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
  • 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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

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

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

    7 nights from From £374

    Book now
  • A garden with outdoor wooden table and chairs surrounded by bushes and trees at Badger in Little Thirkleby near Thirsk
    23
    Little Thirkleby near Thirsk, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

    • Yorkshire Coastal Cottages rating

    Badger is an elegant house in Little Thirkleby, North Yorkshire, boasting an enclosed garden, and access to a tennis court, swimming pool. (Ref. 1170004)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Washing machine
    • Baby-friendly

    7 nights from From £959

    Book now
  • A garden with a stone building and seating area at Cartwheel Cottage in Yearsley
    Property has offers
    19
    Yearsley, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      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

    • 5% off - Mon 13th Jul to 30th Sep 2026

    7 nights from From £470

    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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A stone-built cottage which rests on the outskirts of Thirsk, North Yorkshire. (Ref. 1004365)

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

    7 nights from From £359

    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 £438

    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
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Homely barn conversion 3.5 miles from Kirkbymoorside in North Yorkshire. (Ref. 974773)

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

    7 nights from From £409

    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
    • 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
  • 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 £291

    Book now
  • A house with chairs in the garden at The Annexe at Dalby Carr
    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

    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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A charming, Grade II listed cottage on the edge of pretty Kirkbymoorside, Yorkshire. (Ref. 985142)

    • Pets go free
    • Wi-fi
    • Washing machine

    7 nights from From £403

    Book now
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