24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Holiday Cottages Pickering

REFINE SEARCH

Your Pickering, North Yorkshire search returned 184 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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

7 nights from £481

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Charming stone grade II listed cottage in pretty village of Cropton. Original beams and two woodburning stoves. Comfortable, traditional accommodation. Excellent walking area. Pickering 4 miles. (Ref. 12165)

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

7 nights from £844

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This beautifully appointed, semi-detached cottage rests in Marton near Kirkbymoorside, North Yorkshire. Ground-floor living. Off-road parking. Smart TV. Pet-free. Pickering 4.8 miles; Helmsley 9.1 miles; York 25.6 miles. (Ref. 1102616)

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

7 nights from £435

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

Midsummer Cottage, a delightful holiday cottage resting in Marishes near Thornton Dale, North Yorkshire. Single-storey. Open-plan. Enclosed garden. Pickering 5.1 miles; Helmsley 17.9 miles; Scarborough 18.1 miles. (Ref. 1156276)

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

7 nights from £356

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This unique, single-storey, former ticket office rests in Allerston, North Yorkshire. Off-road parking. Woodburning stove. Wonderful views. Train carriages on-site. En-suite bedrooms. Pickering 6 miles; Scarborough 12.7 miles Helmsley 18.6 miles. (Ref. 1101295)

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

7 nights from £908

Last booked 2 days ago
See more details
  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This semi-detached period property enjoys a central position in Pickering, North Yorkshire. Beneath North York Moors. Woodburning stove. Super-king-size bed. Kirbymoorside 7.5 miles; Helmsley 13 miles; Scarborough 17.9 miles. (Ref. 1011092)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £740

  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An opulent three-bedroom property resting in Thornton Dale, North Yorkshire. Garden. Off-road parking. Close to North York Moors National Park. North Riding Forest Park 5.7 miles; Scarborough 15.5 miles; The Bay Beach 23.3 miles. (Ref. 1132285)

  • Wi-fi
  • Off-road parking

7 nights from £555

Last booked 2 days ago
See more details
  • 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

7 nights from £309

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A pretty, two-bedroom cottage based in Ebberston, North Yorkshire. Open fire. Off-road parking. Character. Pickering 6.8 miles; Helmsley 19.4 miles. (Ref. 1128844)

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

7 nights from £439

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

Charming, stone, period cottage in pretty village of Hutton-le-Hole. Open fire, cosy, comfortable accommodation. Private rear garden, lovely views over village green. Walkers' delight. Kirkbymoorside 3.5 miles. (Ref. 22745)

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

7 nights from £442

  • Sleeps5
  • Bedrooms2
  • PetsYes

    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)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £392

  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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

7 nights from £480

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Stylish beautifully renovated converted chapel. Character features throughout. Original stained glass windows and original church pew. Woodburner. Mezzanine landing. Two bedrooms. Excellent area for moors and coast. York 18 miles. (Ref. 957374)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £1013

  • 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
  • Washing machine
  • Baby-friendly

7 nights from £369

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • 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)

  • Wi-fi
  • Off-road parking
  • Baby-friendly
  • Games room

7 nights from £675

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Superb sem-detached character cottage in small village of Ebberston, between Scarborough and Pickering. Woodburner, open fire, spacious open plan kitchen. Enclosed sunny garden, off road parking for 1 car. Dog friendly. 12 miles to coast. (Ref. 1153348)

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

7 nights from £791

Last booked 2 days ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

A railway enthusiast's dream located directly opposite the steam railway station. Wi-Fi. Ideal for family with its close proximity to the North York Moors and coast. (Ref. 903429)

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

7 nights from £402

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

The Green is a detached cottage located in the village of Lastingham near Kirkbymoorside, North Yorkshire. Child-friendly. Woodburning stove. Countryside views. Kirkbymoorside 5.3 miles; Pickering 9.2 miles. (Ref. 1134717)

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

7 nights from £726

  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.5

    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

7 nights from £374

  • Sleeps2
  • Bedrooms1
  • PetsYes

    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)

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

7 nights from £308