Helmsley Cottages

Holiday cottages and self-catering accommodation in Helmsley

There are some places that typify the traditional English market town and Helmsley is certainly one of these. Historically part of the North Riding of Yorkshire, its bustling market square, delightful tea rooms and cosy pubs rub shoulders with the dramatic castle ruins of Helmsley Castle. Popular for its friendly ambience, the town is surrounded by the dramatic North York Moors, perfect for days out exploring the long-distance paths of the Cleveland Way and Ebor Way.

Summertime is an ideal time to visit Helmsley as there is a handy open-air swimming pool - a refreshing alternative to the 30-mile drive to the coast. Sunny afternoons will also tempt you to the delightful Helmsley Walled Gardens or, if you like a bit of history on your holiday, you can discover the magnificent monasteries of Byland Abbey and Rievaulx Abbey. Wildlife lovers can spot the eagles, vultures, falcons and more at the NCBP or watch one of the three daily flying demonstrations. Head home to a relaxing Helmsley holiday cottage to sit under the stars with a glass of wine in hand - our selection of self-catering accommodation in Yorkshire is some of the loveliest around. Helmsley is also a perfect place to visit with pets and there are lots of dog-friendly holiday homes in and around the market town.