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

This historic 1912 guesthouse in Lenox is located 2.7 kilometres from Tanglewood and 6.7 kilometres from the Norman Rockwell Museum, with Cranwell Spa & Golf Club and Tanglewood Musical Centre both just 2.4 kilometres away.
Guests can enjoy amenities such as air conditioning, complimentary WiFi, private parking, a fridge in the room, and access to a spa, fitness centre, restaurant and bar.

Village View, a ten-room Victorian house in downtown Lenox, Massachusetts, is a three-block walk (approximately 0.24 km) from the bus stop and within easy reach of restaurants, shops, and historic sites such as Ventfort Hall and The Mount.
This five-bedroom, three-bathroom property offers guests a fully equipped kitchen, a jetted tub, parking for up to three cars, and a secluded backyard with a gas grill; it comfortably accommodates larger groups and is ideal for exploring Lenox's attractions, including Kennedy Park and Pleasant Valley Bird Sanctuary.

This Lenoxdale flat, situated in the Berkshires, is minutes from Lenox's town centre and within easy reach of Tanglewood, Kripalu Centre for Yoga & Health, and Laurel Lake.
The one-bedroom, one-bathroom apartment sleeps two guests and offers a kitchen with a fridge and microwave, air conditioning, parking, a garden, and excellent guest reviews; the owner resides above and may offer local advice.

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.

Eastover, a holistic retreat, offers a tranquil escape on 600 acres, situated just a few minutes from downtown Lenox.
This B&B provides complimentary wellness classes, a swimming pool, spa, fitness centre, and parking, with rooms featuring a double and a twin bed, alongside private bathrooms.

This fully renovated house is located on a quiet street in Lee, Massachusetts, just a short drive from both Lee Center and Lenox Center, offering a peaceful retreat in a convenient location. It has received excellent ratings for user experience, location, and cleanliness.
The spacious property spans 260 square metres and comfortably accommodates up to 11 guests across five bedrooms and three bathrooms. Guests can enjoy a well-equipped kitchen, a family room with a pool table, a terrace, a garden, parking, and air conditioning, making it perfect for families and groups seeking a comfortable and enjoyable stay.

This private country escape in Lee offers unobstructed rolling hillsides and mountain views, situated just 10 kilometres from Tanglewood, Shakespeare and Co, Jacob's Pillow, Barrington Stage, and The Mount.
This 120 square metre flat accommodates up to four guests in two bedrooms, each with an en-suite bathroom, and features a fully equipped kitchen, central heating, air conditioning, a terrace, garden, and parking.

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 recently renovated two-bedroom flat in Lee offers convenient access to Tanglewood and the Berkshire Theatre Festival, situated just a short drive from Lee Premium Outlets and numerous ski resorts.
This well-appointed property accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, and private parking, with direct access to Sandy Beach at Lake Laurel only 3 minutes away by car.

This spacious Dutch Gambrel house, situated in Lenox, Massachusetts, is a five-minute drive from Lenox town centre and close to Tanglewood.
Offering 238 square metres of living space, this four-bedroom, 2.5-bathroom property sleeps eight guests and boasts a fully equipped kitchen, large garden with fire pit, and off-street parking; small dogs are welcome (with prior approval and fee).

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.

This one-bedroom flat is located in Lenox's historic downtown district, just a short walk from the Tanglewood Music Center, the Edith Wharton Home, and the Berkshire Museum. The property has received excellent ratings for location, cleanliness, and user experience.
The flat comfortably accommodates up to four guests and features a well-equipped kitchen with a fridge and dishwasher. Guests can enjoy amenities such as a garden, parking, air conditioning, and free Wi-Fi access.

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 family-friendly holiday home is situated near the lake in Lee, within a mile of Greenock Country Club and the Housatonic River, and within two miles of the Animagic Museum of Animation and Lee Library. This property enjoys excellent user ratings, making it a popular choice for travellers visiting Lee.
The house has 5 bedrooms, 4 bathrooms, and a floor area of 260 square metres, comfortably accommodating up to 14 guests. Amenities include a fully equipped kitchen, a fireplace, a terrace, a garden, a fitness centre, and a spa, ensuring a comfortable and enjoyable stay.

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.

This two-bedroom apartment is located on Main Street in Lenox, within walking distance of the Lenox Library, Ventfort Hall Mansion, and Guido's Marketplace. It has consistently received excellent ratings from previous guests.
The apartment has two bathrooms and can accommodate up to six guests. It features a fully equipped kitchen, comfortable living space, central air conditioning, and free Wi-Fi, making it ideal for exploring the town and its attractions.