Pickering Cottages

All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

Your search returned 125 cottages.

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsNo

    Pretty stone-built cottage in heart of Rosedale Abbey village in North York Moors National Park. Spacious open plan living area, well-equipped kitchen, tastefully furnished. WiFi. Superb walking and touring area. Kirbymoorside 7 miles. (Ref. 936971)

    7 nights from £154 per person

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    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)

    Last booked 5 hours ago

    7 nights from £131 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Pretty, detached, ground floor stone cottage in a small hamlet near Helmsley. Cosy, characterful accommodation for couples. WiFi. Pretty garden. Superb walking country. Helmsley 2 miles. (Ref. 917006)

    7 nights from £139 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Delightful, stone built cottage in Cropton village in North York Moors. Cosy, comfortable accommodation for couples. Woodburning stove. Surrounded by stunning scenery. Ideal walking country. Pickering 4 miles. (Ref. 10354)

    7 nights from £147 per person

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    • Sleeps2
    • Bedrooms2
    • PetsYes

    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)

    • 10% off - Mon 8th Jan to 31st Jan 2018

    • 10% off - Thu 1st Feb to 28th Feb 2018

    • 10% off - Thu 1st Nov to 30th Nov 2018

    7 nights from £132 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Charming and characterful cosy stone cottage for couples, in Slingsby village near Malton. Flagged floors, woodburner, beams, off road parking. High standard throughout. Excellent walking, cycling and touring area. Short drive to York. (Ref. 934754)

    7 nights from £147 per person

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    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)

    Last booked yesterday

    7 nights from £121 per person

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    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)

    7 nights from £149 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A delightful, stone-built, detached cottage, five minutes' from the centre of pretty Pickering. 200-year old cottage with characterful beams and wooden floors. Pet-friendly. Enclosed garden. Kirkbymoorside 7 miles. (Ref. 936541)

    7 nights from £75 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    The Old Pipe House is a beautiful Georgian townhouse within a short stroll of Malton's town centre. Comfortably sleeping four with spacious living. Easy access to York, the coast and the North York Moors. York 18 miles. (Ref. 938055)

    Last booked within the last 2 days

    7 nights from £94 per person

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    • Sleeps3
    • Bedrooms1
    • PetsYes

    Charming first floor hayloft conversion in picturesque village of Newton-upon-Rawcliffe. Character features with modern open plan living. Pickering 4 miles. (Ref. 2052)

    Last booked yesterday

    7 nights from £94 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Delightful detached stone cottage on owner's complex in Appleton-le-Moors village. Cosy, characterful accommodation with open fire, garden room, fine views over open countryside. Wonderful walking/cycling from the door. Kirkbymoorside 3.5 miles. (Ref. 936454)

    Last booked yesterday

    7 nights from £82 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Traditional red brick cottage, adjoining owner's property, within reach of Thornton-le-Dale. Spacious farmhouse-style kitchen, views over open countryside. Good cycling, walking and touring area. Thornton-le-Dale 6 miles. (Ref. 933166)

    7 nights from £72 per person

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    Striking, detached stone period property on the edge of the market town of Pickering. Character beams, spacious rooms, quality furnishings. Woodburner. WiFi. Enclosed rear garden. Excellent walking, cycling, touring area. (Ref. 919140)

    Last booked within the last 2 days

    7 nights from £69 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Charming stone grade II listed cottage in pretty village of Cropton. Original beams and two woodburning stoves. Comfortable, traditional accommodation. Excellent walking area. Pickering 4 miles. (Ref. 12165)

    Last booked yesterday

    7 nights from £88 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    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)

    Last booked yesterday

    7 nights from £67 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

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

    Last booked 8 hours ago

    7 nights from £70 per person

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    Spacious, detached period property on edge of Brompton-by-Sawdon village. Open fire, beams, feature fireplace. Stunning views over the Vale of Pickering. Excellent base for walking and touring. Scarborough 8 miles. (Ref. 923974)

    7 nights from £64 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A lovely stone cottage in the peaceful village of Allerston. Modern kitchen, two pretty en-suite bedrooms. Good walking, touring country. Pickering 4 miles. (Ref. 27177)

    Last booked yesterday

    7 nights from £69 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

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

    Last booked 8 hours ago

    7 nights from £70 per person

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    Delightful, detached stone barn conversion on edge of Nawton village. 'Upside down' accommodation, character beams. Excellent walking. Helmsley and Kirkbymoorside 4 miles. (Ref. 2688)

