Holiday Cottages in Helmsley

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Your search returned 44 cottages.

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  • An exterior view of a stone cottage with a wooden door and windows with warm light at Summerfield Farm Cottage Helmsley
    16
    Helmsley, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A charming, stone-built cottage resting on the outskirts of Helmsley. (Ref. 1016619)

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

    7 nights from $418

    Secure your holiday with a 30% deposit*
    Last booked 6 hours ago
    Book now
  • A brick house with a tiled roof and multiple windows surrounded by potted plants and flowers at Runswick in Pickering
    25
    Pickering, North York Moors & Coast
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    This delightful detached house is situated in Sinnington, North Yorkshire. (Ref. 998951)

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

    7 nights from $743

    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

      4.7★

      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 $469

    Secure your holiday with a 30% deposit* Book now
  • Stone exterior of a cottage with a red door four white windows and flower pots at Barn Cottage Marton near Kirkbymoorside
    25
    Marton near Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    An attractive, mid-terrace barn conversion resting in Marton near Kirkbymoorside, North Yorkshire. (Ref. 1081033)

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

    7 nights from $490

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
    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 $496

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a red tiled roof and chickens on the dirt ground at Erica's 'eaven Farndale near Kirkbymoorside
    24
    Farndale near Kirkbymoorside, Vale of York & Yorkshire Wolds
    • Sleeps3
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Detached stone barn conversion in courtyard setting on owners' farm, near Kirkbymoorside. (Ref. 929845)

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

    7 nights from $414

    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

      4.8★

      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 $446

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a green front door surrounded by plants and flowers with a patio area at Cartwheel Cottage in Yearsley
    19
    Yearsley, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A charming ground floor annexe resting in Yearsley, North Yorkshire. (Ref. 1022390)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from $767

    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 $448

    Secure your holiday with a 30% deposit* Book now
  • 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 $835

    Secure your holiday with a 30% deposit* Book now
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