Holiday Cottages in Helmsley

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • 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 £394

    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
    • 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 £442

    Last booked 2 days ago
    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
    • 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

    • 10% off - Fri 29th May to 19th Jun 2026

    7 nights from £350

    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 £312

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  • 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 £491

    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

      4.8★

      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 £403

    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 £313

    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 £346

    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 £423

    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
    • PetsNo

      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 £319

    Last booked yesterday
    Book now
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