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Best Vacation rentals and Airbnb offers in Lee, MA
9.8 13 reviews
Lee, MA
06/18 – 06/23
$418/nighttotal: $2090 (5 )
Modern Downtown Lenox | Quiet Near Haven Coffee
1 2
apartment , Lenox
This Lenox apartment is just a mile from Tanglewood and Kripalu, two of the area's most popular cultural destinations, offering a peaceful escape in a beautiful setting. The apartment is located across the street from Haven Cafe, making it easy to grab a quick breakfast, and is within walking distance of Lenox's charming shops and galleries. The apartment features two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes modern amenities like a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, parking, and internet access, making it an ideal choice for couples or small families seeking a relaxing getaway.
9.4 44 reviews
Lee, MA
06/20 – 06/27
$317/nighttotal: $2219 (7 )
Berkshire Brook Retreat
1 2
apartment , Lee
This Berkshires home in Lee, Massachusetts offers a tranquil setting by a brook, within walking distance of Lee's town center and its shops and restaurants. This three-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, parking, and excellent guest ratings.
9.8 81 reviews
Lee, MA
06/18 – 06/23
$294/nighttotal: $1470 (5 )
Justice's Birthplace: King Bed, Hearths, Gardens
1 2
house , Lee
This charming farmhouse is located in Stockbridge, just a short distance from the town center and within easy reach of numerous attractions like The Mount, the Norman Rockwell Museum, and the Lee Premium Outlets. The house has received excellent ratings for its location, cleanliness, and overall experience. The first-floor apartment offers a private entrance, porch, and gardens, comfortably accommodating up to four guests. Enjoy modern appliances, separate utilities, and a convenient location near ski resorts and cultural landmarks.
10 73 reviews
Lee, MA
06/18 – 06/23
$648/nighttotal: $3240 (5 )
The Freckled Hen's Berkshire Nest
4 2
apartment , Lee
This vacation rental is located in the mountains near Lee, just a short distance from the Housatonic River, Berkshire Mountain Country Store, and Animagic Museum of Animation. It has received excellent user ratings. This three-bedroom, two-bathroom home can accommodate up to six guests. You'll enjoy amenities like a fitness center, tennis court, and spa, as well as a garden, terrace, and barbecue facilities.
9.9 66 reviews
Lee, MA
06/18 – 06/23
$471/nighttotal: $2355 (5 )
Sophisticated Lenox Retreat By Evergreen Home
1 2
apartment , Lenox
This spacious Dutch Gambrel home is located in Lenox, Massachusetts, five minutes from downtown Lenox and a short drive from Tanglewood, Great Barrington, Mass MoCA, and The Clark Art Institute. This 2,560-square-foot house features four bedrooms, two and a half bathrooms, a fully equipped kitchen, and can accommodate up to eight guests; amenities include central air conditioning, a large backyard with a fire pit and deck, off-street parking, and pet-friendly accommodations (small dogs only, with prior approval).
10 1 review
Lee, MA
06/20 – 06/27
$415/nighttotal: $2905 (7 )
Tranquil Lakeside Escape In The Berkshires
2 2
apartment , Lenox
This Lenox condo is conveniently located near Edith Wharton's The Mount (a 4-minute drive) and the Housatonic River (a 6-minute drive), offering easy access to Lenox's cultural attractions. This two-bedroom, three-bathroom apartment sleeps six and boasts a fully equipped kitchen, in-unit laundry, a swimming pool, sauna, and on-site parking.
Lee, MA
06/18 – 06/23
$353/nighttotal: $1765 (5 )
Hike, Fish & Ski: Riverside Barn Loft In Lee
1 2
apartment , Lee
This historic 1815 barn apartment in South Lee, MA, offers direct access to the Appalachian Trail and is located 2 miles from Stockbridge and 3 miles from downtown Lee, with Goose Pond and October Mountain State Forest 6 miles away. This 900 sq ft, 1-bedroom loft studio accommodates up to 4 guests with a king bed and futon, featuring a kitchenette, air conditioning, Wi-Fi, a laptop-friendly workspace, and mountain and river views, with pets allowed for an additional fee.
10 47 reviews
Lee, MA
06/18 – 06/23
$412/nighttotal: $2060 (5 )
1500 Sqft Private Entrance With Beautiful Views Of The Berkshire Mountains
2 2
apartment , Lee
This apartment is located in Lee, Western Massachusetts, just a short drive from attractions like Tanglewood, Stockbridge Theater, Jacob's Pillow, and the Ashuwillticook Rail Trail. The apartment is highly rated by previous guests and offers a comfortable and convenient stay. The apartment has 2 bedrooms, 1 bathroom, and can comfortably accommodate up to 5 guests. It features a modern kitchen, a spacious living area, and a private deck with a gas grill, perfect for enjoying the beautiful views of October Mountain.
