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 128 cottages.

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    • Sykes Rating
    • 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 £351

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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)

    7 nights from £502

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsYes

    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)

    7 nights from £266

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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)

    7 nights from £287

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    • Sykes Rating
    • 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 £284

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    Delightful semi-detached holiday cottage near Pickering on working dairy farm. Spacious, comfortable, well-equipped accommodation with open fire. Pickering 2 miles. (Ref. 2885)

    7 nights from £298

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    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)

    7 nights from £259

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    • Sleeps3
    • Bedrooms1
    • PetsNo

    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)

    7 nights from £278

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

    Delightful, stone-built, end-terraced cottage in pretty Wrelton. Spacious kitchen, four poster bed, patio. Perfect base for walking and exploring. Pickering 3 miles. (Ref. 4109)

    Last booked yesterday

    7 nights from £288

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    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)

    Last booked yesterday

    7 nights from £329

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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!

*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.