Holiday Cottages in Pickering

REFINE SEARCH

Your Pickering, North Yorkshire search returned 201 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
  • 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

7 nights from €356

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A superb, shepherd’s hut situated on the outskirts of the market town of Helmsley. Woodburner. WiFi. Rural views. Kirkbymoorside 3.9 miles; Pickering 10.9 miles. (Ref. 986040)

  • Wi-fi
  • Ground floor bedroom

7 nights from €352

  • 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

7 nights from €985

  • 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

7 nights from €429

Last booked 8 hours ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Exceedingly pretty, detached stone cottage, a short walk from centre of Kirkbymoorside. Beamed ceilings, open fire. National Park and Heritage Coast within easy driving distance. Pickering 6 miles. (Ref. 1034138)

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

7 nights from €438

  • 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 €349

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This superb barn conversion is located on the outskirts of Langdale End, North Yorkshire. Woodburner. Studio style living. WiFi. Hot tub. Pickering 17 miles; Whitby 20 miles. (Ref. 997270)

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

7 nights from €720

Last booked yesterday
See more details
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A delightful mid-terrace cottage resting within the market town of Pickering. Woodburning fire. Fibre Optic WiFi. Pub within 0.2 miles. Scarborough 18 miles; Whitby 22 miles. (Ref. 1003948)

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

7 nights from €514

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Millers Cottage is a detached bungalow resting in the hamlet of Old Malton, near Malton, North Yorkshire. Close to a shop and pub. Couple’s retreat. Malton 1 mile; Pickering 7.4 miles; North York Moors National Park 9.4 miles. (Ref. 1147474)

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

7 nights from €453

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Low Grounds Cottage, a wonderful holiday bungalow resting just outside Harome, North Yorkshire. Woodburning stove. Rural location. Private driveway. Kirkbymoorside 6 miles; Pickering 13.1 miles; Thirsk 17.7 miles; York 23.7 miles. (Ref. 1153174)

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

7 nights from €560

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Molly's Cottage, a beautifully-decorated holiday abode in the lovely village of East Knapton near Rillington, North Yorkshire. Underfloor heating. Off-road parking. Pet-friendly. Filey 15.2 miles; Scarborough 15.4 miles; York 25.6 miles. (Ref. 1148579)

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

7 nights from €662

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

    4.9

    Outstanding

  • Sykes rating

A wonderful stone bungalow located in the village of Gillamoor, North Yorkshire. Open-plan. Woodburner. Open countryside views. Kirkbymoorside 2.7 miles; Pickering 11 miles. (Ref. 984261)

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

7 nights from €516

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Nell's Cottage is a wonderful, single-storey cottage nestled in rural East Knapton, near Rillington, North Yorkshire. Pet-friendly. Open-plan. Romantic. Malton 8 miles; North York Moors National Park 13.2 miles; York 25.6 miles; Scarborough 15.4 miles. (Ref. 1148580)

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

7 nights from €529

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Lovely cottage resting in the heart of Snainton. Open-plan. Woodburning stove. Scarborough 10 miles. (Ref. 1033567)

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

7 nights from €606

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A beautiful one-bedroom lodge resting on the outskirts of Kirkbymoorside, North Yorkshire. Off-road parking. Near a national park. Romantic. Pickering 5.8 miles; Helmsley 7.3 miles. (Ref. 1049219)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Washing machine
  • 10% off - Fri 31st Oct to 19th Dec 2025

7 nights from €712

  • 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

7 nights from €482

  • Sleeps2
  • Bedrooms1
  • PetsYes

    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)

  • Wi-fi
  • Washing machine

7 nights from €458

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A delightful, one-bedroom home resting in Sawdon near East Ayton, North Yorkshire. Near National Park. Contemporary. Romantic. Private patio. Rural views. Scarborough 10 miles; North York Moors National Park 13.1 miles; Flamborough 24.3 miles. (Ref. 1100343)

  • Wi-fi
  • Off-road parking

7 nights from €405

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming, Grade II listed cottage on the edge of pretty Kirkbymoorside, Yorkshire. Pickering 6 miles. Close to North York Moors National Park. (Ref. 985142)

  • Wi-fi
  • Washing machine

7 nights from €451

  • Sleeps3
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A charming two-bedroom cottage resting near Brompton-By-Sawdon, Scarborough. Woodburning stove. Close to amenities. Pet-friendly. Beautiful views. Scarborough 9.8 miles; Pickering 9.9 miles; York 32.3 miles. (Ref. 1108141)

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

7 nights from €445