Dog-Friendly Cottages in Pickering

Your Pickering, North Yorkshire search returned 121 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

    5.0★

    Perfect

  • Sykes rating

Beautiful stone cottage in the North York Moors National Park, close to the village of Hutton-le-Hole. Exposed beams. Surrounded by countryside. Hutton-le-Hole 1.5 miles. (Ref. 975266)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly


for 7 nights From €370

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A delightful, one-bedroom home resting in Sawdon near East Ayton, North Yorkshire. Near National Park. Contemporary. Romantic. Private patio. Rural views. Scarborough 10 miles; North York Moors National Park 13.1 miles; Flamborough 24.3 miles. (Ref. 1100343)

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


for 7 nights From €439

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    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)

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


for 7 nights From €1014

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.4★

    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)

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


for 7 nights From €755

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

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

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


for 7 nights From €604

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    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)

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


for 7 nights From €367

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A characterful barn conversion resting on a working farm near the town of Kirkbymoorside. TV with Freeview. Countryside views. Near North York Moors National Park. Dog-friendly. (Ref. 974385)

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


for 7 nights From €371

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From €437

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

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


for 7 nights From €451

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.4★

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • 5% off - Fri 23rd Oct to 22nd Dec 2026


for 7 nights From €511

Last booked 3 hours ago
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    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)

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


for 7 nights From €371

  • Sleeps4
  • Bedrooms1
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Starlight Sanctuary is a romantic glamping pod near Rillington, North Yorkshire, with a hot tub, swimming pool, and close by National Park. Rillington 3.3 miles; North York Moors National Park 13.2 miles; Scarborough 15.5 miles. (Ref. 1202267)

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


for 7 nights From €471

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Converted barn on a working farm, 3.5 miles from Kirkbymoorside in North Yorkshire. All ground floor. Open-plan. Exposed beams. Countryside views. (Ref. 974387)

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


for 7 nights From €412

  • Sleeps16
  • Bedrooms6
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

An outstanding detached property resting on the outskirts of Malton. Ground-floor accommodation. Pet-friendly. WiFi. Jacuzzi Spa. York 16.3 miles. (Ref. 1000186)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • €138 off - Fri 9th Oct to 16th Oct 2026

  • €351 off - Fri 16th Oct to 23rd Oct 2026


for 7 nights From €3533

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.7★

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 30th Oct to 13th Nov 2026


for 7 nights From €908

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A single-storey lodge resting on The Snooty Fox holiday park in East Heslerton, near West Heslerton in North Yorkshire. Pet-friendly. Hot tub. Beautiful views. On-site facilities. Malton 10.6 miles; Low Dalby 11.9 miles; Pickering 11.9 miles. (Ref. 1107405)

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


for 7 nights From €571

  • Sleeps3
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Natures Nest is a simply wonderful romantic pod resting near the village of Rillington, North Yorkshire, with a hot tub, and close to a National Park. Rillington 3.3 miles; North York Moors National Park 13.2 miles; Scarborough 15.5 miles. (Ref. 1202264)

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


for 7 nights From €453

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Detached modern bungalow, set amidst open farmland near pretty market town of Malton. Comfortable and traditional with cosy woodburning stove. Off road parking, bike storage. Excellent area for moors and coast. Malton 3.5 miles. (Ref. 931402)

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


for 7 nights From €586