Holiday Cottages in Helmsley

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Your search returned 43 cottages.

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  • 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 $442

    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 $776

    Secure your holiday with a 30% deposit* 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 $798

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • Exterior view of a two-story brick house with white framed windows and doors surrounded by a garden at Sunnyside Garden Cottage in Husthwaite
    11
    Husthwaite, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A spacious annexe cottage in the village of Hushtwaite in North Yorkshire. (Ref. 959719)

    • Wi-fi
    • Off-road parking
    • Games room

    7 nights from $431

    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

      4.6★

      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 $584

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a brick building, table and chairs at Stable Cottage in Cawton near Hovingham
    19
    Cawton near Hovingham, Vale of York & Yorkshire Wolds
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Detached pet-friendly cottage near Hovingham. (Ref. 21723)

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

    7 nights from $420

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a garden and picnic table at Wethercote Cottage Old Byland near Helmsley
    25
    Old Byland near Helmsley, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    One of our farm based Yorkshire cottages, with lovely views over the moors, 7 miles from the market town of Helmsley. (Ref. 3626)

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

    7 nights from $490

    Secure your holiday with a 30% deposit* Book now
  • A stone house with white framed windows and a wooden bench on grass in front at The Green in Lastingham
    29
    Lastingham, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    The Green is a detached cottage located in the village of Lastingham near Kirkbymoorside, North Yorkshire. (Ref. 1134717)

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

    7 nights from $1045

    Secure your holiday with a 30% deposit* 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
    • PetsYes

      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)

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

    7 nights from $748

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a stone building with tiled roof multiple white doors and windows a raised stone patio with potted plants chairs and a bench on gravel at Norah's Nook in Farndale near Kirkbymoorside
    18
    Farndale near Kirkbymoorside, North York Moors & Coast
    • Sleeps3
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Detached attractive stone barn conversion in a peaceful location near Kirkbymoorside. (Ref. 911836)

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

    7 nights from $431

    Secure your holiday with a 30% deposit* Book now
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