Cottages in Helmsley

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  • Rednal Cottage

    Helmsley, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    This characterful Victorian mid-terrace rests in the market town of Helmsley in North Yorkshire. Three-storey. In the North York Moors National Park. Pet-friendly. Thirsk 14.2 miles; York 24.2 miles. (Ref. 1053977)

    7 nights from £321

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  • Ford End Cottage

    Ampleforth, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A lovely converted carriage shed dating back to the 18th century in the village centre of Ampleforth, North York Moors National Park. Underfloor heating. Woodburning stove. Village centre. Helmsley 4.9 miles; Rievaulx 7.5 miles; Kirkham Abbey 17.3 miles. (Ref. 1051110)

    7 nights from £422

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    Last booked 1 hour ago
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  • 6 Church Street

    Kirkbymoorside, North York Moors & Coast
    • Sleeps8
    • Bedrooms4
    • PetsYes
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    A characterful stone-built property resting in the centre of Kirkbymoorside. Pet-friendly. WiFi. Woodburning stove. Pickering 7.6 miles; Scarborough 25 miles. (Ref. 1055794)

    7 nights from £526

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  • Gormire Cottage

    Sutton-under-Whitestonecliffe near Thirsk, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A luxury, detached, stone barn conversion in Sutton-under-Whitestonecliffe near Thirsk, North Yorkshire. Woodburning stove. Pool table. Large shared garden. Thirsk 4.6 miles; Northallerton 12.7 miles. (Ref. 1052313)

    7 nights from £411

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  • Coronation Cottage

    Helmsley near Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    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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  • 4 Castle Cottage

    Husthwaite near Easingwold, North York Moors & Coast
    • Sleeps3
    • Bedrooms2
    • PetsNo
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    Charming traditional cottage in the quiet village of Husthwaite near Easingwold in the North Yorkshire. Original features. WiFi. Front and rear garden. Easingwold 5.3 miles; York 17.4 miles. (Ref. 1043214)

    7 nights from £319

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    Last booked 2 days ago
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  • School House Cottage

    Coxwold near Ampleforth, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    A delightful couple's cottage resting in the conservation village of Coxwold in North Yorkshire. In the North York Moors National Park. Woodburning stove. WiFi. Next to tearooms. Thirsk 8 miles; York 18.3 miles. (Ref. 1044706)

    7 nights from £443

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  • Auburn House

    Beadlam near Helmsley, North York Moors & Coast
    • Sleeps8
    • Bedrooms4
    • PetsNo
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    Beautiful period property in village location. Ensuite bathroom. TV with Freeview. Lovely garden. Ample off road parking. Village location with pub and restaurant. Helmsley 3 miles. (Ref. 943848)

    7 nights from £596

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  • Ivy Cottage

    Helmsley, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsNo
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    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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  • Pheasant Cottage

    Low Hagg Farm near Kirkbymoorside, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. Beams, exposed stone work, woodburning stove. Pickering 6 miles. (Ref. 929317)

    7 nights from £498

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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.