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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!

Cottages in Helmsley


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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.

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.