Holiday Cottages in Pickering

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Your Pickering, North Yorkshire search returned 194 cottages

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  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This fabulous semi-detached cottage resting in small hamlet of East Knapton, North Yorkshire. Off-road parking. Bedrooms with en-suite. Heated indoor heated swimming pool and jacuzzi. Malton 7.4 miles; Scarborough 16.1 miles; York 25.7 miles. (Ref. 1075805)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Baby-friendly

7 nights from £762

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 £384

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Detached stone built stable conversion in pretty Lastingham village. Quality ground floor accommodation, streamside patio. Ideal for York Moors & Coast. Pickering 7 miles. (Ref. 1293)

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

7 nights from £361

  • 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 £353

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

First floor apartment for couples in centre of Pickering. Cosy, compact accommodation, off road parking for one car. Overlooks main street, all amenities and steam railway 2 mins walk. Easy access to North York Moors and coast. (Ref. 943752)

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

7 nights from £300

  • 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 £305

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5

    Outstanding

  • 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 £308

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A delightful shepherds hut situated in the village of Snainton in Yorkshire. Woodburner. Open-plan accommodation. Views over the Vale of Pickering. Scarborough 10 miles; Pickering 8 miles. (Ref. 961370)

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

7 nights from £486

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This superb second-floor apartment rests in the centre of Malton, North Yorkshire. Romantic. Electric fire. Howardian Hills AONB 11.7 miles; Scarborough 23.3 miles. (Ref. 1022661)

  • Wi-fi
  • Dishwasher

7 nights from £315

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Cosy and compact studio hidden away in Malton market town. High quality finish with pull-down bed. Pretty courtyard garden. Hot tub, Smart TV, WiFi. Excellent area for walking and touring. Pickering 7 miles. (Ref. 924671)

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

7 nights from £314

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • 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 £311

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • 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 £631

Last booked yesterday
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  • 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

7 nights from £497

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A lovely one-bedroom lodge perched near Kirkbymoorside, North Yorkshire. Pet-free. Wood fired hot tub. Near National Park. Romantic. Pickering 5.8 miles; Helmsley 7.3 miles. (Ref. 1049218)

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

7 nights from £497

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A romantic, single-storey cottage resting in Beadlam, North Yorkshire. Open-plan. Beautiful views. Helmsley 2.2 miles; Pickering 10.9 miles; York 24.4 miles. (Ref. 1099725)

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

7 nights from £413

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A wonderful, semi-detached cottage settled in Stonegrave near Hovingham, North Yorkshire. Woodburning stove. Near National Park. Romantic. Helmsley 5.9 miles; Malton 10.1 miles; York 18.5 miles. (Ref. 1106690)

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

7 nights from £350

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A rustic shepherd's hut resting in a rural location in the quaint village of Langdale End, near Thornton-le Dale, North Yorkshire. Private parking. Romantic. Woodburning stove. Fire pit. Pickering 11.1 miles; Scarborough 12.5 miles; York 34.6 miles. (Ref. 1128614)

  • Off-road parking
  • Ground floor bedroom

7 nights from £356

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    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 £359

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Attractive, detached red brick traditional cottage on owner's farm, between Pickering and Thornton-le-Dale. Open fire, bike storage, views over open countryside. Good walking/cycling country. Pickering 3 miles. (Ref. 921426)

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

7 nights from £295

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    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 £376

Last booked yesterday
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Holiday cottages in Pickering offer a superb location for exploring all that the North York Moors has to offer! An ancient market town nestled between York and Scarborough, Pickering is the ideal base to explore the wealth of attractions in North Yorkshire. 

Take a look at this collection today and find the right Pickering cottage for you today! 

Why Pickering Cottages?

Staying in a holiday cottage in Pickering offers access to the stunning countryside as well as an array of nearby towns and exciting attractions.

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. 

Pickering is steeped in history, with highlights like Pickering Castle, a well-preserved Norman fortress. The town has a number of stores and independent shops along with pubs and eateries, so you have everything you could possibly need for your break away.

So, whether you're seeking outdoor adventure or just a peaceful escape, these Pickering cottages offer a fantastic base to experience it all. 

Places to Visit near Holiday Cottages in Pickering 

Staying in a holiday cottage in Pickering places you in the perfect location to explore some of North Yorkshire’s most captivating destinations. 

Close by is the North Yorkshire Moors Railway, where you can take a nostalgic steam train journey through breathtaking countryside, stop at charming villages like Goathland, famous as the setting for Heartbeat and Harry Potter’s Hogsmeade Station. 

Other family-friendly attractions close by are like Flamingo Land Resort, which combines a theme park and zoo, perfect for young families and Dalby Forest which offers miles of walking and cycling trails, as well as a Go Ape adventure course for thrill-seekers. 

Looking for more outdoor adventures from your Pickering cottage? Then you can enjoy the wild beauty of the North York Moors National Park, with fantastic landscapes and a wide range of stunning walks and trails; it is a must-visit for those looking to step back into nature.

For a coastal escape, visit the nearby town of Whitby, known for its historic abbey, picturesque harbour, and even connections to Dracula; it is certainly worth a visit. Also, look out for some fantastic fish and chip shops where you can enjoy a classic seaside meal.

With so much to see and do, holiday cottages in Pickering make for a fantastic base for discovering the best of North Yorkshire. 

Other Destinations near Holiday Cottages in Pickering:  

Filey 

Kirkbymoorside 

Malton 

Scarborough 

Thirsk 

York 

Types of North Yorkshire Holidays 


Secure your next break in the Yorkshire countryside today with a holiday cottage in Pickering! 

If you are thinking about taking your pet with you on your adventure, then see this selection of dog-friendly properties in the North York Moors. 

Looking for something different? Then why not view this collection of log cabins in North Yorkshire, glamping pods in North Yorkshire and glamping pods with hot tubs in North Yorkshire

For other options with a hot tub, browse this selection of North Yorkshire cottages with hot tubs. 

if you are looking for a quick getaway, see this selection of short breaks in North Yorkshire and last-minute cottages in North Yorkshire. Why not try a break in a holiday park too with these wonderful holiday parks in North Yorkshire.

If you still haven’t found what you’re looking for, view the full collection of holiday cottages in North Yorkshire and cottages in the North York Moors