kirkbymoorside 3.9 miles; Helmsley 4.3 miles; Pickering 10.8 miles. (Ref. 1191243)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

  • 25% off - Fri 21st Nov 2025 to 20th Mar 2026


for 7 nights £530

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A house with steps and windows at Isca Lodge in Wombleton
19

Holiday Park

Wombleton, North Yorkshire, YO62
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Isca Lodge is a stylish single-storey lodge near Wombleton, North Yorkshire, offering an open-plan layout and access to the North York Moors National Park. Kirkbymoorside 3.9 miles; Helmsley 4.3 miles; Pickering 10.8 miles. (Ref. 1191241)

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

  • 25% off - Fri 21st Nov 2025 to 20th Mar 2026


for 7 nights £530

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A bedroom with a bed a wall-mounted tv a small dining table with two stools a white wardrobe and a desk with a round mirror at Chalet 5 in Sherburn
17
Sherburn, North Yorkshire, YO17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2★

    Good

  • 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


for 7 nights £378

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Front view of a stone cottage with four windows and a central door at Sixpence Cottage in Pickering
51
Pickering, North Yorkshire, YO18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0★

    Good

  • Sykes rating

Sixpence Cottage is a homely cottage in the town of Pickering, North Yorkshire, boasting a woodburning stove, and dishwasher, with nearby pubs and shops. Kirkbymoorside 6.9 miles; Helmsley 12.4 miles; Scarborough 18.2 miles; Whitby 21.1 miles; York 26.2 m (Ref. 1084507)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 10% off - Mon 1st Dec to 31st Dec 2025


for 7 nights £416

Last booked yesterday
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Corner Cottage - 1143721 - photo 1
34
Thornton Dale, North York Moors & Coast, YO18
  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.6★

    Good

  • Sykes rating

Corner Cottage is a terraced cottage settled into the town of Thornton Dale, North Yorkshire. Open fire. In North York Moors National Park. Near pub. Pickering 2.5 miles; Scarborough 15.6 miles. (Ref. 1143721)

  • Washing machine


for 7 nights £362

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An outdoor patio with a table and chairs and a closed umbrella in front of a stone house with tiled roof at Brewers Cottage in Pickering
21
Pickering, North York Moors & Coast, YO18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.9★

    Good

  • 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


for 7 nights £404

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A wooden cabin with a porch surrounded by trees and grass at Chloes Lodge in Middleton Ryedale
24
Middleton, Ryedale, North Yorkshire, YO18
  • 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

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A house with windows and a garden at Hemdin Cottage in Thornton Dale
34
Thornton Dale, North York Moors National Park, YO18
  • Sleeps5
  • Bedrooms3
  • PetsYes

    1.5★

  • 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


for 7 nights £537

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A stone house with windows and a door with outdoor table and chairs on a grassy lawn surrounded by trees at Old Station Farm Amotherby Malton
42
Amotherby, Malton, North Yorkshire, YO17
  • 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

  • 10% off - Mon 1st Dec 2025 to 28th Feb 2026


for 7 nights £1755

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Exterior view of a row of brick and stone houses with windows and doors on a street at Howe End Cottage in Kirkbymoorside
21
Kirkbymoorside, North Yorkshire, YO62
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Cosy town house in heart of Kirkbymoorside. Three storeys, welcoming accommodation. Convenient location, good base for moors, coast, York and more. (Ref. 17787)

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


for 7 nights £653

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A bedroom with a gray upholstered bed a white wardrobe a small kitchen area with cabinets a wooden table and stools and framed animal prints on the wall at Chalet 3 in Sherburn
18
Sherburn, North Yorkshire, YO17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.2★

  • 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


for 7 nights £350

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An outdoor deck with a round glass table and wicker chairs a hanging wicker chair a barbecue grill and trees in the background at Keldy White Willow Premium Keldy Forest
18

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • 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


for 7 nights £1380

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A wooden cabin with a metal roof surrounded by trees and grass at Keldy Classic Golden Oak in Keldy Forest
17

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • 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


for 7 nights £1020

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A wooden cabin with a green roof surrounded by trees and grass at Keldy Classic Golden Oak in Keldy Forest
17

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • 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


for 7 nights £885

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An outdoor hot tub on a wooden deck outside a cabin with glass doors showing a sitting area at Keldy Golden Oak in Keldy Forest
19

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • 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


for 7 nights £1705

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A wooden deck with table and four chairs and a hot tub next to a cabin at Keldy Classic Silver Birch wheelchair accessible cabin in Keldy Forest
19

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • Sleeps4
  • Bedrooms2
  • PetsYes

Get closer to nature in Forest Holidays' Classic Silver Birch wheelchair accessible cabin: one of 67 cabins nestled in the woodland at Keldy. (Ref. 1146655)

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


for 7 nights £732

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Two wooden cabins near a tree line with a grassy field and a path at Keldy Classic Silver Birch Keldy Forest
20

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • 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


for 7 nights £732

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An outdoor wooden deck with a hot tub a round glass table a wicker swing chair and a barbecue grill in a forest setting at Keldy Golden Oak Hideaway in Keldy Forest
22

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • 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


for 7 nights £1150

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Two wooden cabins near a forest and grassy field at Keldy Classic Silver Birch in Keldy Forest
20

Holiday Park

Keldy Forest, North York Moors National Park, YO18
  • 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


for 7 nights £960

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