Holiday Cottages in Helmsley

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Your search returned 43 cottages.

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.2

      Good

    • Yorkshire Coastal Cottages rating

    Charming, stone, period cottage in pretty village of Hutton-le-Hole. (Ref. 22745)

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

    7 nights from £407

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    • 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 £468

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    Last booked 2 days ago
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    • Sleeps6
    • Bedrooms3
    • PetsNo
    • 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 £956

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Yorkshire Coastal Cottages rating

    Holly Cottage is a stunning thatched dwelling sitting pretty in the village of Harome near Beadlam in North Yorkshire, enjoying a woodburning stove. (Ref. 1069742)

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

    7 nights from £653

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    Last booked 2 days ago
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    • Sleeps9
    • Bedrooms5
    • PetsNo

      4.7

      Outstanding

    • Yorkshire Coastal Cottages rating

    The Old Post Office is a charming five-bedroom house in Rosedale Abbey, in the heart of the North York Moors National Park. (Ref. 1166944)

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

    7 nights from £799

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Yorkshire Coastal Cottages rating

    Isca Lodge – with Decking, a neat single-storey lodge near Wombleton and North York Moors National Park, boasts a private deck and open-plan design. (Ref. 1191239)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • 25% off - Fri 21st Nov 2025 to 20th Mar 2026

    7 nights from £555

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    • Sleeps4
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Yorkshire Coastal Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Cosy town house in heart of Kirkbymoorside. (Ref. 17787)

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

    7 nights from £653

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Yorkshire Coastal Cottages rating

    Isca Lodge is a stylish single-storey lodge near Wombleton, North Yorkshire, offering an open-plan layout and access to the North York Moors National Park. (Ref. 1191241)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • 25% off - Fri 21st Nov 2025 to 20th Mar 2026

    7 nights from £530

    Secure your holiday with a 30% deposit*
    Last booked 8 hours ago
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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Yorkshire Coastal Cottages rating

    Rye Lodge, a plush lodge resting near Wombleton, North Yorkshire, with open-plan living, a freestanding bath and is near to North York Moors National Park. (Ref. 1191243)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • 25% off - Fri 21st Nov 2025 to 20th Mar 2026

    7 nights from £530

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      3.0

    • Yorkshire Coastal Cottages rating

    St Gregory’s Cottage is a lovely, pet-friendly, single-storey cottage located in the village of Oswaldkirk, North Yorkshire, boasting a woodburning stove. (Ref. 1174134)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from £393

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