Holiday Cottages in Pickering

Your Pickering, North Yorkshire search returned 179 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

  • Sleeps15
  • Bedrooms6
  • Pet FriendlyYes

    4.9★

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 2nd Oct to 31st Dec 2026


for 7 nights From £1806

  • 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


for 7 nights From £1728

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Cosy Cocoon is a delightful glamping pod near Rillington, North Yorkshire, with a hot tub, communal showers, and swimming pool. Rillington 3.3 miles; North York Moors National Park 13.2 miles; Scarborough 15.5 miles. (Ref. 1202260)

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


for 7 nights From £355

Last booked yesterday
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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 £496

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 £488

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    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)

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


for 7 nights From £473

  • Sleeps3
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Detached stone barn conversion in courtyard setting on owners' farm, near Kirkbymoorside. Single-storey accommodation, with a comfortable open plan living area and pretty bedroom. Easy access to North York Moors National Park. Kirkbymoorside 2.5 miles. (Ref. 929845)

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


for 7 nights From £310

  • 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 £291

  • 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 £1230

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From £580

  • Sleeps6
  • Bedrooms4
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A grade II listed mid-terrace stone cottage set in the pleasant town of Pickering in North Yorkshire. Ramp access from the rear garden. Short distance to town centre. (Ref. 964829)

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


for 7 nights From £648

  • 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 £335

Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    3.5★

    Good

  • Sykes rating

Isca Lodge – with Decking, a neat single-storey lodge near Wombleton and North York Moors National Park, boasts a private deck and open-plan design. Kirkbymoorside 3.9 miles; Helmsley 4.3 miles; Pickering 10.8 miles. (Ref. 1191239)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £772

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Cosy and compact studio hidden away in Malton market town. High quality finish with pull-down bed. Pretty courtyard garden. Hot tub, Smart TV, WiFi. Excellent area for walking and touring. Pickering 7 miles. (Ref. 924671)

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


for 7 nights From £291

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.1★

    Good

  • 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)

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


for 7 nights From £730

Last booked 5 hours ago
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  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Low Muffles Bridge is a comfy, peaceful cottage in a dark skies area of North Yorkshire, with lovely views and trails on all sides. Whitby 20.7 miles; Scarborough 26.2 miles; York 34.2 miles. (Ref. 1176206)

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


for 7 nights From £440

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • 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 £579

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A delightful, semi-detached bungalow resting in the pretty village of Harome in North Yorkshire. Ideal for two couples. Enclosed lawned garden. Helmsley 3 miles; Pickering 11.6 miles. (Ref. 1044119)

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


for 7 nights From £496