Discover a selection of 226 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 kitchens. Prices start at $195 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.
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, HomeAway 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 2020 property listings offer a large selection of 226 vacation rentals around Lenox. From 145 house rentals to 25 condo and apartment 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 Lenox?

Colossal and mysterious, mountains are among the most awe-inspiring places in the world. If you've ever wanted to experience high-altitude living, we've got you covered. Vrbo has no less than 56 mountain vacation properties available. Alternatively, you may prefer to try a different sort of setting. Vrbo has no lack of choices, including:

  • 38 rural vacation rentals.
  • 33 village vacation rentals.
  • 25 lake-view vacation rentals.

Can I rent a house in Lenox?

Our house vacation rentals are real properties for real travelers. Offering tons of space and privacy, they're perfect for those who want to experience life like a local. There are 118 houses listed on Vrbo. Prices start at $45 a night. Or perhaps you'd rather go for one of the area's other sought-after property options, like:

  • Hotel: 17 vacation homes. Prices start from $45 per night.
  • Apartment: 16 vacation homes. Prices start from $112 per night.
  • Bed & breakfast: 9 vacation homes. Prices start from $76 per night.

Can I stay in Lenox in a large group?

Vacations with your loved ones can be heaps of fun, particularly when you're sleeping under the same roof in an amazing new place! If you're visiting with a large group, Vrbo can help. House vacation homes are the leading choice here for big groups of guests. Our global database currently has 25 available. The rental properties that can cater to large groups in the area include:

  • If yours is a group of 8, we've got 36 vacation homes suitable for that size. Spend a night from just $200.
  • If you've got 6 in your family, you'll be happy to discover that there are 35 vacation homes that are suitable. You can book one for as little as $100 a night.
  • Hunting down rental properties catering to 10 people? You'll be thrilled to discover we have 27 that will fit the bill. You can score one for as little as $150 a night.

So don't fret! When you travel with us you'll be able to bring your mom, your grandpa and all your mates to Lenox.

Where are the cheapest rentals in Lenox?

Reduce those pesky accommodation expenses by organizing your stay with Vrbo. You'll discover plenty of great rentals and save loads of cash! When it comes to seeking out an amazing deal, the first place you look should be Sherwood Forest. Here, Vrbo has 11 rentals at an average price of $253 a night. Another 24 Vrbo rentals are on offer in or around Lee. With an average price of $268 a night, you're sure to grab a deal worth telling your friends about.