Holiday Cottages in Pickering

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Your Pickering, North Yorkshire search returned 200 cottages

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A stone house with a red tiled roof and three skylights surrounded by a hedge and gravel at Upstairs Downstairs Cottage in Snainton near Scarborough
32
Snainton near Scarborough, North Yorkshire, YO13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Outstanding upside down barn conversion in Snainton village. First-class accommodation with beams, oak flooring, quality furnishings. Good location for moors and coast. Scarborough 10 miles. (Ref. 13914)

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


for 7 nights £400

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A stone cottage with a tiled roof and a small garden with flowers at Croft Head Cottage in Wrelton near Pickering
8
Wrelton near Pickering, North Yorkshire, YO18
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Grade II listed, semi-detached, former coaching inn, near centre of Wrelton village. Full of character, exposed beams and woodburning stove. Pickering 3 miles. (Ref. 1844)

  • Wi-fi
  • Washing machine


for 7 nights £298

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A wooden cabin with a porch and outdoor seating area with a small table and chairs at Peep o Day in Kirkbymoorside
22
Kirkbymoorside, North Yorkshire, YO62
  • 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


for 7 nights £665

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A wooden lodge with a deck and railings surrounded by trees and bushes at Bulmer Farm Lodge in Malton
21
Malton, North Yorkshire, YO17
  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £451

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Stone house with tiled roof and hedge in front at Gateside in Newton-on-Rawcliffe near Pickering
35
Newton-on-Rawcliffe near Pickering, North York Moors National Park, YO18
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.4★

    Good

  • Sykes rating

A delightful reverse-level cottage resting in Newton-on-Rawcliffe near Pickering, North Yorkshire. In National Park. Original features. Woodburning stove. Kirkbymoorside 10.4 miles; Helmsley 15.9 miles; Whitby 18.8 miles; Scarborough 22.6 miles. (Ref. 1112517)

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


for 7 nights £383

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A stone cottage with three chimneys and a wooden fence at Lilac Cottage in Wombleton near Beadlam
26
Wombleton near Beadlam, North Yorkshire, YO62
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Lilac Cottage is a delightful cottage nestled in the village of Wombleton in North Yorkshire. Close to farm shop. Near North York Moors. Enclosed garden. Helmsley 4.2 miles; Pickering 10.1 miles; York 22.2 miles (Ref. 1126412)

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


for 7 nights £334

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The exterior of a stone and brick building with a wooden bench and potted plants next to a wooden barn at The Old Hayloft in Kirkbymoorside
28
Kirkbymoorside, North Yorkshire, YO62
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Homely barn conversion 3.5 miles from Kirkbymoorside in North Yorkshire. Reverse-level accommodation. Open-plan living. Exposed beams. En-suite. (Ref. 974773)

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


for 7 nights £412

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A living room with two leather sofas a wooden coffee table a fireplace with a fire a large TV and exposed wooden ceiling beams at York House in Thornton Dale
23
Thornton Dale, North York Moors National Park, YO18
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

York House is a beautiful, three-bedroom home resting in Thornton Dale, North Yorkshire. In North York Moors National Park. Smart TV. Close to amenities. Pickering 2.9 miles; Scarborough 15.1 miles; Helmsley 15.5 miles. (Ref. 1143729)

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


for 7 nights £570

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An exterior view of a stone cottage with a wooden door and windows with warm light at Summerfield Farm Cottage Helmsley
16
Helmsley, North Yorkshire, YO62
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming, stone-built cottage resting on the outskirts of Helmsley. Pet-friendly. WiFi. Woodburning stove. Kirkbymoorside 5.3 miles. (Ref. 1016619)

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


for 7 nights £295

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The exterior of a stone cottage with a tiled roof a purple door a small outdoor table and two chairs surrounded by plants and gravel at Pheasant Cottage Low Hagg Farm near Kirkbymoorside
23
Low Hagg Farm near Kirkbymoorside, North Yorkshire, YO62
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. Beams, exposed stone work, woodburning stove. Pickering 6 miles. (Ref. 929317)

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


for 7 nights £636

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A house with a pathway and garden at Bute Cottage in Lockton near Pickering
60
Lockton near Pickering, North York Moors National Park, YO18
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3★

