Holiday Cottages in Pickering

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Your Pickering, North Yorkshire search returned 195 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A fabulous, single-storey lodge resting in East Heslerton near West Heslerton, North Yorkshire. Close to amenities. Near National Park. Contemporary. Ground-floor living. Malton 10.7 miles; Low Dalby 11.8 miles; Pickering 11.9 miles. (Ref. 1126092)

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

7 nights from £468

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Brewers Cottage is a delightful cottage with a toasty woodburning stove and accepting pets, resting in the village of Cropton in North Yorkshire. Aislaby 2.5 miles; Pickering 5 miles; York 30.6 miles. (Ref. 1162947)

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

7 nights from £444

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A charming semi-detached stone cottage, resting in Rosedale Abbey, within the North York Moors National Park. Woodburning stove. Off-road parking. Kirkbymoorside 7.2 miles; Pickering 11.6 miles; 17.6 miles. (Ref. 1034768)

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

7 nights from £525

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

  • Sykes rating

An attractive, single-storey, studio-style chalet resting in East Heslerton near Sherburn, North Yorkshire. Hot tub. Allocated parking. Decking with furniture. Pet-free. Smart TV. Filey 12.6 miles; Scarborough 12.8 miles; York 38.1 miles. (Ref. 1093029)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • 5% off - Tue 8th Apr to 31st May 2025

7 nights from £366

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A welcoming, detached lodge resting in Cropton near Middleton, North Yorkshire. Ground-floor living. Pet-friendly. Off-road parking. Aislaby 2.8 miles; Pickering 5.2 miles; York 30.6 miles. (Ref. 1003270)

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

7 nights from £571

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A pretty cottage nestled in the picturesque village of Rosedale, North Yorkshire. Woodburning stove. Garden. Dishwasher. Kirkbymoorside 7.9 miles; Pickering 10.3 miles. (Ref. 1102061)

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

7 nights from £595

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

Fox Retreat, a delightful holiday bungalow nestled just outside Sherburn, North Yorkshire. Single-storey. Hot tub. Enclosed garden. Private parking. Filey 12.1 miles; Scarborough 12.3 miles; York 28.5 miles. (Ref. 1153179)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from £669

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Plot 43 is a stylish, single-storey lodge in East Heslerton near Cayton, North Yorkshire. Near National Park. Pet-friendly. Hot tub. Family-friendly. Malton 11.1 miles; Scarborough 12.3 miles; York 28.4 miles. (Ref. 1146494)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Baby-friendly
  • 10% off - Wed 1st Jan to 31st Dec 2025

7 nights from £570

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    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

7 nights from £502

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3

    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 £407

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming single-storey cottage resting in the pretty village of Lastingham, North Yorkshire. Barbecue. In North York Moors National Park. Countryside views. Single-storey. Kirbymoorside 5 miles; Pickering 4.9 miles; York 31.5 miles (Ref. 14454)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Baby-friendly

7 nights from £331

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A quaint, one-bedroom, semi-detached cottage nestled in Malton, North Yorkshire. Pet-friendly. Off-road parking. Hot tub. Romantic. Close to amenities. York 17.7 miles; Scarborough 23 miles. (Ref. 1103901)

  • Wi-fi
  • Hot Tub
  • Washing machine

7 nights from £493

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • 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)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from £565

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1

    Good

  • Sykes rating

This compact, single-storey, studio-style chalet rests in East Heslerton near Sherburn, North Yorkshire. Allocated parking. Hot tub. Pet-free. Smart TV. Decking with furniture. Filey 12.6 miles; Scarborough 12.8 miles; York 38.1 miles. (Ref. 1094318)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • 5% off - Tue 8th Apr to 31st May 2025

7 nights from £366

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Good

  • Sykes rating

A snug ground-floor cottage tucked away in the quiet village of Harome near Beadlam in North Yorkshire. Electric fire. Romantic retreat. Helmsley 2.7 miles; Pickering 12.3 miles; York 22.5 miles. (Ref. 1069744)

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

7 nights from £608

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.9

    Good

  • Sykes rating

A sympathetically-converted, two-bedroom barn resting in Thornton-Le-Dale, North Yorkshire. In National Park. Original features. Close to amenities. Family-friendly. Ground-floor living. Pickering 3 miles; Scarborough 15.1 miles; York 26.2 miles. (Ref. 1126664)

  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £460

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

The Old Chapel is a wonderful house in the town of Brompton-By-Sawdon, West Yorkshire, boasting an open-plan living space, a hot tub, and a barbecue. Scarborough 8.5 miles; Pickering 9.7 miles. (Ref. 1172170)

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

7 nights from £552

  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.7

    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)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Mon 31st Mar to 30th Jun 2025

7 nights from £1755

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Tourist Board rating

Delightful, end-terrace stone cottage on edge of Pickering town centre. Character beams, woodburner, stripped wooden floors, enclosed sheltered courtyard. Excellent base for moors, coast and visiting the city of York. (Ref. 12415)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £382

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Good

  • Sykes rating

This lovely, single-storey, studio-style chalet rests in East Heslerton near Sherburn, North Yorkshire. Pet-free. Smart TV. Hot tub. Allocated parking. Decking with furniture. Filey 12.6 miles; Scarborough 12.8 miles; York 38.1 miles. (Ref. 1094317)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • 5% off - Tue 8th Apr to 31st May 2025

7 nights from £366