Holiday Cottages in Pickering

Your Pickering, North Yorkshire search returned 175 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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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)

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


for 7 nights £379

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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)

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


for 7 nights £867

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A delightful, three-bedroom cottage resting in Thornton-le-Dale in North Yorkshire. Woodburning stove. In North York Moors National Park. Close to amenities. Pickering 2.8 miles; Helmsley 15.3 miles; Scarborough 16.1 miles. (Ref. 1135541)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £871

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Attractive, detached red brick traditional cottage on owner's farm, between Pickering and Thornton-le-Dale. Open fire, bike storage, views over open countryside. Good walking/cycling country. Pickering 3 miles. (Ref. 921426)

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


for 7 nights £326

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Grade II listed mid-terrace cottage resting in Pickering town centre. Woodburning stove. Pet-friendly. Kirkbymoorside 7.2 miles; Scarborough 17.9 miles. (Ref. 1033746)

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


for 7 nights £470

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £365

  • Sleeps6
  • Bedrooms3
  • PetsNo

    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
  • 10% off - Sat 30th May to 2nd Oct 2026


for 7 nights £981

  • Sleeps5
  • Bedrooms3
  • PetsYes

    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)

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


for 7 nights £490

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Beth's Cottage, a splendid holiday cottage resting just outside Sherburn, North Yorkshire. Open-plan living space. Single-storey. Enclosed garden. Filey 15.2 miles; Scarborough 15.4 miles; York 25.6 miles. (Ref. 1148578)

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


for 7 nights £662

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • 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 £642

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Delightful conversion of old cow byre in centre of Wrelton. Exposed timbers, wooden floors. Quality cottage, very high standard. Excellent walking and touring base. Pickering 3 miles. (Ref. 1577)

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


for 7 nights £287

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

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

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


for 7 nights £419

  • Sleeps4
  • Bedrooms2
  • PetsYes

    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)

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


for 7 nights £875

  • Sleeps5
  • Bedrooms3
  • PetsYes

    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)

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


for 7 nights £479

  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £389

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A lovely three-bedroom terraced cottage resting in Pickering, North Yorkshire. Pet-friendly. Near a National Park. Off-road parking. Woodburning stove. Kirkbymoorside 6.7 miles; Helmsley 12.2 miles; Scarborough 18.4 miles. (Ref. 1102719)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 24th Jul to 31st Jul 2026


for 7 nights £392

  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £499

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely, stone cottage in the peaceful village of Allerston. Ideal for families. Good walking base. WiFi. Pickering 5.6 miles; Malton 11.6 miles. (Ref. 1068228)

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


for 7 nights £392

  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £385