Search accommodations in Lenox, MA

This charming cottage is located in a peaceful lake neighbourhood in Stockbridge, just 1.6 kilometres from the public beach at Stockbridge Bowl. It has received excellent ratings for its location, cleanliness, and overall experience.
The 84 square metre cottage comfortably sleeps six guests and features a spacious outdoor area with a sunny deck, a charming fieldstone fireplace, and a dedicated reading nook. Enjoy the modern amenities including a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a spa, and parking.

This renovated dairy barn is situated in the Berkshires, just 2.4 kilometres from Stockbridge's Main Street and the Red Lion Inn, a short drive from Tanglewood and the Stockbridge Bowl, and under 16 kilometres from Lenox. The property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom property comfortably accommodates four guests. Enjoy a window seat with local coffee, BBQ grilling, a large Roku TV for movie nights, and the option to order delicious home-cooked Indian meals prepared by the owner.

This charming cottage is located in a quiet neighbourhood in Stockbridge, just a short walk from Chesterwood and the Rockwell Museum, and a short drive to Tanglewood, Berkshire Botanical Garden, and Stockbridge Bowl. The cottage has received excellent reviews from previous guests.
The property has four bedrooms and three bathrooms across 257 square metres, comfortably accommodating up to eight guests. This charming retreat features a well-equipped kitchen, a spacious living room with a fireplace, a library, a dedicated lounge area, and a private garden.

This Stockbridge holiday home boasts three bedrooms and two bathrooms, sleeping up to nine guests, and is located minutes from Berkshire attractions, offering a peaceful retreat.
The four-acre property features a fully equipped kitchen, air conditioning, parking, and outdoor games such as cornhole and frisbee, alongside picnic supplies for trips to Tanglewood.

This Richmond flat offers a serene setting by Richmond Pond, just 300 metres from Balderdash Cellars and 8 kilometres from Tanglewood.
This spacious 255 square metre split-level property accommodates up to six guests and includes a newly renovated kitchen, air conditioning, a jacuzzi, a terrace, a garden, parking, and two kayaks and bicycles for exploring the area.

This Richmond flat offers a secluded Berkshire escape on 2.5 acres, located a short drive from Balderdash Cellars (1.6 kilometres), Hancock Shaker Village (6.4 kilometres), Bousquet Mountain Ski Area (14.5 kilometres), Tanglewood (22.5 kilometres), and the Norman Rockwell Museum (27.4 kilometres).
This 191 square metre residence accommodates up to six guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, an outdoor grill, high-speed Wi-Fi, and a garden, with pets welcome for a one-time fee.

This pet-friendly holiday home is situated in West Stockbridge, a 4-minute drive from Tanglewood Music Center and a 12-minute walk from Stockbridge Bowl.
This expansive 232 square meter property accommodates up to 8 guests with 4 bedrooms and 4 bathrooms, featuring a garden, private terrace with barbecue, Wi-Fi, and in-unit laundry.

This charming house is situated just a short distance from Lenox town centre, offering easy access to its shops, restaurants and cultural attractions. The property has received excellent ratings for its cleanliness, location and overall guest experience.
The spacious three-bedroom house can comfortably accommodate up to four guests. It features a fully equipped kitchen, a relaxing garden, a Jacuzzi and parking, as well as internet access.

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 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 one-bedroom flat in Pittsfield is conveniently located for exploring local culture and history, with Tanglewood Music Center and Colonial Theater just a short distance away, and Herman Melville's Arrowhead and Hancock Shaker Village also nearby.
This apartment offers accommodation for up to four guests, featuring a king-size bed, a sofa bed in the living room, air conditioning, and complimentary Wi-Fi, and is within easy reach of the Berkshire Museum and Bousquet Ski Area.

This Lee lakeside property, within 3.2km of the Berkshire Mountain Country Store, Housatonic River, Greenock Country Club, and Wyndhurst Golf & Club, offers serene water views and convenient access to local attractions.
This five-bedroom, four-bathroom holiday home boasts 294 square metres of space, comfortably accommodating up to 14 guests with amenities including a jacuzzi, spa, tennis court, and fully equipped kitchen; enjoy on-site water access and explore nearby Animagic Museum of Animation.

This Lenox apartment, ideally situated near The Bookstore and within a 2.6 km radius of Lenox Library and Ventfort Hall Mansion, offers easy access to Tanglewood Music Centre (2.6 km).
The three-bedroom, two-bathroom property sleeps eight guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and a Smart TV; free parking is available nearby.

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 four-bedroom Richmond, Massachusetts property is located minutes from Tanglewood, the Kripalu Center for Yoga & Health, Lenox, and West Stockbridge.
The self-catering apartment, sleeping up to nine guests, boasts a private pool, fast Wi-Fi, and a fully equipped kitchen; nearby trails and restaurants offer further attractions.

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.