Holiday Rentals in Lenox, MA

This Lee apartment is conveniently located near the Lee Library, the Animagic Museum of Animation, and the Berkshire Mountain Country Store, with the Housatonic River and Greenock Country Club less than 2.4 kilometres away.
This one-bedroom, one-bathroom flat sleeps four guests and offers a fully equipped kitchen with fridge, microwave, oven and hob, free Wi-Fi, and is a smoke-free environment.

This charming bungalow is situated in the city centre of Pittsfield, just 5km from Bousquet Ski Resort, 20km from Jiminy Peak and 15km from Tanglewood in Lenox, offering easy access to the area's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The home sleeps up to 5 guests and spans 93 square metres. It features a fully equipped kitchen, a spa, air conditioning and a private deck with a grill, perfect for enjoying the outdoors.

This five-bedroom home is situated in Lenox, just a short walk from the town centre and two miles from Tanglewood, offering a peaceful retreat in a vibrant location. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The spacious apartment, spanning 242 square metres, comfortably accommodates nine guests. Amenities include a fully equipped kitchen, a jacuzzi, a garden, a spa, parking, and internet access, ensuring a relaxing and enjoyable stay.

This three-bedroom apartment is located just under 2km from Tanglewood, Lenox Town Center, Stockbridge Bowl, and local theatres, in a prestigious area between Lenox and Stockbridge, offering a peaceful retreat from the hustle and bustle of city life. This property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a spacious open-plan living area, perfect for families or groups of up to six people. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and keyless entry for a hassle-free check-in.

Berkshire House Stay is a family-friendly residence in Lee, located 5.3 kilometres from Cranwell Spa & Golf Club and 9.3 kilometres from Tanglewood.
This spacious 214 square metre holiday home accommodates up to 19 guests, featuring five bedrooms and five bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, and complimentary Wi-Fi and parking, with nearby hiking trails and barbecue facilities.

This house is located on a lake in Lee, within 2 kilometres of Greenock Country Club, Lee Library, and Animagic Museum of Animation, offering a peaceful retreat in a convenient location. The property has received excellent ratings for user experience, location, and cleanliness.
The property has 4 bedrooms and can accommodate up to 8 guests, providing ample space for families or groups. It features a fully equipped kitchen, a terrace, a garden, and a washing machine, along with air conditioning, internet access, and a Smart TV for entertainment.

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 exclusive lakeside estate in Lenox, Massachusetts, offers private lake access and is within walking distance of The Mount, Edith Wharton’s Home, and a short drive from Tanglewood.
This expansive property comprises two homes, accommodating up to 18 guests with eight bedrooms and five bathrooms, featuring a chef's kitchen, separate guest house, and ample parking for eight vehicles.

Lee Manor, situated in Lee, Massachusetts, is a 5-minute drive from Lee Premium Outlets and High Lawn Farm, and within walking distance of Lee's town centre, offering easy access to Tanglewood, the Norman Rockwell Museum, and other Berkshire attractions.
This five-bedroom, four-bathroom house sleeps fifteen guests, boasts a fully equipped kitchen, free Wi-Fi, and stylishly renovated interiors, perfect for families or groups exploring the Berkshires.

This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short distance from the picturesque Berkshire Mountains. The resort is situated near a tranquil pond, offering scenic views and a peaceful atmosphere.
This comfortable apartment, suitable for up to four guests, features a master bedroom with a king-size bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, and a living area with a double sleeper sofa. The apartment benefits from a range of amenities including a swimming pool, jacuzzi, sauna, fitness centre, and free Wi-Fi, alongside a variety of activities such as tennis courts, a putting green, and access to bicycles for exploring the surrounding area.

This Lenox apartment, a peaceful one-bedroom condo near the Pleasant Valley Wildlife Sanctuary, offers easy access (distances unspecified but likely within a few kilometres) to cultural attractions such as The Mount and the Frelinghuysen Morris House and Studio.
Sleeping four guests, the property boasts two bathrooms and is likely fully equipped, providing a tranquil base for exploring Lenox's natural and cultural offerings, including the Berkshire Scenic Railway Museum and The Bookstore.

The Ponds at Foxhollow by Capital Vacations is located in Lenox, Massachusetts, just a short drive from Tanglewood and the Tanglewood Musical Center, making it a great choice for music lovers and those looking to explore the scenic Berkshires. The resort enjoys excellent location and cleanliness ratings, with guests consistently praising its comfortable and well-maintained accommodation.
Each apartment features a fully equipped kitchen and a dining and seating area with a TV, providing everything you need for a relaxing stay. Guests can enjoy a range of amenities, including a seasonal outdoor pool and hot tub, an indoor pool, sauna, fitness center, and tennis court, as well as free bicycle use, fishing, and canoeing opportunities.

This five-bedroom Lee holiday home is situated less than 0.8km from Greenock Country Club and within 1.6km of Lee Library and the Animagic Museum of Animation, offering easy access to local attractions and the Housatonic River.
The 222-square-metre property boasts five bathrooms, sleeps ten guests, and includes a full kitchen, patio, barbecue, spa, and free Wi-Fi; nearby activities include golfing and riverside walks.

This detached house in Lenox is situated 2.7 kilometres from Cranwell Spa & Golf Club and 5.9 kilometres from Tanglewood Musical Center, with Great Falls and Canaan Village Historic District both 40.2 kilometres away.
This property accommodates up to 18 guests with 1 bedroom, 5 bathrooms, air conditioning, a kitchen, free Wi-Fi, private parking, and a garden, offering an ideal setting for family gatherings near the Norman Rockwell Museum.

This family-friendly property is situated in Richmond, just 8km from the Tanglewood Music Center and 10km from Hancock Shaker Village, offering easy access to cultural attractions and outdoor activities.
This spacious five-bedroom apartment comfortably accommodates up to 10 guests, making it ideal for families or groups. The property offers a range of amenities including a fully equipped kitchen, a private garden, a hot tub, and a spa, ensuring a comfortable and enjoyable stay.

This lakeside detached house in Lenox is located 2.7 kilometres from Cranwell Spa & Golf Club and 5.9 kilometres from Tanglewood Musical Center.
This detached house offers 200 square metres of floor area, features a kitchen, air conditioning, a terrace, a garden, free WiFi, private parking, and includes kayaks for guests exploring the lake.