Compare best accommodations in Lenox, MA from 100+ sites!

This waterfront Cape Cod-style house is situated in the heart of Lenox, within walking distance of the Edith Wharton Estate and a short drive from Lee's cultural attractions and outdoor activities. The house has an excellent user rating.
The house has a floor area of 2700 square feet and can accommodate up to 14 guests. It has 5 bedrooms, 3 bathrooms, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a jacuzzi, a garden, and parking. The house also offers amenities such as a pool table, HD Smart TVs, wood-burning fireplaces, a wine cooler, a hot tub, an outdoor barbecue, a tennis court, kayaks, canoes, and a rowboat.

This vacation home in Lee is located close to a lake, within a mile of Greenock Country Club and the Housatonic River, offering a peaceful escape near local attractions. It has received excellent user ratings, making it a popular choice for travelers.
The home features five bedrooms, four bathrooms, and can comfortably accommodate up to 14 guests in its 2800 square feet of space. Amenities include a fully equipped kitchen, a fireplace, a fitness center, a spa, a garden, a terrace, and parking, ensuring a comfortable and enjoyable stay.

This house is located in Lenox, just a short walk from The Bookstore and a short drive from Tanglewood Music Center. This vacation rental has excellent user ratings, making it a popular choice for travelers.
The house has 3 bedrooms and 3 bathrooms, accommodating up to 6 guests. It offers modern conveniences, a private patio, a garden, and a barbecue grill, making it ideal for a relaxing and enjoyable stay.

This 6-bedroom apartment is located in Lenox, just a mile from the Lenox Center and 1.5 miles from Tanglewood, offering easy access to cultural events and attractions. Guests consistently rate this rental as excellent, praising its privacy, stunning views, and peaceful atmosphere.
This spacious home can comfortably accommodate up to 16 guests and features a wrap-around porch, a swimming pool, a sports court, and a garden. Guests can also enjoy fresh eggs from the on-site chickens and take advantage of the nearby hiking trails and natural beauty.

Apartment to rent for 8 people with an excellent rating of 99% based on 101 reviews. You will stay in West Stockbridge.
Services and facilities: a jacuzzi, an iron and a kitchen. Take advantage of the garden in this apartment in West Stockbridge.

The Ponds at Foxhollow By Capital Vacations is located in Lenox, Massachusetts, just 2.5 miles from the renowned Tanglewood music venue. The resort has received very good user ratings, with excellent ratings for its location and very good ratings for cleanliness.
The resort offers a variety of accommodations, including villas and apartments. Guests can enjoy a range of amenities, including indoor and outdoor pools, a fitness center, a sauna, and free bicycle rentals.

This renovated cottage is located in Lenox, just a short walk from downtown and next to the historic Ventfort Hall. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom cottage comfortably accommodates four guests and features a spacious dining room with access to a backyard patio. The fully equipped kitchen includes a fridge, microwave, and dishwasher, and the property offers amenities like air conditioning, a garden, and parking.

This West Stockbridge vacation rental is located in the mountains, within a 3-mile radius of local attractions like Hoffman's Pottery and Chesterwood. It has received very good user ratings.
This 3-bedroom, 3200 square foot home comfortably accommodates up to 6 guests. Enjoy the peaceful mountain setting, relax by the fireplace, and make use of the fully equipped kitchen, private patio, and outdoor barbecue.

This charming cottage is located in a quiet Stockbridge neighborhood, just a short walk from Chesterwood and the Rockwell Museum, and a quick drive to Tanglewood and the Berkshire Botanical Garden. It has received excellent user ratings and is perfect for families or groups of friends looking for a comfortable and spacious vacation home.
The cottage offers 2,770 square feet of living space with four bedrooms and three bathrooms, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, central air conditioning, a washer and dryer, and a large outdoor terrace with plenty of space for relaxing and dining.

This Stockbridge farm stay, a luxurious guest house near the Housatonic River, is two blocks from downtown Stockbridge and the Red Lion Inn, and within two miles of Tanglewood, the Norman Rockwell Museum, Chesterwood, and the Berkshire Botanical Garden.
The 4,500-square-foot property boasts five bedrooms, five and a half bathrooms, and accommodates up to ten guests, featuring a spacious open floor plan, modern amenities, and a terrace overlooking the river.

This Pittsfield cottage boasts a prime location, within a 10-minute walk of the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, and less than a mile from the Housatonic River and Barrington Stage Company.
This pet-friendly vacation home features two bathrooms, a fully equipped kitchen with microwave and dishwasher, a private balcony, free Wi-Fi, and free self-parking, plus a fireplace and air conditioning for added comfort.

This Pittsfield vacation home offers convenient access to the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, all within a 10-minute walk, and is less than a mile from the Housatonic River and Barrington Stage Company.
This 3,300-square-foot house features seven bedrooms, two bathrooms, accommodates nine guests, and includes a fully equipped kitchen, fireplace, in-house washer, private garden, balcony, and parking.

This charming bungalow is located just a short walk from Lenox Center, placing you close to restaurants, shops, and the renowned Tanglewood music venue. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The home features two bedrooms and one bathroom, comfortably accommodating up to three guests. You'll enjoy a well-equipped kitchen, a private deck, and a backyard perfect for relaxing, along with air conditioning and a highly praised "amazing shower" for added comfort.

This Berkshires farmhouse rental near Lenox, Massachusetts, is conveniently located nine minutes from Tanglewood and a short drive from Stockbridge.
The 2,000+ square-foot property boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, a fitness center, and outdoor space with a fire pit and grill.

This Lenox, Massachusetts farmhouse rental is located on a mountainside, within 2 miles of the Housatonic River, Arrowhead, and the Arrowhead Museum.
This 2-bedroom, 1-bathroom vacation home sleeps 6, features a garden, air conditioning, Wi-Fi, and a kitchen with a refrigerator and microwave; nearby attractions include Guido's Marketplace and the Pleasant Valley Wilderness Sanctuary.

This Lenox house rental sleeps three guests in two bedrooms and one bathroom, offering a smoke-free environment ideal for allergy sufferers.
The property includes a fully equipped kitchen with refrigerator, microwave, oven, and stovetop, in-unit laundry, a smart TV, coffee/tea maker, and housekeeping is available upon request; further details on the precise location within Lenox and proximity to attractions are needed.