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Holiday Cottages Pickering

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Your Pickering, North Yorkshire search returned 181 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This pretty, two-bedroom holiday home rests in Pickering, North Yorkshire. Near a National Park. Enclosed garden. Smart TV. Off-road parking. Kirkbymoorside 7.8 miles; Helmsley 13.4 miles; Scarborough 18.3 miles; Whitby 20.5 miles; York 26.3 miles. (Ref. 1017413)

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

7 nights from £498

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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

7 nights from £510

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Bay Tree Cottage is a delightful terraced cottage resting in Pickering, North Yorkshire. Near National Park. Woodburning stove. Close to shop and pub. Kirkby Misperton 4.4 miles; Malton 8.8 miles. (Ref. 1115722)

  • Wi-fi
  • Dishwasher
  • 20% off - Fri 26th Apr to 3rd May 2024

  • £114 off - Fri 3rd May to 10th May 2024

  • 20% off - Fri 31st May to 7th Jun 2024

  • £119 off - Fri 21st Jun to 28th Jun 2024

  • £134 off - Fri 28th Jun to 5th Jul 2024

  • £99 off - Fri 5th Jul to 12th Jul 2024

7 nights from £469

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes
  • 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

7 nights from £610

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Attractive character cottage, opposite steam railway in Pickering. Beams, stripped pine doors, high quality accommodation. Town centre 10 mins walk. (Ref. 24339)

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

7 nights from £502

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

Mid-terrace stone cottage in centre of Pickering, North Yorkshire. Ideal for families. Summerhouse. Woodburning stove. Kirkbymoorside 7 miles; Helmsley 13 miles. (Ref. 993421)

  • Wi-fi

7 nights from £390

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This inviting mid-terrace sits at the centre of Pickering in North Yorkshire, on the fringes of the North York Moors National Park. Three-storey. Pet-friendly. Amenities in walking distance. Malton 8.7 miles; Scarborough 18.2 miles; York 26.8 miles. (Ref. 1025071)

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

7 nights from £368

Last booked yesterday
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  • 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 £491

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4

    Good

  • Sykes rating

A stylish first floor apartment overlooking the market town of Pickering. North York Moors Railway across the road. Open plan living. Centre of Pickering. (Ref. 951135)

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

7 nights from £299

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A stone, terraced cottage resting in market town of Pickering, North Yorkshire. Open fire. WiFi. Excellent area for walking, cycling and touring. Close to coast. Kirkbymoorside 7 miles. (Ref. 1119779)

  • Wi-fi
  • Dishwasher

7 nights from £349

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A terraced cottage resting in the town of Pickering. 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 £394

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

A lovely two-bedroom cottage resting in Pickering, North Yorkshire. Romantic. Near a National Park. Close to amenities. Private garden. Kirkbymoorside 7.3 miles; Helmsley 12.8 miles; Scarborough 18.2 miles. (Ref. 1119942)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £375

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A delightful semi-detached, stone-built cottage in the popular market town of Pickering, North Yorkshire. WiFi. Gardens with furniture. Great base for walking. (Ref. 904079)

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

7 nights from £360

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A rustic style cottage set over three floors in the heart of Thornton le Dale. Woodburning stove. Ideal for families. Smart TV. Pickering 2.8 miles; Helmsley 15.4 miles. (Ref. 1092731)

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

7 nights from £731

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Beautifully presented stone cottage just outside Pickering. Cosy and characterful, beams, open fire. Off road parking, pleasant lawned rear garden. Pickering 1 mile. (Ref. 983666)

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

7 nights from £376

Last booked yesterday
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  • 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 £554

  • 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 £410

Last booked yesterday
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  • 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

7 nights from £292

Last booked yesterday
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  • 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

7 nights from £882

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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

7 nights from £340

Last booked 2 days ago
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Cottages in Pickering offer a superb location for exploring the Moors, the coast and the city of York. Pickering is an ancient market town nestled between York and Scarborough, making it ideal to explore the wealth of attractions in North Yorkshire.

Why a Pickering Cottage?

Our choice of places to stay in Pickering rest at the southern tip of the North York Moors. They also enjoy close proximity to Yorkshire's dazzling coast and a wealth of fascinating towns - a perfect holiday base. Choose from a diverse selection of holiday cottages in Pickering, from quaint stone-built bolt holes to impressive converted farmhouses. No matter your tastes or interests, the area surrounding self-catering Pickering properties is sure to impress.

Places to Visit near Pickering

A whole host of popular North Yorkshire locations rest within reach of Pickering accommodation. Spend a day exploring the magnificent coastline on your doorstep, featuring characterful seaside resorts and popular attractions. Historic sites abound in the area, with the North York Moors hosting an assortment of timeless villages. Discover railway stations that feature in famous films, examples of marvellous natural beauty and much more. Venture towards the heart of North Yorkshire to reveal a choice of elegant towns and cities lined with classy architecture. During your holiday in Pickering, you may want to visit Filey, Goathland, Kirkbymoorside, Malton, Scarborough, Thirsk, Whitby and York.

Types of Holiday

You are sure to find a North Yorkshire holiday to suit you, no matter your tastes or interests. Those seeking that well-deserved rural escape can make the most of log cabins in North Yorkshire. Find a range of dog-friendly North York Moors cottages that allow the whole family to enjoy the wonders of the Moors. If a flying visit is what you're after, consider a short breaks in North Yorkshire.