    Good

  • 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


for 7 nights £629

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Exterior of a long stone building with large windows and outdoor seating at Sykes Lodge in Malton
69
Malton, North Yorkshire, YO17
  • Sleeps16
  • Bedrooms6
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

An outstanding detached property resting on the outskirts of Malton. Ground-floor accommodation. Pet-friendly. WiFi. Jacuzzi Spa. York 16.3 miles. (Ref. 1000186)

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


for 7 nights £2912

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A two story stone house with three windows and a green door on a street corner at The Lodge in Snainton near Scarborough
52
Snainton near Scarborough, North Yorkshire, YO13
  • Sleeps17
  • Bedrooms8
  • PetsYes

    4.4★

    Good

  • Sykes rating

Stunning Grade II listed period property in Snainton Village between Pickering and Scarborough. Character features, spacious rooms, high standard throughout. Private enclosed garden with cast iron furniture and bubbling hot tub. Scarborough 9 miles. (Ref. 29746)

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

  • 20% off - Fri 12th Sep to 19th Dec 2025


for 7 nights £1867

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A stone cottage with multiple windows and climbing plants on the walls at Tillers Cottage in Ebberston
29
Ebberston, North Yorkshire, YO13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • 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


for 7 nights £743

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Exterior view of a wooden lodge with a deck and garden area with flowers and a parked car at 3 Valley View Lodges Nawton near Helmsley
15
Nawton near Helmsley, North Yorkshire, YO62
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

3 Valley View Lodges is a detached, single-storey lodge resting in Nawton near Helmsley, North Yorkshire, boasting an electric fire and rural views. Kirkbymoorside 3.1 miles; Pickering 10.5; Thirsk 17 miles; York 24 miles. (Ref. 1077224)

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


for 7 nights £360

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Stone cottage with two windows a door and a garden table with chairs on a patio at Dairy House in Newton-upon-Rawcliffe near Pickering
14
Newton-upon-Rawcliffe near Pickering, North York Moors National Park, YO18
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Spacious conversion of old farm building, in unspoiled Newton-upon-Rawcliffe. Character and comfort in delightful village setting. Pickering 4 miles. Yorkshire Coast 21 miles. (Ref. 67)

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


for 7 nights £495

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A living area with a sofa and coffee table adjacent to a kitchen with white cabinets and a wooden door at Crumble's Hideaway in Kirkbymoorside
14
Kirkbymoorside, North Yorkshire, YO62
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This delightful cottage resides in Kirkbymoorside, North Yorkshire. Close to amenities. Couples’ getaway. En-suite bathroom. Smart TV. Pickering 7.7 miles; Helmsley 5.6 miles. (Ref. 963205)

  • Wi-fi


for 7 nights £374

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A stone house with white windows doors and a green lawn at Woodlands Cottage in Snainton
29
Snainton, North Yorkshire, YO13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A characterful, two-bedroom cottage resting in Snainton, North Yorkshire. Woodburning stove. Enclosed garden. Hot tub. Pickering 9.6 miles; Scarborough 11.2 miles; York 32 miles. (Ref. 1107651)

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


for 7 nights £517

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Front of a stone house with a wooden gate and fence with several potted plants on the ground at Stone Cross in Spaunton near Hutton-Le-Hole
15
Spaunton near Hutton-Le-Hole, North York Moors National Park, YO62
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Beautiful stone cottage in the North York Moors National Park, close to the village of Hutton-le-Hole. Exposed beams. Surrounded by countryside. Hutton-le-Hole 1.5 miles. (Ref. 975266)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly


for 7 nights £313

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A large beige house with a tiled roof and multiple windows on a lawn with patio furniture and a hot tub at Tuft House in Hovingham
53
Hovingham, North Yorkshire, YO62
  • Sleeps18
  • Bedrooms9
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

This delightful, detached, white stone cottage is situated on the outskirts of Hovingham, North Yorkshire. WiFi. Woodburner. Hot tub. Country views. Helmsley 8 miles; Malton 8 miles. (Ref. 960851)

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


for 7 nights £2974

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