    Last booked within the last 2 days

    7 nights from £119 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Cosy, stone, terraced cottage close to castle in market town of Pickering. Open fire. WiFi. Pleasant enclosed rear garden. Excellent area for walking, cycling and touring. Easy access to coast. All amenities 10 mins walk. Kirkbymoorside 7 miles. (Ref. 954083)

    7 nights from £67 per person

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    • Sleeps8
    • Bedrooms3
    • PetsYes

    Fabulous spacious wing of a former farmstead in a small hamlet near Malton. Light, airy rooms, all en-suite bedrooms, conservatory. Shared indoor heated swimming pool and Jacuzzi. Easy access to coast and pretty market towns. Malton 7 miles. (Ref. 27405)

    Last booked yesterday

    7 nights from £66 per person

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    • Sleeps17
    • Bedrooms8
    • PetsYes

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

    Last booked yesterday

    7 nights from £82 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Charming, stone terraced cottage in Pickering. Beamed ceilings, spacious sitting room, rear lawned garden. Close to castle, fishing, steam railway, walking and cycling. Kirkbymoorside 7 miles. (Ref. 929272)

    7 nights from £68 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Comfortable first floor apartment situated within the owner's property. In small hamlet of East Knapton with large, heated indoor swimming pool with Jacuzzi. Easy to access to coast, Moors and Wolds. Malton 6 miles. (Ref. 27419)

    Last booked within the last 2 days

    7 nights from £67 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsNo

    Charming stone barn conversion in pretty Ebberston village, near Pickering. Open fire, extensive communal grounds, indoor swimming pool and games room. Scarborough 9 miles. (Ref. 13727)

    7 nights from £84 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Detached bungalow close to centre of Pickering. Modern kitchen and bathroom. Comfortable and tasteful accommodation. All amenities within 10 mins walk. Ideal base for walking, cycling and touring. (Ref. 916589)

    Last booked yesterday

    7 nights from £76 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Exceedingly pretty, detached, stone cottage, a short walk from centre of Kirkbymoorside. Beamed ceilings, open fire. National Park and Heritage Coast within easy driving distance. Pickering 6 miles. (Ref. 1785)

    Last booked yesterday

    7 nights from £81 per person

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    • Sleeps5
    • Bedrooms3
    • PetsYes

    Spacious and comfortable semi-detached cottage in quiet village of Nawton, on edge of North York Moors. Private rear garden with pleasant aspect. Bike storage. Excellent walking, cycling area. Kirkbymoorside 3 miles. (Ref. 924810)

    7 nights from £64 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Cosy, stone-built semi-detached cottage in pretty Hovingham. Open fire, sunny garden. Tastefully furnished and decorated. Very comfortable. Malton 8 miles. (Ref. 2661)

    7 nights from £68 per person

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    • Sleeps5
    • Bedrooms3
    • PetsNo

    The cottage is perfect for enjoying the beautiful surrounding countryside of the North York Moors National Park, with easy access to the east coast resorts of Whitby, Scarborough and Filey. Enclosed garden. WiFi. York 18 miles. (Ref. 938806)

    7 nights from £73 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsYes

    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)

    7 nights from £70 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Charming open plan cottage, converted stable, in heart of pretty Levisham. Use of walled garden. Pets welcome. WiFi. Easy access to Moors & Coast. Pickering 6 miles, Whitby 17 miles. (Ref. 1136)

    7 nights from £130 per person

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    • Sleeps7
    • Bedrooms4
    • PetsNo

    Superb detached property on edge of pretty market town of Pickering. Spacious, open plan living area, en-suite bedroom. Family-friendly accommodation. Short walk to all amenities, easy access to moors and coast. Whitby 20 miles. (Ref. 25121)

    • 10% off - Sat 10th Feb to 17th Feb 2018

    7 nights from £82 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Charming semi-detached stone cottage in a peaceful location in the North York Moors National Park, 1.5 miles from Brompton-by-Sawdon. Woodburner, WiFi, off road parking, enclosed front garden. Tastefully furnished to high standard. Scarborough 10 miles. (Ref. 933359)

    Last booked yesterday

    7 nights from £78 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsYes

    Cosy, stone- terraced cottage close to castle in Pickering market town. Open plan living, woodburning stove, WiFi. Excellent area for walking, cycling and touring. Easy access to coast. All amenities 5 mins walk. (Ref. 921306)

    7 nights from £58 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsNo

    Unique Grade II listed Old School House above shop overlooking village green in Hutton-le-Hole. First floor apartment with character window and enclosed rear courtyard. Modern open plan living. Helmsley 9 miles. (Ref. 932240)

