Places to stay in Lenox, MA

This secluded apartment, located on a quiet dead-end road in Stockbridge, offers a peaceful retreat with easy access to woodland and a stream, ideal for those seeking a tranquil getaway.
This pet-friendly flat accommodates up to six guests and features a well-equipped kitchen, air conditioning, two bathrooms, and an outdoor deck, with ample garden space for recreation and exploration.

This three-bedroom split ranch in Lenox is located directly beside October Mountain State Forest, offering immediate access to nature and a short drive to Lenox town centre and its cultural attractions including Tanglewood and the Norman Rockwell Museum.
This family-friendly property sleeps six guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, and internet access, with nearby opportunities for hiking, biking, kayaking, and fishing.

This three-bedroom house, sleeping up to 10 guests, is situated near Lenox, Massachusetts, within 3.2km of the Housatonic River, Wood's Pond, and the Berkshire Scenic Railway Museum, and within 4.8km of The Mount and Wyndhurst Golf & Club.
The property boasts a fully equipped kitchen, Wi-Fi, a patio, garden, and parking, offering easy access to outdoor activities and local attractions; ideal for families or groups seeking a relaxing getaway near Lenox.

Lenox Hills Cottage is a rustic cabin located in the Berkshires, just a few kilometres from Tanglewood, Kennedy Park, and Lenox town centre, offering a tranquil escape in the heart of nature. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The property has two bedrooms and two bathrooms, accommodating up to four guests. Amenities include a fully equipped kitchen, a wood-burning fireplace, a screened sunroom with a hammock, and a wraparound porch for enjoying al fresco dining, as well as a garden and parking for two to three cars.

This charming colonial home is situated in a central location in the Berkshires, just 16 kilometres from Tanglewood and 48 kilometres from Jiminy Peak, offering easy access to Pittsfield's attractions. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The apartment spans 362 square metres and comfortably accommodates up to 12 guests across its four bedrooms. A modern kitchen, a private garden, and a fitness centre are just some of the amenities that guarantee a comfortable and enjoyable stay.

This beautiful six-bedroom house is located in Stockbridge, just a short distance from Mission House, a significant historical site, and within a 24-kilometre drive of Schantz Galleries and the Berkshire Theatre Festival. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious home provides ample room for a large family or group of friends, covering 836 square metres and comfortably accommodating up to 12 guests. The house offers a range of modern amenities, including a fully equipped kitchen, a spa, a tennis court, and a beautiful garden with a barbecue, perfect for enjoying the outdoors.

This five-bedroom farmhouse is situated in Lenox, Massachusetts, just across the street from Shakespeare & Co. and within walking distance of Lenox village and Tanglewood. The property boasts a modern kitchen, a spacious living area, a nursery with a full-size crib, a basement TV room, a screen porch and two decks, as well as ample parking for multiple vehicles.

This four-bedroom property is situated in Richmond, Massachusetts, a quiet neighbourhood just 1.5 kilometres from Balderdash Cellars and a 24-kilometre drive from Tanglewood. The apartment is highly rated by guests, receiving excellent reviews for its comfort and amenities.
The spacious home can accommodate up to 10 guests and features a large backyard with a fire pit and a screened-in porch with a dining area. Amenities include a fully equipped kitchen, central air conditioning, a garage for storing outdoor gear, a swing set, and an EV charger.

This West Stockbridge holiday home is situated a 7-minute drive from Tanglewood Music Centre and a 6-minute drive from Hotchkiss Mobile Studio.
This five-bedroom, three-bathroom property offers a swimming pool, garden, terrace, hot tub, and Wi-Fi, making it ideal for families exploring local attractions and natural beauty spots.

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 newly refurbished lakefront property in Lenox offers direct access to Laurel Lake, with a private dock for swimming and kayaking, and is within walking distance of The Mount.
This spacious 200 square metre residence accommodates up to 10 guests across four bedrooms and three bathrooms, featuring a modern chef's kitchen, a wood-burning fireplace, a sunroom with a foosball table, and is conveniently located near Tanglewood and ski resorts.

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 two-bedroom flat is situated just outside Lenox, a kilometre from restaurants and shops, and a short drive from Tanglewood. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-contained apartment can comfortably accommodate up to four guests and features a kitchen with a fridge, freezer, and microwave oven, as well as air conditioning, a garden, a fitness centre, and parking. Guests can enjoy a peaceful and private setting while still being close to the attractions of Lenox.

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.

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 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.