Holiday Cottages in Helmsley

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Your search returned 39 cottages.

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  • A stone house with a blue door and two chimneys seen from a garden with a stone path and green plants at Cliff House in Helmsley
    53
    Helmsley, Yorkshire Dales - North
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating

    This quaint cottage lies in the market town, Hemlsley, North Yorkshire. (Ref. 1064092)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from £578

    Secure your holiday with a 30% deposit* Book now
  • Stone cottage facade with three doors and multiple windows on the front at Crooked Cottage in Kirkbymoorside
    24
    Kirkbymoorside, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

    • Wi-fi
    • Washing machine

    7 nights from £395

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

      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)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from £343

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • An exterior view of a stone house with two front doors and windows with plants in front at 29 Bondgate in Helmsley
    38
    Helmsley, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A characterful three bedroom holiday cottage settled in Helmsley, in North Yorkshire. (Ref. 1089307)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £604

    Secure your holiday with a 30% deposit* Book now
  • A stone building with two green doors and a bench next to a pond with lily pads at The Cottage in Thirsk
    25
    Thirsk, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A stone-built cottage which rests on the outskirts of Thirsk, North Yorkshire. (Ref. 1004365)

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

    7 nights from £296

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  • An outdoor patio area with a round table and six chairs under a white umbrella beside a brick wall at Beaver Cottage in Little Thirkleby near Thirsk
    New property
    35
    Little Thirkleby near Thirsk, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsNo

    • Yorkshire Coastal Cottages rating

    Beaver Cottage is a stunning holiday home located in the small village of Little Thirkleby near Thirsk in North Yorkshire with an open-plan living space. (Ref. 1173736)

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

    7 nights from £777

    Secure your holiday with a 30% deposit* Book now
  • A stone exterior wall with multiple doors and windows a chair and table on the patio with flower pots at The Byre in Thirsk
    29
    Thirsk, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A stone-built cottage resting on the outskirts of Thirsk. (Ref. 1002964)

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

    7 nights from £333

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  • A stone house with lit windows and outdoor lights at night with a conservatory and plants outside at Castle View in Helmsley near Kirkbymoorside
    29
    Helmsley near Kirkbymoorside, North York Moors & Coast
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Magnificent semi-detached property in market town of Helmsley. (Ref. 2779)

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

    7 nights from £2127

    Secure your holiday with a 30% deposit* 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
    • PetsYes

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

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

    7 nights from £412

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  • The exterior of a stone cottage with a tiled roof a purple door a small outdoor table and two chairs surrounded by plants and gravel at Pheasant Cottage Low Hagg Farm near Kirkbymoorside
    23
    Low Hagg Farm near Kirkbymoorside, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. (Ref. 929317)

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

    7 nights from £636

    Secure your holiday with a 30% deposit* Book now
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