Cottages in Helmsley

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

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    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes
    • Sleeps3
    • Bedrooms2
    • PetsNo

    A lovely cottage located in the village of Husthwaite, North Yorkshire. Open-plan. Contemporary living. Mezzanine. Easingwold 3 miles. Thirsk 6 miles. York 17 miles. (Ref. 967407)

    7 nights from £266

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Single-storey stone barn conversion set on owner's working farm, between Thirsk and Easingwold. Spacious open plan living area, woodburner. Two bedrooms, two bathrooms. High standard throughout. Excellent walking, cycling, touring. Easingwold 5 miles. (Ref. 930756)

    Last booked yesterday

    7 nights from £348

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Pretty, detached, ground floor stone cottage in a small hamlet near Helmsley. Cosy, characterful accommodation for couples. WiFi. Pretty garden. Superb walking country. Helmsley 2 miles. (Ref. 917006)

    7 nights from £278

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    • Sleeps5
    • Bedrooms2
    • PetsYes

    Delightful mid-terrace cottage in picture postcard Hutton-le-Hole. Rayburn, woodburning stove and lovely views over village green. WiFi, dog friendly. Kirbymoorside 3.5 miles. (Ref. 1401)

    7 nights from £287

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    Beautiful, first floor, studio-style cottage in rural location. Close to Easingwold and Crayke. Tastefully furnished to high standard. Woodburner, splendid views. Easy access to York. Easingwold 2 miles. (Ref. 917511)

    7 nights from £264

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    A delightful semi-detached cosy cottage, full of character, stone-flagged floor, wooden beams, woodburner, enclosed patio. Ideal for touring North York Moors National Park. Helmsley 3 miles. (Ref. 954791)

    7 nights from £268

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    • Sleeps5
    • Bedrooms3
    • PetsNo

    A charming detached cottage resting in the village of Kilburn in North Yorkshire. Exposed beams. Woodburners. Spacious garden. Thirsk 6.5 miles. Helmsey 10 miles. (Ref. 979657)

    7 nights from £352

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    A stunning ground floor barn conversion five miles from Malton in North Yorkshire. Open-plan living. En-suites. Countryside views. Near North York Moors National Park. (Ref. 943576)

    7 nights from £347

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Delightful, stone built cottage in Cropton village in North York Moors. Cosy, comfortable accommodation for couples. Woodburning stove. Surrounded by stunning scenery. Ideal walking country. Pickering 4 miles. (Ref. 10354)

    7 nights from £282

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    A delightful three bed barn conversion on a small complex, in peaceful location on the edge of the village of Sutton-Under-Whitestonecliffe. Open plan living area, galleried landing. Ideal walking area. Thirsk 4 miles. (Ref. 19935)

    7 nights from £325

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to Book Now Pay Later Terms and Conditions for further information.

Just show me Helmsley Cottages

Please find below a selection of self catering holiday cottages to rent in Helmsley, Yorkshire.

On the borders of the North York Moors National Park, this lovely little market town is a haven for walkers as it's the starting point of the Ebor Way, a long distance trail that connects the Cleveland Way and Dales Way.

Of course, the National Park is a playground for all kinds of other outdoor activities too like cycling, horse riding, fishing and golf. Plus it's only a short distance from our Helmsley cottages to the coast if you fancy a day on the beach.

Fresh air and exercise create healthy appetites and Helmsley's pubs, tearooms and restaurants are extremely inviting - worth a mention is the Black Swan for fine food amid swish surroundings. There are also stylish shops selling everything from gifts and crafts to country wear, along with a weekly street market.

Attractions include the beautiful Parish Church, a thriving Arts Centre and Helmsley Castle, a magnificent ruined Norman keep overlooking the town, with displays of archaeological treasures and a fascinating interactive exhibition. In the shadow of the castle, just a short distance from the town centre, lies the estate of Duncombe Park and its National Nature Reserve. Spend a day here admiring ancient trees and colourful birdlife and look out for the five-acre Helmsley Walled Garden, a working kitchen garden brimming with special collections of Yorkshire apple trees, Victorian vines and numerous varieties of clematis.

And don't miss a trip to Rievaulx Abbey, an amazing Gothic ruin just a couple of miles away; or Nunnington Hall, a stunning 17th Century manor house.

Sounds appealing? Then book a Helmsley cottage.