Holiday Cottages in Helmsley

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • Front of a stone house with a wooden gate and fence with several potted plants on the ground at Stone Cross in Spaunton near Hutton-Le-Hole
    15
    Spaunton near Hutton-Le-Hole, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Yorkshire Coastal Cottages rating

    Beautiful stone cottage in the North York Moors National Park, close to the village of Hutton-le-Hole. (Ref. 975266)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from From €370

    Book now
  • Holly Cottage - 1069742 - photo 1
    44
    Helmsley, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.0★

      Good

    • Yorkshire Coastal Cottages rating

    Holly Cottage is a stunning thatched dwelling sitting pretty in the village of Harome near Beadlam in North Yorkshire, enjoying a woodburning stove. (Ref. 1069742)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from From €774

    Book now
  • The exterior of a stone and brick building with a wooden bench and potted plants next to a wooden barn at The Old Hayloft in Kirkbymoorside
    28
    Kirkbymoorside, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Homely barn conversion 3.5 miles from Kirkbymoorside in North Yorkshire. (Ref. 974773)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From €495

    Book now
  • Stone cottage facade with three doors and multiple windows on the front at Crooked Cottage in Kirkbymoorside
    Property has offers
    24
    Kirkbymoorside, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A charming, Grade II listed cottage on the edge of pretty Kirkbymoorside, Yorkshire. (Ref. 985142)

    • Pets go free
    • Wi-fi
    • Washing machine

    • 5% off - Fri 3rd Jul to 29th Aug 2026

    7 nights from From €471

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  • A cottage exterior with a garden seating area at Spring Cottage in York
    29
    Husthwaite nr Easingwold, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Yorkshire Coastal Cottages rating

    Spring Cottage is a delightful cottage located in the scenic village of Husthwaite, near Easingwold in North Yorkshire, well-positioned to an array of attractions. (Ref. 1174191)

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

    7 nights from From €563

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  • A wooden cabin with a porch surrounded by trees and grass at Chloes Lodge in Middleton Ryedale
    24
    Middleton, Ryedale, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A welcoming, detached lodge resting in Cropton near Middleton, North Yorkshire. (Ref. 1003270)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Baby-friendly

    7 nights from From €669

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  • Brookleigh - 22745 - photo 1
    33
    Hutton-le-Hole, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.2★

      Good

    • Yorkshire Coastal Cottages rating

    Charming, stone, period cottage in pretty village of Hutton-le-Hole. (Ref. 22745)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From €476

    Book now
  • A house with a garden and pathway at Rye Lodge in Wombleton
    18
    Wombleton, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

    • Yorkshire Coastal Cottages rating

    Rye Lodge, a plush lodge resting near Wombleton, North Yorkshire, with open-plan living, a freestanding bath and is near to North York Moors National Park. (Ref. 1191243)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from From €818

    Book now
  • A stone cottage with blue window frames and a wooden picnic table in a gravel courtyard at Foxglove Cottage in Harome
    11
    Harome, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      3.9★

      Good

    • Yorkshire Coastal Cottages rating

    A snug ground-floor cottage tucked away in the quiet village of Harome near Beadlam in North Yorkshire. (Ref. 1069744)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    7 nights from From €628

    Book now
  • Stone cottage with a tiled roof a pale purple door and windows with plants and flowers outside at Grouse Cottage Low Hagg Farm near Kirkbymoorside
    15
    Low Hagg Farm near Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Delightful stone cottage in courtyard, set in open countryside. (Ref. 929319)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From €666

    Book now
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