Discover a selection of 453 vacation rentals in Lee, 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 $73 per night, and houses and cottages are popular options for a stay in Lee. Either way, you'll find a rental for everyone's needs.
Destination guide

Lee is Queen Bee of the Berkshires

If it's charm you want, the quaint town of Lee has it in spades. Nestled in the foothills of Massachusetts' Berkshire Mountains, it's crammed with charming clapboard houses and tall church steeples and is a popular spot to witness the fall foliage. Book a Lee vacation rental and you'll have the best of the Berkshires right on your doorstep. Enjoy a concert at the Tanglewood Music Festival in nearby Lenox, the summer home of the Boston Symphony Orchestra, or visit the Norman Rockwell Museum, the largest collection of Rockwell art in the world.

Things to do

You'd be Berking mad to miss Berkshire's main attractions

A popular family destination, keep the kids occupied with an afternoon at AniMagic, a hands-on museum about animation and special effects. The museum and workshops are run by Oscar-winning visual effects guy Eugene Mamut, and appeals to all ages. For more classical art lovers, visit the Norman Rockwell Museum in the next town of Stockbridge. The Berkshire's are also a big draw for music fans. Visit between June and September, when the Tanglewood Music Festival hits town, and see a concert by the Boston Symphony Orchestra in their summer home.


Lee is Lee-ding the way when it comes to relaxing

If it's a relaxing vacation you want, then make Lee your first stop. Known as the Gateway to the Berkshires, the clutch of rural towns and villages in western Massachusetts, life rolls at a slower pace here. Potter around the antiques shops on Main Street, or catch a concert by the Boston Symphony Orchestra in their summer home in nearby Lenox. If you're more into action than classics, then rent a canoe or go fishing on Laurel Lake. But for a classic experience, see the blazing fall foliage along the Mohawk Trail.


For fabulous fall foliage, visit Lee

There's no bad time to visit Lee, and every season brings something different. Peak season is June, July, and August, when Lee's top vacation rentals are in most demand. The temperatures can reach highs of mid-70s in July and August, which brings plenty of sunshine. Fall is also a popular time to visit, when much of New England bursts into color during the fall foliage. But don't strike out a winter vacation, because when the Berkshires experience a blanket of snow, it turns the charming towns and villages, including Lee, into a dazzling Christmas card scene.

Natural features

Join the hunt for the red October (Forest)

Part of the Berkshires, a clutch of pretty New England towns, Lee is surrounded by the eponymous Berkshire Mountains in Western Massachusetts. The region is dominated by the lush green October Mountain State Forest, where the world-famous Appalachian Trail draws hikers and adventurers from all over the world. One of the forest's most scenic trails is through the Schermerhorn Gorge, where you'll find waterfalls, wildflowers, and rare flora. And come winter, the forest trails become the perfect foil for some brilliant cross-country skiing.

How to get there

Transportation to and around Lee

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 8.5 mi (13.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Hudson, NY (HCC-Columbia County), which is 23.7 mi (38.1 km) away.

How many vacation rentals are available around Lee, MA?

Our 2020 property listings offer a large selection of 453 vacation rentals around Lee. From 367 house rentals to 55 cottage 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 Lee?

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

  • Animagic Museum of Animation: 519 vacation rentals
  • Berkshire Mountain Country Store: 519 vacation rentals
  • Lee Library: 518 vacation rentals
  • Greenock Country Club: 520 vacation rentals
  • Jiminy Peak Mountain Resort: 274 vacation rentals

But there are many other points of interest around Lee 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 Lee?

Yes, of course. Vrbo has 367 Houses in Lee. Our other popular types of vacation rentals in Lee include:

  • Cottages: 55 rentals available
  • Cabins: 55 rentals available
  • Condos/Apartments: 41 rentals available

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

Can I find a vacation rental with pool in Lee?

Yes, you can select your preferred vacation rental with pool among our 82 vacation rentals with pool available in Lee. Please use our search bar to access the selection of vacation rentals available.

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