Holiday Cottages in Helmsley

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Your search returned 44 cottages.

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  • A cottage exterior with a door and windows at St Gregory’s Cottage in Oswaldkirk near Helmsley
    17
    Oswaldkirk near Helmsley, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes

      3.0★

    • Yorkshire Coastal Cottages rating

    St Gregory’s Cottage is a lovely, pet-friendly, single-storey cottage located in the village of Oswaldkirk, North Yorkshire, boasting a woodburning stove. (Ref. 1174134)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from £393

    Secure your holiday with a 30% deposit* Book now
  • A stone facade of a residential building with multiple windows and two front doors
    27
    Rosedale Abbey, Yorkshire Dales - North
    • Sleeps9
    • Bedrooms5
    • PetsNo

    • Yorkshire Coastal Cottages rating

    The Old Post Office is a charming five-bedroom house in Rosedale Abbey, in the heart of the North York Moors National Park. (Ref. 1166944)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £815

    Secure your holiday with a 30% deposit*
    Last booked today
    Book now
  • Exterior view of a row of brick and stone houses with windows and doors on a street at Howe End Cottage in Kirkbymoorside
    21
    Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Cosy town house in heart of Kirkbymoorside. (Ref. 17787)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £653

    Secure your holiday with a 30% deposit* Book now
  • 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
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

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

    7 nights from £581

    Secure your holiday with a 30% deposit* Book now
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