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Holiday Cottages Pickering

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Your Pickering, North Yorkshire search returned 183 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Charming detached stone-built barn conversion in picturesque Lastingham. Quality accommodation with woodburning stove. Excellent walking, coast easily accessible. Pickering 7 miles. (Ref. 1571)

  • Wi-fi
  • Off-road parking

7 nights from £370

Last booked 8 hours ago
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  • 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

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Fabulous mid-terrace period cottage on a quiet street in Pickering. Charm and character with high quality, modern facilities. Woodburning stove. Ideal area for walking, touring and cycling. Pickering centre 5 mins walk. (Ref. 904784)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £450

  • 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

Last booked yesterday
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  • 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

  • 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 £480

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • 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
  • £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

  • £194 off - Fri 26th Jul to 2nd Aug 2024

7 nights from £478

Last booked 3 hours ago
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  • 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

    4.8

    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

Last booked 2 days ago
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  • 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

  • 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

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

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

Charming, unique stone cottage in Pickering. Character beams, Yorkshire stone flagged floors and cosy woodburner. Romantic comfortable accommodation for couples. Ideally placed for moors and and coast. (Ref. 12416)

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

7 nights from £311

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

Charming mid-terraced cottage, opposite steam railway in Pickering. Cosy, comfortable accommodation. Excellent area for walking, cycling and touring. Kirkbymoorside 7 miles. (Ref. 927236)

  • Wi-fi
  • Washing machine

7 nights from £325

Last booked 4 hours ago
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  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.8

    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 £702

  • 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

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Attractive Edwardian property in pretty village of Thornton-le-Dale. Open fire, WiFi, Smart TV, bike storage. Pubs and shops five minutes walk. Excellent walking, cycling area on North York Moors. Pickering 2 miles. (Ref. 938715)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £451

  • 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 £401

Last booked yesterday
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  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely three-bedroom terraced cottage resting in Pickering, North Yorkshire. Pet-friendly. Near a National Park. Off-road parking. Woodburning stove. Kirkbymoorside 6.7 miles; Helmsley 12.2 miles; Scarborough 18.4 miles. (Ref. 1102719)

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

7 nights from £412

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A traditional, detached, countryside cottage located in the North York Moors National Park. Pet-friendly. Woodburning stove. Enclosed garden. Scarborough 21.9 miles. (Ref. 1001669)

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

7 nights from £483

Last booked 2 days ago
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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

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.