Holiday Rentals in Lenox, MA

This Stockbridge house is located just 3.4 kilometres from Tanglewood, a renowned music venue, and 3.8 kilometres from the town beach, offering a peaceful setting close to cultural and natural attractions. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The three-bedroom house spans 97 square metres and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a spa, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

This newly renovated Cape Cod style house is located in Lenox, just a short distance from the Edith Wharton Estate and within easy reach of other Berkshire attractions. The property has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and well-equipped stay.
The 251 square metre property comfortably sleeps up to 14 guests and features a fully equipped kitchen, a spacious living area, and a large deck with a hot tub. Guests can enjoy a range of activities on-site, including tennis, kayaking, and fishing, as well as access to two rounds of golf at the Miraval Country Club and spa treatments at the Miraval Spa.

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 spacious four-bedroom holiday home is located in Stockbridge, just a 4-minute drive from The Mount and a 7-minute drive from Shakespeare and Company, offering convenient access to local attractions.
This 253 square meter property features a fully equipped kitchen, air conditioning, Wi-Fi, and on-site parking, with outdoor space including a terrace and barbecue, comfortably accommodating up to 10 guests for a family-friendly stay.

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 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 spacious five-bedroom house is situated in Pittsfield, Massachusetts, just 12.2 kilometres from Tanglewood and 12.6 kilometres from Cranwell Spa & Golf Club.
The 307 square metre property offers ample space for up to 17 guests, with modern amenities such as air conditioning, Wi-Fi, a fully equipped kitchen, and a balcony.

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 family-friendly villa is situated in a peaceful rural setting in Lenox, just 1.6 km from Ventfort Hall Mansion and Gilded Age Museum, The Bookstore, and Shakespeare and Company. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious 1,394 square metre property offers 13 bedrooms and 13.5 bathrooms. Enjoy the convenience of a fully equipped kitchen, a fitness centre, a sauna, a tennis court, and a garden with barbecue facilities.

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.

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 spacious holiday let in Lenox is a 4-bedroom, 3-bathroom property offering accommodation for up to 12 guests, situated within walking distance of Wyndhurst Golf & Club and a 6-minute drive from Tanglewood Music Center.
The 245 square meter dwelling boasts a private garden, barbecue area, complimentary Wi-Fi, a fully equipped kitchen, and a dedicated studio space, ensuring a comfortable stay for those exploring Lenox.

This Pittsfield mountainside property is situated 0.3km from the Tracy Brook Wildlife Sanctuary, within 5km of Nordeen Marsh Natural Heritage Area and Fairfield Brook WMA, and close to Hancock Shaker Village.
This 172 square metre house offers four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, spa, fitness centre, garden, terrace, parking, and free Wi-Fi.

This house is located in the Berkshire Mountains, just 3 kilometres from Pittsfield's downtown area, close to the Housatonic River, Colonial Theater, and Berkshire Museum. This property has received excellent ratings for location, cleanliness, and user experience.
This 3-bedroom, 1-bathroom house can accommodate up to 6 guests. The house is equipped with modern amenities such as a washing machine, a Smart TV, and a coffee/tea maker, plus a garden and barbecue grills for outdoor relaxation and dining.

This five-bedroom property is situated in Lee, Massachusetts, just 8 kilometres from Stockbridge and a short drive from both Cranwell Spa & Golf Club (5.2 kilometres) and Tanglewood (9.2 kilometres). The house has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation has three bathrooms and can comfortably sleep up to 12 guests. Guests will enjoy access to a fully equipped kitchen, a garden, a patio, a balcony, free Wi-Fi, and free private parking.