    Last booked within the last 2 days

    7 nights from £60 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A lovely, semi-detached, stone built Ebberston cottage. One of a cluster of five, it shares an indoor heated swimming pool and games room. Pickering 6 miles. (Ref. 3909)

    7 nights from £91 per person

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    • Sleeps5
    • Bedrooms3
    • PetsYes

    Lovely semi-detached stone cottage in central Pickering. Oak flooring, comfortable family accommodation. Ideal location for moors and coast. Scarborough 18 miles. (Ref. 936135)

    7 nights from £74 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Welcoming, single-storey cottage near Rosedale Abbey. Flexible sleeping arrangements, woodburner, superb views. Great touring base. Kirkbymoorside 5 miles. (Ref. 8636)

    7 nights from £82 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    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)

    7 nights from £81 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Superb single-storey barn conversion in courtyard setting. High quality furnishings, spacious sitting room, romantic pretty double bedroom. Ideal for coast and exploring North York Moors. Scarborough 7 miles. (Ref. 911892)

    7 nights from £159 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Cosy character cottage in wonderful rural position. All ground floor with disability rating. Views over open countryside. Kirkbymoorside 1.5 miles; Pickering 6 miles. (Ref. 929318)

    Last booked yesterday

    7 nights from £78 per person

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    Charming stone cottage in Lastingham. Open fire, roll-top bath, countryside views. Quality accommodation. Excellent walking and touring base. Kirkbymoorside 7 miles. (Ref. 18645)

    Last booked yesterday

    7 nights from £62 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A delightful semi-detached cosy cottage, full of character, stone-flagged floor, wooden beams, woodburner, enclosed patio. Ideal for touring North York Moors National Park. Helmsley 3 miles. (Ref. 954791)

    Last booked within the last 2 days

    7 nights from £73 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms2
    • PetsYes

    A cosy semi-detached cottage situated in the village of Kirkbymoorside in Yorkshire. Pet friendly. Enclosed courtyard. Woodburner. Cosy layout. Pickering 6 miles; Helmsley 5 miles. (Ref. 963136)

    Last booked 5 hours ago

    7 nights from £60 per person

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    • Sleeps6
    • Bedrooms3
    • PetsYes

    A railway enthusiast's dream located directly opposite the steam railway station. Ideal for family with its close proximity to the North York Moors and coast. (Ref. 903429)

    • 20% off - Mon 8th Jan to 31st Jan 2018

    • 10% off - Thu 1st Nov to 30th Nov 2018

    • 10% off - Thu 1st Feb to 28th Feb 2018

    7 nights from £52 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms2
    • PetsYes

    Charming and characterful stone cottage in small village near Malton. Woodburner, modern kitchen and bathroom, cosy sitting room. Pleasant, rural outlook. WiFi, Blu-ray. Ideal walking, cycling, touring. Malton 5 miles. (Ref. 906435)

    7 nights from £60 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    One of our Grade II Yorkshire cottages, a charming cottage with second floor lounge on edge of pretty Kirkbymoorside. Pickering 6 miles. (Ref. 3588)

    Last booked 5 hours ago

    7 nights from £132 per person

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All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to £25 deposit offer terms & conditions for further information.

Just show me Pickering Cottages

Discover the Moors, the coast and the city of York. This ancient market town lies midway between York and Scarborough, making it a great base to explore North Yorkshire and its many attractions. And everything you could wish for is just a short drive from our Pickering holiday cottages.

Dominating the skyline is the soaring spire of St. Peter and St. Paul's, a splendid church of Norman origin decorated with an extraordinary collection of medieval murals. Built by William the Conqueror, Pickering Castle is a classic example of a 12th Century motte-and-bailey castle, while the Beck Isle Museum of Rural Life showcases an extensive display of Victorian artefacts.

Ready for a spot of shopping? There's an excellent choice of shops to browse, from everyday provisions to galleries and gift shops, along with a popular street market on Mondays.

Spectacular countryside is all around, so get out and explore! Follow the nature trail at Bridestones Moor, a nature reserve where curious rocks punctuate the landscape. Or hop aboard the North Yorkshire Moors Steam Railway, which starts in Pickering and provides access to numerous walking and cycling trails.

What else? Learn something new like the art of angling at Pickering Trout Lake, or go off-roading in 4x4s. Look out for filming locations used in 'Harry Potter and the Philosopher's Stone'. 'Go Ape' at Dalby Forest. Other attractions within easy reach include the Ryedale Folk Museum, Flamingo Land, Castle Howard and Eden Camp.

After a day's adventure, sample Pickering's inviting restaurants and cosy pubs, or grab a take-away and relax in your Pickering holiday cottage.