Find short term rentals in Lee, MA at the best prices

This apartment is located in Lee, Massachusetts, just a short drive from cultural attractions such as Tanglewood, Jacob's Pillow, and the Clark Art Institute. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The property offers three bedrooms and two bathrooms, comfortably accommodating up to five guests. The apartment features a fully equipped kitchen, a private garden with a deck and grill, and access to a dog run for pet owners.

This historic farmhouse, built in 1815 and listed on the National Register of Historic Places, is located in South Lee, 3 kilometres from downtown Lee and 3.2 kilometres from Stockbridge, offering mountain and river views from its shared yard and convenient access to Ski Butternut (16 kilometres), Bousquet Mountain (19 kilometres), October Mountain State Forest (9.7 kilometres), and the Appalachian Trail.
This 139 square metre residence provides 3 bedrooms and 2 bathrooms accommodating up to 5 guests, with features including a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, free WiFi, a washer/dryer, and keyless entry, while being family-friendly and pet-friendly for an additional fee.

This four-bedroom house is located in Lee, just a short walk from the town centre and a five-minute drive from Lake Laurel, offering easy access to shops, restaurants, and outdoor activities. The property has been rated excellent for location, cleanliness, and user experience.
The spacious house can accommodate up to eight guests and features a large dining table, a playground, and a 55-inch TV. The house also has a private backyard with a deck, a hammock, a fire pit, a barbecue, and outdoor furniture, perfect for relaxing and entertaining.

This Lee holiday let is conveniently situated less than 1 kilometre from the Mass Pike exit, offering easy access to Lee Premium Outlets and recreational pursuits such as skiing, hiking, and golf at Greenock Country Club and Wyndhurst Golf & Club.
This 4-bedroom, 2-bathroom apartment accommodates up to 9 guests and features a well-equipped kitchen, outdoor grilling area, swimming pool, and garden, with well-behaved pets considered on a case-by-case basis.

This Lenox guesthouse is situated a 12-minute walk (approximately 0.96 km) from both The Bookstore and Lenox Library, offering convenient access to other local attractions including Ventfort Hall Mansion and the Gilded Age Museum.
The 29-square-metre property features one bedroom, one bathroom, and sleeps four, with amenities including air conditioning, a terrace, a fireplace, and linen provided.

This spacious six-bedroom house, known as the General Williams house, is situated in Berkshire County, Massachusetts, 3.2km from Stockbridge centre and 8km from Lenox centre, offering easy access to the Mass Pike.
The 511-square-metre property boasts two fully equipped kitchens, six fireplaces, a games room, a swimming pool, and a spa, accommodating up to 16 guests and providing ample space for families or large groups.

This apartment is situated in Lenox, just 1.6 kilometres from the town centre and 2.4 kilometres from Tanglewood, offering a peaceful retreat close to attractions. It has been highly rated by previous guests, receiving excellent reviews.
This spacious apartment sleeps up to 16 guests and features six bedrooms and four bathrooms. Guests can enjoy a range of amenities including a swimming pool, a sports court, and a wrap-around porch, as well as fresh eggs from the chickens and beautiful gardens.

This Lenox apartment is situated near the town centre, approximately 1.6 kilometres from Tanglewood and Kripalu.
The 111-square-metre property features two bedrooms, one bathroom, and can accommodate four guests; amenities include a fully equipped kitchen, air conditioning, a terrace, and Wi-Fi access, with easy access to hiking trails and Berkshire attractions such as Great Barrington and MASS MoCA.

This South Lee flat offers a historic residential setting, located 5.9 kilometres from the Norman Rockwell Museum and 12.4 kilometres from Tanglewood Musical Centre.
With a floor area of 139 square metres, this two-bedroom apartment accommodates up to seven guests and includes a fully equipped kitchen, a washing machine, a fireplace, and complimentary private parking.

This renovated cottage, located in the Berkshires, is a short drive from Lee, Lenox, Stockbridge, Tanglewood, Jacob's Pillow, Kripalu, and The Mount.
This 3-bedroom, 2-bathroom property accommodates up to 4 guests and offers a private 20-acre estate with a pond, gardens, meditation cabin, outdoor soaking tub, and a fire circle, all fully renovated in 2026 with a new kitchen and in-unit laundry.

This Lenox apartment, newly renovated and located in the town centre, offers easy access to attractions such as Ventfort Hall Mansion and the Shakespeare & Company bookshop.
The one-bedroom flat sleeps four guests, features a fully equipped kitchen with dishwasher, and includes high-speed Wi-Fi, parking and air conditioning.

The Whistler's Inn is a charming bed and breakfast situated in Lenox, Massachusetts, a short distance from Tanglewood Musical Center and Shakespeare & Company Theater. The inn has consistently received very good user ratings for its cleanliness and excellent location.
Each room at the inn has a unique style and features a private bathroom. Guests can enjoy a daily gourmet breakfast, afternoon tea and cookies, and have access to a parlour room with a piano and a library. The inn also has a garden and a terrace, and guests can enjoy free Wi-Fi and parking.

This charming cottage sits on a hilltop overlooking downtown Lee, offering stunning views of the town and surrounding mountains, and is located just a short drive from attractions like Tanglewood and the Berkshire Theater Festival. The property has received excellent ratings for location, cleanliness, and overall user experience.
The cottage comfortably accommodates up to 7 guests across its 4 bedrooms and 2 bathrooms. Modern amenities, including a fully equipped kitchen, air conditioning, a private garden, and parking, ensure a comfortable and enjoyable stay, while the proximity to local shops, restaurants, and outdoor activities allows for a truly fulfilling experience.

This newly renovated three-bedroom apartment is centrally located in downtown Lenox, Massachusetts, a 2.4km walk from Tanglewood, the summer home of the Boston Symphony Orchestra, and within walking distance of numerous restaurants and shops.
The 3-bedroom, 2-bathroom flat offers free on-site parking, a fully equipped kitchen including a dishwasher, air conditioning, and a garden; it comfortably sleeps six guests.

This Lenox apartment is less than 0.3km from the town centre, offering easy access to restaurants such as the Heritage Tavern and Lenox Coffee Shop.
The two-bedroom, two-storey flat sleeps four guests and includes a fully equipped kitchen with stainless steel appliances, a bathroom with washer/dryer, and a living room with a smart TV; Lee Premium Outlets are 8km away.

This Berkshire County house, situated 2.4km from the Mass Pike exit and within walking distance of Lee's town centre and a public golf course, offers easy access to numerous attractions.
This spacious 168 square metre split-level ranch house sleeps six guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen (including fridge, microwave, and dishwasher), air conditioning, parking, and high-speed internet; nearby Laurel Lake is just under 5km away.