Helmsley Cottages

Your search returned 80 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)

    Last booked yesterday

    7 nights from £307

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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)

    Last booked within the last 2 days

    7 nights from £294

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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 £278

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    • Sykes Rating
    • 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 £294

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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 £298

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

    Cosy stone barn conversion in rural countryside between Helmsley and Stokesley. All ground floor, open plan living, one double bedroom. WiFi. Pet-friendly. Superb walking, cycling and touring area. Helmsley 10 miles. (Ref. 931157)

    7 nights from £287

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

    Beautiful, first floor, studio-style cottage in rural location. Close to Easingwold and Crayke. Tastefully furnished to high standard. Woodburner, splendid views. Easy access to York. Easingwold 2 miles. (Ref. 917511)

    7 nights from £260

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Quality, stone, detached barn conversion in rural village near York. Ground floor accommodation. Woodburner. Underfloor heating. WiFi. Excellent walking and cycling base. York 14 miles. (Ref. 25755)

    Last booked yesterday

    7 nights from £498

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

    The largest of three barn conversions set on a working farm in the hamlet of Chop Gate. Original features with exposed beams and stone walls. Woodburner. WiFi. Helmsley 10 miles. (Ref. 938384)

    7 nights from £366

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

    Hobbits is a fabulous detached barn conversion offering flexible accommodation and beautifully positioned in the glorious Howardian Hills near York and Malton. York 12 miles. (Ref. 20946)

    7 nights from £289

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Just show me Helmsley Cottages

Please find below a selection of self catering holiday cottages to rent in Helmsley, Yorkshire.

On the borders of the North York Moors National Park, this lovely little market town is a haven for walkers as it's the starting point of the Ebor Way, a long distance trail that connects the Cleveland Way and Dales Way.

Of course, the National Park is a playground for all kinds of other outdoor activities too like cycling, horse riding, fishing and golf. Plus it's only a short distance from our Helmsley cottages to the coast if you fancy a day on the beach.

Fresh air and exercise create healthy appetites and Helmsley's pubs, tearooms and restaurants are extremely inviting - worth a mention is the Black Swan for fine food amid swish surroundings. There are also stylish shops selling everything from gifts and crafts to country wear, along with a weekly street market.

Attractions include the beautiful Parish Church, a thriving Arts Centre and Helmsley Castle, a magnificent ruined Norman keep overlooking the town, with displays of archaeological treasures and a fascinating interactive exhibition. In the shadow of the castle, just a short distance from the town centre, lies the estate of Duncombe Park and its National Nature Reserve. Spend a day here admiring ancient trees and colourful birdlife and look out for the five-acre Helmsley Walled Garden, a working kitchen garden brimming with special collections of Yorkshire apple trees, Victorian vines and numerous varieties of clematis.

And don't miss a trip to Rievaulx Abbey, an amazing Gothic ruin just a couple of miles away; or Nunnington Hall, a stunning 17th Century manor house.

Sounds appealing? Then book a Helmsley cottage.