Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 90 cottages

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  • Hollyside Cottage

    Hutton-Le-Hole near Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A delightful character end-terrace cottage nestled in the heart of the quaint village of Hutton-le-Hole, North Yorkshire. Woodburning stove. Rural. Double bedrooms.Pickering 9.2 miles; Helmsley 9.3 miles (Ref. 1085325)

    7 nights from £454

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • Thyme Cottage

    Helmsley, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    This charming character cottage rests in Helmsley, North Yorkshire. Woodburning stove. Character beams. Beautiful multi-level garden with furniture. Kirkbymoorside 6.4 miles; Thirsk 14.1 miles; Pickering 13.4 miles; York 24.2 miles. (Ref. 1057879)

    7 nights from £488

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  • Applewood Cottage

    Harome near Helmsley, Vale of York & Yorkshire Wolds
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.6

      Very good

    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A delightful detached single-storey cottage nestled in the quaint North Yorkshire village of Harome, near to Helmsley. WiFi. Romantic. Off-road parking. Garden. Kirkbymoorside 4.9 miles; Pickering 12 miles; Thirsk 16.8 miles; York 22.2 miles. (Ref. 1077779)

    7 nights from £349

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  • Ryedale Country Lodges - Hazel Lodge

    Kirkbymoorside, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A superb, detached lodge resting on the outskirts of Kirkbymoorside. All-ground-floor. WiFi. Pet-friendly. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011649)

    7 nights from £424

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  • Lane End

    Beadlam near Nawton, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0

      Perfect

    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    Lane End is a delightful detached bungalow resting in Beadlam near Helmsley, North Yorkshire. WiFi. Enclosed garden. Ground-floor living. Off-road parking. Kikrbymoorside 3.5 miles; Pickering 10.6 miles. (Ref. 1071345)

    7 nights from £296

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    Last booked 2 days ago
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  • Foxglove Cottage

    Harome, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A snug ground-floor cottage tucked away in the quiet village of Harome near Beadlam in North Yorkshire. Electric fire. Romantic retreat. Helmsley 2.7 miles; Pickering 12.3 miles; York 22.5 miles. (Ref. 1069744)

    7 nights from £504

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  • 3 Valley View Lodges

    Nawton near Helmsley, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    This character detached lodge rests in Nawton near Helmsley, North Yorkshire. Beautiful views. Electric fire. Ground-floor living. WiFi. Off-road parking. Kirkbymoorside 3.1 miles; Pickering 10.5; Thirsk 17 miles; York 24 miles. (Ref. 1077224)

    7 nights from £348

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  • Coronation Cottage

    Helmsley near Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    Charming stone cottage in the centre of Helmsley, North Yorkshire. All ground floor. Wet room. Pretty courtyard garden. Quietly tucked away, yet with plenty of amenities on the doorstep. Pickering 14 miles. (Ref. 26954)

    7 nights from £315

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    Last booked 2 days ago
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  • Griff Lodge

    Harome, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Very good

    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A delightful, semi-detached bungalow resting in the pretty village of Harome in North Yorkshire. Ideal for two couples. Enclosed lawned garden. Helmsley 3 miles; Pickering 11.6 miles. (Ref. 1044119)

    7 nights from £309

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  • Ivy Cottage

    Helmsley, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsNo
    • Tourist Board rating

    Lovely double-fronted cottage within a short stroll of the picturesque market town of Helmsley within the North Yorkshire National Park. WiFi. Lawned garden. Walks from the door. Kirkbymoorside 6 miles. (Ref. 947064)

    7 nights from £385

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On the border of the North York Moors National Park, this delightful market town is a haven for walkers and lovers of the outdoors.

Why Helmsley?

After an action-packed day among the wonders of the North York Moors, our Helmsley cottages enjoy close proximity to the town's charming pubs and delightful tea rooms to recharge the batteries. There is a selection of excellent independent shops and a weekly market along its attractive streets to pick up some of the finest local produce. From your Helmsley accommodation, be sure to explore the stunning Helmsley Castle and sculpture garden, as well as Duncombe Park and the National Centre for Birds of Prey for nature enthusiasts.

Places to Visit near Helmsley

Our range of cottages in Helmsley rest on the southern fringes of the North York Moors National Park, perfectly based for a break filled with activity and adventure. This National Park hugging the coast of Yorkshire has much to offer, not least its wide range of walks and cycle paths taking in some of the finest landscape scenery imaginable. Discover a handful of unique villages in and around the spectacular moors, waiting to be explored with rustic inns and delightful cafés offering those mid-adventure refreshments. Make your Helmsley cottage holiday a memorable one by visiting popular spots such as Ampleforth, Hutton-le-Hole, Kirkbymoorside, Pickering, Ripon and Thirsk.

Types of Holidays

All types of holidays can be enjoyed across Yorkshire with Sykes, whether you're seeking a Yorkshire cottage by the sea, or more of a rural retreat at a cottage in the Yorkshire countryside. Bring your dog along to enjoy the sublime walking country nearby by booking a North York Moors pet-friendly cottage, or really treat yourselves to a break in a Yorkshire luxury cottage.