Discover a selection of 157 vacation rentals in Lanesborough, MA 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 kitchens. Prices start at $97 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.
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, HomeAway 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.


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, MA?

Our 2020 property listings offer a large selection of 157 vacation rentals around Lanesborough. From 46 condo and apartment rentals to 65 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a mountain-view property in Lanesborough?

Would you check out that view?! That's what you'll be exclaiming when you travel out to the hills and enjoy a serene high-altitude getaway. Vrbo has no less than 51 mountain getaway rentals available. Open to other suggestions? Vrbo has tons of other rental options to check out, including:

  • 35 rural vacation rentals.
  • 26 resort vacation rentals.
  • 22 mountainside vacation rentals.

Can I rent a house in Lanesborough?

Our house vacation rentals are real accommodations for real travelers. With plenty of space to spread out, they're perfect for those who want to experience life like a local. There are 55 houses listed on Vrbo. Prices start from $45 a night. If that doesn't fit with your squad's style, we've got a range of different rental options to select from, such as:

  • Condo: 36 vacation homes. Prices start from $70 per night.
  • Hotel: 16 vacation homes. Prices start from $45 per night.
  • Resort: 15 vacation homes. Prices start from $144 per night.

Can I stay in Lanesborough in a large group?

The recipe for an unforgettable trip is chilling out with friends and family in a completely new place. If you'll be traveling with a large group, Vrbo has options for you. Why not check out the 27 condo vacation homes listed here? They're the leading option for large groups of visitors. In this area, the rental options that are suitable for large groups of people include:

  • Are you searching for vacation homes that can hold 8 guests? We have 110 that will be suitable. The prices start from $100 per night.
  • Need a rental property for 6 people? We have 38 that will suit. The starting price is $133 per night.
  • Seeking out vacation rentals catering to 10 people? You'll be delighted to know we have 22 that'll be perfect. You can grab one from just $125 per night.

So don't worry! When you travel with us you can bring your mom, your cousins and all your besties to Lanesborough.

Where are the cheapest rentals in Lanesborough?

Friends become our chosen family. Make new memories with those who truly matter and book an economical stay with Vrbo. Sherwood Forest is an awesome area to look at if you want to keep your budget under control. Vrbo has 11 rentals, and the average price is a very affordable $253 per night. Lee is another good option. We have 24 rentals here, and the average price is around $268 per night.

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