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Holiday Cottages Pickering

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Your Pickering, North Yorkshire search returned 180 cottages

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  • 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

    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

  • 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

  • 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 £342

  • 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

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • 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
  • 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

  • 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

Last booked yesterday
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  • 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
  • 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

  • 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

  • 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

Last booked 2 days ago
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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 picturesque semi-detached cottage in the popular village of Thornton Dale in North Yorkshire. Pickering 3 miles. Scarborough 16 miles. (Ref. 1005042)

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

7 nights from £346

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This delightful detached house is situated in Sinnington, North Yorkshire. WiFi, Pet-friendly, Off-road parking. Pickering 3 miles; Kirkbymoorside 3.5 miles. (Ref. 998951)

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

7 nights from £618

Last booked 2 days ago
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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
  • 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

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A stunning, two-bedroom cottage resting in Thornton-le-Dale, North Yorkshire. In the North York Moors National Park. Private Garden. Off-road parking. Pickering 2.6 miles; Scarborough 15.5 miles; York 26.6 miles. (Ref. 1097167)

  • Wi-fi
  • Off-road parking

7 nights from £453

Last booked 2 days ago
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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

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.