9.8 8 reviews
Lee, MA
06/18 – 06/23
$337/nighttotal: $1685 (5 )
Whale Stone Cottage
1 2
apartment , Lee
This charming cottage is located in the Berkshires, just minutes from a peaceful stream and close to shops and attractions in Lee. The cottage offers a tranquil setting for a relaxing getaway. The cottage has one bedroom and one bathroom, and can accommodate up to five guests. It features a fully equipped kitchen, free Wi-Fi, air conditioning, and a cozy living area with a fireplace.
8.0 1 review
Lee, MA
06/20 – 06/27
$413/nighttotal: $2891 (7 )
Berkshires' Best! Tanglewood, Jacob's Pillow And 400 Feet From A Pristine Lake
3 2
apartment , Lee
This Lee, Massachusetts rental home, situated on a private road in a 30-home community with Goose Pond beach access, is conveniently located near Tanglewood, Jacob's Pillow, and Stockbridge attractions. The 1,100-square-foot house features three bedrooms, a bunk room, two bathrooms, a full kitchen, and accommodates up to eight guests, offering access to kayaks, tennis/pickleball courts, a fire pit, and nearby hiking trails.
Lee, MA
06/18 – 06/23
$344/nighttotal: $1720 (5 )
Hike, Fish And Ski Riverside Barn Loft In Lee
1 2
apartment , Lee
This South Lee apartment offers convenient access to local attractions, being approximately 1.2 miles from the Housatonic River and Berkshire Festival Theatre, and about 1.9 miles from Schantz Galleries and The Mission House. This pet-friendly rental includes complimentary Wi-Fi in common areas, air conditioning, free self-parking, and a kitchen with a microwave oven, making it a comfortable stay for travelers.
9.5 13 reviews
Lee, MA
06/18 – 06/23
$318/nighttotal: $1590 (5 )
Raised Ranch Serenity
1 2
apartment , Lenox
This farm is located just one mile from downtown Lenox, making it easy to walk to shops, restaurants, and attractions like Shakespeare & Company and Tanglewood. The farm has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The farmhouse has two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy outdoor seating, a grill, and a fire pit, perfect for relaxing and enjoying the beautiful Lenox weather.
Popular Family Vacation Rentals in Lee, MA
Lee, MA family-friendly vacation rentals provide a perfect base for outdoor adventure.
Lee, MA
06/18 – 06/23
$677/nighttotal: $3385 (5 )
Belden Farm - Walk To Tanglewood !
1 2
apartment , Lenox
This historic estate in Lenox offers an exclusive country escape on 15 acres, featuring open fields and sugar maples, with walkable access to Tanglewood and a 3-minute drive to Stockbridge Bowl and downtown Lenox. This 10-guest capacity residence includes a chef's kitchen with a Viking stove, a music parlor with a Steinway grand piano, a yoga and meditation room, and private access to the home and grounds, perfect for a family-friendly stay with pets allowed and internet.
9.9 161 reviews
Lee, MA
06/18 – 06/23
$1480/nighttotal: $7400 (5 )
A Grand Property In Historic Stockbridge
6 2
apartment , Stockbridge
This family-friendly vacation home is located in Stockbridge, just steps from the Housatonic River and Mission House, with Schantz Galleries and the Berkshire Theatre Festival within a 15-minute drive. The property has received excellent ratings for its cleanliness, location, and overall experience. The 9,000 square foot house has 6 bedrooms and can comfortably accommodate up to 12 guests. It features a fully equipped kitchen, a spacious living area, a private patio, a garden, a spa, a tennis court, and direct access to the Housatonic River for swimming, kayaking, and fishing.
10 8 reviews
Lee, MA
06/18 – 06/23
$412/nighttotal: $2060 (5 )
4bdr Elegant Berkshires Escape | Beaver Creek
1 2
apartment , Stockbridge
This 4-bedroom, 2-bathroom house in Stockbridge offers a tranquil escape surrounded by forests and mountain views, just minutes from Stockbridge Bowl and Tanglewood. This family-friendly rental accommodates up to 10 guests and features a wood-burning fireplace, a fully equipped kitchen with a dishwasher, air conditioning, a garden, and parking, with AvantStay concierge services available for added convenience.
