Discover a selection of 145 vacation rentals in Lanesborough 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 private pools. Prices start at $140 per night, and condos and houses are popular options for a stay in Lanesborough. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Lanesborough
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Destination guide

Why people love visiting charming Lanesborough

The forests and other outdoor surroundings create an inviting atmosphere in Lanesborough. This city's skiing, hiking and snowshoeing attract many visitors, and its romantic and scenic location add to the charm. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities

Sightseeing in and around Lanesborough

Are you searching for top things to see and do while you're in town? Venture out of your vacation home and check out everything that makes Lanesborough a fun place to get away. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Waubeeka Golf Links (8.2 mi / 13.2 km)
  • Bas Ridge Golf Course (8.5 mi / 13.8 km)
  • Bousquet Ski Area (8.7 mi / 14 km)
  • Kennedy Park (11.2 mi / 18 km)
  • Pleasant Valley Wilderness Sanctuary (11.5 mi / 18.5 km)
  • Furnace Brook Winery at Hilltop Orchards (12.9 mi / 20.8 km)
Natural features

Exploring the natural landscape of Lanesborough

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Lanesborough. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Mount Greylock State Reservation Visitor Center (1.1 mi / 1.8 km)
  • Pittsfield State Forest (6.5 mi / 10.4 km)
  • Wahconah Falls State Park (6.5 mi / 10.5 km)
  • Mount Greylock (7.4 mi / 11.9 km)
  • Canoe Meadows Wildlife Sanctuary (7.5 mi / 12.1 km)
  • Kennedy Park (11.2 mi / 18 km)
How to get there

Transportation to and around Lanesborough

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 8.6 mi (13.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Hudson, NY (HCC-Columbia County), which is 30.1 mi (48.5 km) away.

How many vacation rentals are available around Lanesborough?

Our 2021 property listings offer a large selection of 145 vacation rentals around Lanesborough. From 45 condo and apartment rentals to 78 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.