Find My Favourite Holiday Cottages in Helmsley
Helmsley is a medieval market town in Yorkshire’s unspoiled Ryedale district. It lies on the southern boundary of the North York Moors National Park, where the dale leaves the moorland and meets the flatter scenery of the Vale of Pickering. From holiday cottages in Helmsley, a short stroll will bring you to the town centre, much of which is a conservation area, thanks to its unique historical landmarks. A maze of pretty streets surrounds the marketplace, lined with a selection of independent shops, including Room for Antiques and Bondgate Antiques. Thomas the Bakery has a reputation for delicious treats, and Helmsley Brewing Co. is the place to go for craft beers. You’ll also find some of the region’s best eateries, where you can enjoy delicious food prepared with fresh ingredients from the surrounding fields. From beautiful gardens to live entertainment, there’s no shortage of things to do on self-catering holidays in Helmsley. Check out Helmsley Arts Centre for live music, comedy, films and art exhibitions.
- Sleeps
- 4
- Bedrooms
- 2
Based on a working livestock farm, Wethercote Cottage is an authentic farmhouse adjoined to the owner’s home in the heart of the North York Moors near Helmsley. This remote 2-bedroom rural retreat is ideal for walking or cycling holidays. Pets welcome.
- Sleeps
- 6
- Bedrooms
- 3
Harwood Cottage is a truly elegant stone cottage set beside a small stream in Hovingham, Yorkshire, sleeping 6. A lawned garden hosts the conservatory, while the interior features a log fire in the sitting room and many original details lovingly restored, combined with contemporary comforts.
- Sleeps
- 11
- Bedrooms
- 4
Castle View is a tastefully furnished, large, family-friendly village holiday cottage in Helmsley in the heart of the North York Moors National Park. It is also within an easy drive of the North Yorkshire coast. This dog-friendly holiday let sleeps 11 in 4 bedrooms.
- Sleeps
- 2
- Bedrooms
- 1
Applewood is a pretty one-bedroom cottage situated in the village of Harome near Helmsley within walking distance of the Michelin-starred Star Inn and nestled between the North Yorkshire Moors National Park and the Howardian Hills, a designated Area of Outstanding Natural Beauty.
- Sleeps
- 10
- Bedrooms
- 4
The Old Cart House is a large luxury barn conversion in the North York Moors, situated on a hill farm in Farndale near Helmsley; a genuinely stunning renovation from top to bottom, this large holiday home in North Yorkshire boasts top-of-the-range decor throughout and contemporary finishes, perfect for group and large family holidays. Pets welcome.