10 11 reviews
Lee, MA
06/18 – 06/23
$579/nighttotal: $2895 (5 )
4br Home W/ Yard & Bbq, 5 Min Walk To Downtown Lee
4 2
apartment , Lee
This Lee, Massachusetts vacation home offers a spacious 1600-square-foot floor plan, conveniently located within a 15-minute walk of the Housatonic River, the Berkshire Mountain Country Store, and the Animagic Museum of Animation. The four-bedroom, two-bathroom house comfortably sleeps eight guests and includes amenities such as a fully equipped kitchen, free Wi-Fi, a fireplace, and outdoor space with a garden and barbecue grills.
Best Lee, MA vacation rentals with a balcony
10 30 reviews
Lee, MA
06/18 – 06/23
$823/nighttotal: $4115 (5 )
Lake View Berkshires Retreat - Private & Minutes To Lenox
3 2
apartment , Lee
This Lee, Massachusetts lakeside home is located within two miles of the Berkshire Mountain Country Store, Housatonic River, Greenock Country Club, Wyndhurst Golf & Club, and the Animagic Museum of Animation. This 3160-square-foot vacation rental boasts five bedrooms, four bathrooms, sleeps fourteen guests, and features a fully equipped kitchen, Jacuzzi, spa, tennis court, and a terrace overlooking the lake.
8.0 1 review
Lee, MA
06/18 – 06/23
$801/nighttotal: $4005 (5 )
Urban Peak Escape, Lenox, Ma
2 2
apartment , Lenox
This Lenox apartment is conveniently located just a 5-minute walk from The Bookstore and Lenox Library, offering easy access to cultural attractions and local amenities. The apartment is perfect for a family or small group, offering 1190 square feet of space and a guest capacity of 4. The apartment comes with modern amenities like Wi-Fi, a Smart TV, and a washer and dryer, as well as a fully equipped kitchen, a terrace, and air conditioning.
10 1 review
Lee, MA
06/18 – 06/23
$516/nighttotal: $2580 (5 )
Urban Peak Escape
2 2
apartment , Lenox
This Lenox apartment is conveniently located just a short distance from Tanglewood and the Tanglewood Musical Center, offering easy access to one of the area's most popular attractions. The apartment has received excellent ratings for cleanliness, location, and overall user experience. This two-bedroom, one-bathroom rental comfortably accommodates up to seven guests in its 12,920 square foot space. The apartment offers a range of amenities for a comfortable stay, including air conditioning, a balcony, free Wi-Fi, a fully equipped kitchen, and private parking.
10 98 reviews
Lee, MA
06/18 – 06/23
$1071/nighttotal: $5355 (5 )
Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood!
5 2
apartment , Lee
This vacation home in Lee is located close to a lake, within a mile of Greenock Country Club and the Housatonic River, offering a peaceful escape near local attractions. It has received excellent user ratings, making it a popular choice for travelers. The home features five bedrooms, four bathrooms, and can comfortably accommodate up to 14 guests in its 2800 square feet of space. Amenities include a fully equipped kitchen, a fireplace, a fitness center, a spa, a garden, a terrace, and parking, ensuring a comfortable and enjoyable stay.
Frequently Asked Questions about vacation rentals in Lee, MA
What other towns or cities can be easily accessed from Lee, MA?
Lee is conveniently located near several other charming towns in the Berkshires. You can easily drive to Lenox, Stockbridge, Great Barrington, and Pittsfield. These towns offer a variety of attractions, including museums, art galleries, and restaurants.
What are the best Airbnb and vacation rentals in Lee, MA?
What amenities are commonly available in vacation rentals in Lee, MA?
Vacation rentals in Lee typically offer amenities like kitchens, laundry facilities, and Wi-Fi. Many also have outdoor spaces like decks or patios. Some rentals might even have fireplaces, hot tubs, or swimming pools.
What time of year is best to rent a vacation rental Lee, MA?
The best time to visit Lee depends on your interests. Spring and fall offer mild weather and beautiful foliage. Summer is great for outdoor activities, and winter is perfect for skiing and snowboarding. You can find great deals on vacation rentals during the shoulder seasons.
What are the best vacation rentals with a pool in Lee, MA?
The Berkshires are known for their farm-to-table cuisine. You can find delicious local dishes like Berkshire pork, apple cider donuts, and maple syrup. Many restaurants also feature seasonal menus that highlight fresh, local ingredients.
What are the best rentals for families and kids in Lee, MA?
This Stockbridge apartment is located minutes from the Norman Rockwell Museum and Tanglewood, offering convenient access to local attractions. This 2350 square foot residence features 2 bedrooms and 2 bathrooms, accommodating up to 6 guests with a fold-out sofa, and includes a full kitchen, yard with patio, Wi-Fi, air conditioning, and parking.
