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Cottages in Helmsley

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    • Sleeps10
    • Bedrooms4
    • PetsYes
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    Magnificent semi-detached property in market town of Helmsley. Beautifully presented and well-equipped. Open fire, conservatory, delightful garden. Close to all amenities. (Ref. 2779)

    7 nights from £639

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    • Sleeps8
    • Bedrooms4
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    A wonderful retreat situated close to the village of Helmsley in North Yorkshire. Conservatory. Spacious accommodation. Breakfast bar. Pet-friendly. Kirkbymoorside 6 miles. Thirsk 14 miles. (Ref. 971251)

    7 nights from £487

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    • Sleeps18
    • Bedrooms8
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    This delightful, detached, white stone cottage is situated on the outskirts of Hovingham, North Yorkshire. WiFi. Woodburner. Hot tub. Country views. Helmsley 8 miles; Malton 8 miles. (Ref. 960851)

    7 nights from £1953

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    • Sleeps15
    • Bedrooms7
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    A luxury, stone-built holiday home in a hamlet location, two miles from Hovingham. Six bedrooms, two woodburners, WiFi. Hot tub. Ideal for families. Helmsley 7 miles. (Ref. 950092)

    7 nights from £1747

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    • Sleeps8
    • Bedrooms4
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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 £476

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    • Sleeps5
    • Bedrooms3
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    A wood-clad lodge resting within the town of Kirkbymoorside. All-ground-floor. Pet-friendly. WiFi. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011653)

    7 nights from £359

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    • Sleeps5
    • Bedrooms3
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    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 £355

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    • Sleeps8
    • Bedrooms4
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    This delightful detached house is situated in Sinnington, North Yorkshire. WiFi, Pet-friendly, Off-road parking. Pickering 3 miles; Kirkbymoorside 3.5 miles. (Ref. 998951)

    7 nights from £495

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    • Sleeps4
    • Bedrooms2
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    Stunning stone barn conversion in heart of North York Moors. All ground floor, open plan living, woodburner, granite work tops, underfloor heating. Excellent walking and cycling from the door. Helmsley 10 miles. (Ref. 931158)

    7 nights from £386

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    • Sleeps4
    • Bedrooms2
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    A wonderful stone bungalow located in the village of Gillamoor, North Yorkshire. Open-plan. Woodburner. Open countryside views. Kirkbymoorside 2.7 miles; Pickering 11 miles. (Ref. 984261)

    7 nights from £381

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All cottages available for only £20 Deposit!*

Secure your holiday now - all our cottages can be reserved for only £20 Deposit. Don't miss out!

*Book Now, Pay Later is available for holidays departing at least 6 weeks from the date of booking. The remaining holiday balance is payable 6 weeks prior to departure. £3 Admin fee may apply. Please note that if you cancel your booking, you will have to pay the Deposit Balance, which includes the Booking fee and may include a £3 admin fee. Book Now, Pay Later cannot be used in conjunction with any other offer. Please refer to T&Cs for full details.

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.