Holiday Cottages in Helmsley

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Your search returned 41 cottages.

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  • A garden with wooden table and chairs and plants in front of a stone house with large windows at The Granary in Appleton-le-Moors
    19
    Appleton-le-Moors, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Delightful detached stone cottage on owner's complex in Appleton-le-Moors village. (Ref. 936454)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £448

    Secure your holiday with a 30% deposit* Book now
  • 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
    • Dishwasher
    • Washing machine

    7 nights from £578

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  • 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 £304

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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*
    Last booked 2 days ago
    Book now
  • A stone cottage with a red tiled roof and manicured garden at Ivy Cottage in Helmsley
    24
    Helmsley, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

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

    Lovely double-fronted cottage within a short stroll of the picturesque market town of Helmsley within the North Yorkshire National Park. (Ref. 947064)

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

    7 nights from £496

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  • 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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  • A stone house with a tiled roof and a small garden with a table and two chairs at 8 Pottergate Mews in Helmsley
    27
    Helmsley, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Ideal for a family holiday in the heart of market town. (Ref. 956799)

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

    7 nights from £597

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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* 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

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a two story house with four windows and a blue door at Crumble's Cottage in Kirkbymoorside
    18
    Kirkbymoorside, North York Moors & Coast
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A pretty, semi-detached cottage lying in Kirkbymoorside, North Yorkshire. (Ref. 1118132)

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

    7 nights from £374

    Secure your holiday with a 30% deposit* Book now
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