Lee, MA
06/18 – 06/23
$366/nighttotal: $1830 (5 )
Condo ∙ 2 Bedrooms ∙ 6 Guests
2 2
apartment , Lenox
This Lenox, Massachusetts condo rental is conveniently located in the Berkshires, a short drive from The Mount (2.9 miles), Norman Rockwell Museum (7.2 miles), and Tanglewood (4.3 miles). This two-bedroom, three-bathroom vacation home sleeps six guests and boasts a fully equipped kitchen, private deck with scenic pond views, access to resort amenities including indoor/outdoor pools, a fitness center, and a sauna.
8.4 314 reviews
Lee, MA
06/20 – 06/27
$320/nighttotal: $2240 (7 )
The Ponds At Foxhollow
2 2
resort , Lee
The Ponds at Foxhollow By Capital Vacations is located in Lenox, Massachusetts, just 2.5 miles from the renowned Tanglewood music venue. The resort has received very good user ratings, with excellent ratings for its location and very good ratings for cleanliness. The resort offers a variety of accommodations, including villas and apartments. Guests can enjoy a range of amenities, including indoor and outdoor pools, a fitness center, a sauna, and free bicycle rentals.
9.2 19 reviews
Lee, MA
06/18 – 06/23
$330/nighttotal: $1650 (5 )
Tranquil Lakeside Escape In The Berkshires
2 2
apartment , Lee
This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, close to Tanglewood, a world-renowned music venue, and the town's shops and restaurants. The resort sits in the picturesque Berkshire Mountains, near a scenic pond. The apartment comfortably accommodates up to six guests in three bedrooms, including a master bedroom with a king-sized bed, a second bedroom with a queen-sized bed, and a living space with a double sleeper sofa. This apartment offers access to resort amenities such as indoor and outdoor pools, hot tubs, saunas, an exercise room, tennis courts, a putting green, and a variety of outdoor sports equipment.
Neighborhoods and points of interest in Lee, MA
Best Lee, MA vacation rentals with a fireplace
10 11 reviews
Lee, MA
06/20 – 06/27
$816/nighttotal: $5712 (7 )
Mid- Century Modern Getaway
1 2
apartment , Stockbridge
This mid-century modern house in Lenox, Massachusetts, is less than a mile from Tanglewood, downtown Lenox, and Stockbridge Bowl, offering easy access to hiking trails, Kripalu Center for Yoga & Health, and Mount Greylock. The three-bedroom, two-bathroom rental boasts a fully equipped kitchen, a private garden, six acres of wooded land leading to Lilly Pond, garage parking, and a smart lock, comfortably accommodating up to six guests.
9.6 5 reviews
Lee, MA
06/18 – 06/23
$476/nighttotal: $2380 (5 )
Spacious Living, Covered Porch & Forest Setting | Beaver Creek By Avantstay
4 2
apartment , Stockbridge
This 4-bedroom, 2.5-bathroom Stockbridge house is a 4-minute drive from The Mount and a 7-minute drive from Shakespeare and Company. This 2720 sq ft rental property offers Wi-Fi, air conditioning, a fireplace, a full kitchen, and on-site parking, with outdoor space including a terrace and barbecue, situated near Mass Audubon's Pleasant Valley Wildlife Sanctuary and Tanglewood Music Center.
9.5 12 reviews
Lee, MA
06/20 – 06/27
$683/nighttotal: $4781 (7 )
Large Country Farmhouse In The Berkshires.
1 2
apartment , Lee
This farmhouse is located in Lee, a short distance from town, restaurants, and grocery stores, offering easy access to amenities and local attractions. The property is highly rated by guests, with excellent scores for user experience, location, and cleanliness. This spacious farmhouse can accommodate up to 9 guests, perfect for families or groups seeking a relaxing getaway. Amenities include a fully equipped kitchen, air conditioning, a private garden, and parking, as well as outdoor activities like fishing, hiking, and horseback riding.
10 8 reviews
Lee, MA
06/18 – 06/23
$1139/nighttotal: $5695 (5 )
Spacious & Modern Berkshires Getaway
3 2
apartment , Stockbridge
This Stockbridge vacation home is located within 1.9 miles of the Housatonic River, Schantz Galleries, and Mission House, and within 3.1 miles of the Berkshire Theatre Festival and Norman Rockwell Museum. This 2700-square-foot house boasts three bedrooms, four bathrooms, sleeps seven guests, and includes a Jacuzzi, terrace, parking, and a fully equipped kitchen with modern appliances.