Holiday Cottages in Helmsley

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Your search returned 41 cottages.

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    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.7

      Excellent

    • 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 £441

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      Very good

    • Yorkshire Coastal Cottages rating

    A characterful two-bedroom holiday cottage settled in Helmsley, in North Yorkshire. (Ref. 1089307)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £502

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Excellent

    • Yorkshire Coastal Cottages rating

    A charming, stone-built cottage resting on the outskirts of Helmsley. (Ref. 1016619)

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

    7 nights from £313

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Very good

    • Yorkshire Coastal Cottages rating

    Ideal for a family holiday in the heart of market town. (Ref. 956799)

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

    7 nights from £581

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    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9

      Outstanding

    • Yorkshire Coastal Cottages rating

    Magnificent semi-detached property in market town of Helmsley. (Ref. 2779)

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

    7 nights from £782

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    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5

      Very good

    • Yorkshire Coastal Cottages rating

    This quaint cottage lies in the market town, Hemlsley, North Yorkshire. (Ref. 1064092)

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

    7 nights from £553

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    Last booked yesterday
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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8

      Excellent

    • 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 £292

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      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 £353

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      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 £383

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    • Sleeps8
    • Bedrooms4
    • PetsYes
    • Yorkshire Coastal Cottages rating

    Cliff Cottage is a beautiful detached property in Boltby near Thirsk, North Yorkshire. (Ref. 1143122)

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

    7 nights from £703

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This delightful collection of Holiday cottages in Helmsley finds themselves in the historic market town of Helmsley, on the edge of the North York Moors National Park.

Why choose a holiday cottage in Helmsley?

The only market town in the North York Moors, Helmsley is well worth a visit. This charming town plays host to a weekly market, brimming with local goods, along with all of the essential amenities. If you can tear yourself from your cottage in Helmsley, there’s a lot to see and do. Join an archaeological tour of Helmsley Castle, explore the colourful flowers at Helmsley Walled Garden or come face-to-face with birds of prey at the National Centre for Birds of Prey. If you time your self-catering Helmsley visit right, you might be able to take a dip in the Helmsley open air swimming pool!

Places to visit near Helmsley

A cottage to rent in Helmsley puts you within touring distance of both the coast and country of Yorkshire. The rural delights of the North York Moors await, perfect for those looking to experience outdoor adventures. If that’s not your kind of thing, head to the coast and explore the much-loved towns of Whitby and Scarborough, each brimming with sights, attractions and amenities. Will you make it to the top of the 199 steps? The charming town of Pickering is set a stone’s throw away. Climb aboard a heritage train and tour spectacular scenery from the North York Moors Railway.

Types of holidays

A holiday cottage in Helmsley promises a getaway to remember. Ensure you make memories with the whole family with a stay in a dog-friendly cottage, or whisk your significant other away to celebrate a special occasion with a romantic cottage. Stargaze with a cottage with a hot tub, or cosy up with a holiday home with a woodburning stove. Whatever you choose, you’re sure to enjoy a memorable adventure with Yorkshire Coastal Cottages.