Holiday Cottages in Helmsley

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  • 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
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    7 nights from From £359

    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
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From £636

    Book now
  • 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
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from From £402

    Last booked yesterday
    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
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

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

    7 nights from From £320

    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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

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

    7 nights from From £308

    Last booked yesterday
    Book now
  • A house with chairs in the garden at The Annexe at Dalby Carr
    New property
    25
    Whenby near Sheriff Hutton, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

    • Yorkshire Coastal Cottages rating

    The Granary is a welcoming holiday annex in a rural setting near Whenby, North Yorkshire, featuring an enclosed garden. (Ref. 1200389)

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

    7 nights from From £519

    Last booked 2 days ago
    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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

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

    7 nights from From £296

    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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Games room

    7 nights from From £309

    Book now
  • A brick garage with an outdoor staircase and a seating area with a red umbrella at The Stables Crayke Lodge in Easingwold
    18
    Easingwold, Vale of York & Yorkshire Wolds
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Beautiful, first floor, studio-style cottage in rural location. (Ref. 917511)

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

    7 nights from From £319

    Book now
  • A stone house with a garden and picnic table at Wethercote Cottage Old Byland near Helmsley
    Property has offers
    25
    Old Byland near Helmsley, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      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)

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

    • 10% off - Wed 24th Jun to 7th Aug 2026

    7 nights from From £350

    Book now
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