Discover a selection of 295 vacation rentals in Helmsley that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $94 per night, and cottages and bungalows are popular options for a stay in Helmsley. Either way, you'll find a rental for everyone's needs.
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Destination guide

Head to the tranquil city of Helmsley

Enjoy the history and other features of Helmsley. Travelers to this relaxing city praise the spas, parks and restaurants. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities

Sightseeing in and around Helmsley

Do you want to discover top things to see and do in the area? Venture out of your vacation home and check out everything that Helmsley has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Ampleforth College Golf Club (4.3 mi / 6.9 km)
  • Flamingo Land Theme Park and Zoo (10.4 mi / 16.8 km)
  • Malton and Norton Golf Club (13.5 mi / 21.7 km)
  • Falconry UK (14.9 mi / 24 km)
Natural features

Exploring the natural landscape of Helmsley

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Helmsley is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Hemsley Walled Garden (0.4 mi / 0.6 km)
  • Sutton Bank National Park Centre (6.1 mi / 9.7 km)
  • Yorkshire Lavender (8.7 mi / 14 km)
  • Yorkshire Arboretum (10.4 mi / 16.8 km)
  • Yorkshire Moors (11.7 mi / 18.9 km)
  • Redwood Park Fishing Lakes (12.7 mi / 20.5 km)
How to get there

How to get to and around Helmsley

The nearest airport is in Durham (MME-Tees Valley), located 23.8 mi (38.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Leeds (LBA-Leeds Bradford), which is 35.7 mi (57.4 km) away.

How many vacation rentals are available around Helmsley?

Our 2021 property listings offer a large selection of 295 vacation rentals around Helmsley. From 230 cottage rentals to 230 bungalow rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Cottages in Helmsley?

Yes, of course. Vrbo has 230 Cottages in Helmsley. Our other popular types of vacation rentals in Helmsley include:

  • Bungalows: 230 rentals available
  • Houses: 257 rentals available
  • Cabins: 230 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Helmsley?

Yes, you can select your preferred vacation rental with pool among our 17 vacation rentals with pool available in Helmsley. Please use our search bar to access the selection of vacation rentals available.