Discover a selection of 236 vacation rentals in Lenox, 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 WiFi. Prices start at $143 per night, and houses and condos are popular options for a stay in Lenox. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Lenox
Destination guide

The lively city of Lenox awaits you

Take a vacation to Lenox and enjoy the area's museums, live music and art galleries. This scenic city is known for its gardens, yoga and architecture. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Sightseeing in and around Lenox

Are you hoping to find top things to see and do while you're in the area? Venture out of your vacation home and experience everything that makes Lenox a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Kennedy Park (1.8 mi / 2.9 km)
  • Pleasant Valley Wilderness Sanctuary (1.9 mi / 3.1 km)
  • Wood's Pond (2.1 mi / 3.4 km)
  • Greenock Country Club (4.1 mi / 6.5 km)
  • Bousquet Ski Area (4.4 mi / 7 km)
  • Furnace Brook Winery at Hilltop Orchards (5.7 mi / 9.2 km)
Natural features

Exploring the natural landscape of Lenox

Whether you're an adventurous traveler or just want to appreciate the scenery, Lenox is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Kennedy Park (1.8 mi / 2.9 km)
  • Wood's Pond (2.1 mi / 3.4 km)
  • Berkshire Botanical Garden (4.7 mi / 7.5 km)
  • Canoe Meadows Wildlife Sanctuary (5.6 mi / 9.1 km)
  • October Mountain State Forest (6.4 mi / 10.3 km)
  • Goose Pond Reservation (7.1 mi / 11.5 km)
How to get there

Traveling to and around Lenox

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 4.7 mi (7.6 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 22.3 mi (35.8 km) away.

How many vacation rentals are available around Lenox, MA?

Our 2021 property listings offer a large selection of 236 vacation rentals around Lenox. From 189 house rentals to 26 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Lenox?

Vrbo offers a large selection of vacation rentals near lovely places in Lenox. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Ventfort Hall Mansion and Gilded Age Museum: 617 vacation rentals
  • Lenox Library: 616 vacation rentals
  • Shakespeare and Company: 619 vacation rentals
  • The Bookstore: 615 vacation rentals
  • B.J. Faulkner Gallery: 615 vacation rentals

But there are many other points of interest around Lenox listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Lenox?

Yes, of course. Vrbo has 189 Houses in Lenox. Our other popular types of vacation rentals in Lenox include:

  • Condos/Apartments: 26 rentals available
  • Cottages: 15 rentals available
  • Cabins: 18 rentals available

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

Can I find a vacation rental with pool in Lenox?

Yes, you can select your preferred vacation rental with pool among our 35 vacation rentals with pool available in Lenox. Please use our search bar to access the selection of vacation rentals available.