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

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

This delightful detached house is situated in Sinnington, North Yorkshire. WiFi, Pet-friendly, Off-road parking. Pickering 3 miles; Kirkbymoorside 3.5 miles. (Ref. 998951)

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


for 7 nights From £578

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

This magnificent stone-built cottage in the beautiful village of Levisham near to the amenities of Pickering. In the North York Moors National Park. Characterful. Private garden. WiFi. Electric car charge point. Pickering 7.2 miles; Scarborough 22 miles. (Ref. 1040743)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • £137 off - Fri 30th Oct to 6th Nov 2026


for 7 nights From £565

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • 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)

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


for 7 nights From £867

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Attractive Edwardian property in pretty village of Thornton-le-Dale. Open fire, WiFi, Smart TV, bike storage. Pubs and shops five minutes walk. Excellent walking, cycling area on North York Moors. Pickering 2 miles. (Ref. 938715)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights From £462

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A superb, stone-built cottage resting in the centre of Pickering. One pet welcome. WiFi. Scarborough 18.1 miles. (Ref. 1018399)

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


for 7 nights From £422

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

An attractive, mid-terrace barn conversion resting in Marton near Kirkbymoorside, North Yorkshire. Woodburning stove. Pet-friendly. Enclosed garden. Off-road parking. Pickering 4.8 miles; Helmsley 9.1 miles. (Ref. 1081033)

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


for 7 nights From £348

Last booked 5 hours ago
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  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Fabulous mid-terrace period cottage on a quiet street in Pickering. Charm and character with high quality, modern facilities. Woodburning stove. Ideal area for walking, touring and cycling. Pickering centre 5 mins walk. (Ref. 904784)

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


for 7 nights From £470

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A superb, detached lodge resting on the outskirts of Kirkbymoorside. All-ground-floor. WiFi. Pet-friendly. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011649)

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


for 7 nights From £479

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A lovely, two-bedroom cottage resting in Kirkbymoorside, North Yorkshire. Near National Park. Countryside views. Close to amenities. Contemporary. Ground-floor living. Enclosed garden. Helmsley 6.1 miles; Pickering 7.6 miles. (Ref. 1131837)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £365

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A lovely one-bedroom lodge perched near Kirkbymoorside, North Yorkshire. Pet-free. Wood fired hot tub. Near National Park. Romantic. Pickering 5.8 miles; Helmsley 7.3 miles. (Ref. 1049218)

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


for 7 nights From £642

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Delightful detached stone cottage on owner's complex in Appleton-le-Moors village. Cosy, characterful accommodation with open fire, garden room, fine views over open countryside. Wonderful walking/cycling from the door. Kirkbymoorside 3.5 miles. (Ref. 936454)

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


for 7 nights From £438

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A charming end-terrace cottage located in the village of Ebberston in Yorkshire. Open fire. Close to the coast. Exposed beams. Pickering 6 miles. Scarborough 10 miles. (Ref. 971019)

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


for 7 nights From £385

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Thompson Rig House is a cottage in Langdale End near Scarborough, North Yorkshire, boasting a woodburning stove, underfloor heating, and hot tub. Pickering 15.4 miles; Whitby 22.9 miles; York 38.7 miles. (Ref. 1164248)

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


for 7 nights From £981

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A stunning ground floor barn conversion five miles from Malton in North Yorkshire. Open-plan living. En-suites. Countryside views. Near North York Moors National Park. (Ref. 943576)

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


for 7 nights From £506

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A lovely terraced cottage in Pickering with a private enclosed garden. Pet-friendly. Woodburner. Ceiling beams. Ideal for visiting North York Moors railway located in the town. Kirkbymoorside 7 miles. (Ref. 953578)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From £458

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

This sandstone cottage rests in a quiet setting in the village of Ebberston, North Yorkshire. Lawned garden. Woodburning stove. Pet free. Pickering 6.8 miles; Scarborough 11.6 miles. (Ref. 1052393)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £389

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A wood-clad lodge resting within the town of Kirkbymoorside. All-ground-floor. Pet-friendly. WiFi. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011653)

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


for 7 nights From £440

  • Sleeps4
  • Bedrooms3
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A charming cottage situated in Lockton near Pickering, North Yorkshire. Off-road parking. Woodburning stove. Enclosed garden. Pickering 5.8 miles; Scarborough 20.3 miles. (Ref. 1105052)

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


for 7 nights From £357

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

A delightful lodge resting on the outskirts of the market town of Malton. All-ground-floor. WiFi. Open-plan living. Pickering 8.2 miles; Scarborough 24.5 miles. (Ref. 1017640)

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


for 7 nights From £480

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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. 1097488)

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


for 7 nights From £851