- Entire Place
- Listings where you have the whole place to yourself.
- Private Room
- Listings where you have your own room but share some common spaces.
- Shared Room
- Listings where you'll share your room or your room may be a common space.
Located walking distance to Tanglewood and Lenox village, this cozy queen bedroom comes with a private bath. Nicely furnished, beautiful surroundings. Small friendly dog on premises Learn More
Short walk/bicycle ride to town and to Kimball Farms and right on the bus line of the #2 BRTA, which connects Lee and Pittsfield via Lenox. The room is on the second floor of the house with its own private staircase down to the first floor bathroom. Learn More
The room is on the second floor in a charming old house! The 2nd floor private bedroom, the shared kitchen, private first floor bathroom, shared living room, and shared patio. I will make sure the guest is well situated in the space and oriented to the locale and I will be responsive to requests. I am not chatty, though. 15 minute walk to downtown or take the public bus, which stops right in front of the house. The bus line runs between the Outlet Mall in Lee, through Lenox, and to dow...
This cute little apartment is perfectly situated minutes to Tanglewood, Kripalu, laurel lake and downtown Lenox. 20 minutes to Stockbridge in summer traffic and 30 minutes to Great Barrington. Located in a small residential neighborhood, enjoy a little Pied a terre for the price of a highway motel. Learn More
The Apartment is The basement level of my 1954 Cape style home, though the entrance is ground level and direct from the driveway. The bedroom has a Ac unit in the window and It is quite comfortable. You have a private patio with dining table and gas grill.The kitchen is fully equipped. TV had Roku Streaming with Netflix and Hulu Plus. The Apartment is fully contained, Parking for two cars.My neighborhood is a small dead end street with 6 homes in a residential hamlet of Lenox lovingly cal...
Enjoy my cool comfortable apartment space that is fully furnished and located on a beautiful country road. It includes a full kitchen, and bathroom. It is less than 2 miles from the center of Lenox and 1 mile from Kripalu. Learn More
The bed is a latex full size bed. We live within walking distance of the center of town and a short drive, 2 1/4 mile walk or bike ride from Kripalu & Tanglewood. Shakespeare and Co is 1 1/2 miles away Our home is lovely, quiet, and comfortable. Learn More
We have 3 rooms available. They share two bathrooms. Our rooms are comfortable and well decorated. WiFi is high speed. Guests have access to the living room, back deck, garden and kitchen. They may cook if they want. Just clean up afterwards and remove all items from the refrigerator before checking out. We tend to be very busy so we generally do not interact much with guests. Probably the most interaction in general occurs in the kitchen or outside on the deck. We love our gard...
Newly renovated one bedroom apartment just 3 miles from Tanglewood. Perfect for an overnight stay, a weekend or vacation. Located on the east side of Lenox on a quiet residential street and surrounded by trees. Come and enjoy the solitude! Learn More
This approximately 500 sq ft apartment is fully equipped for a weekend or extended stay. The apartment is attached to our home but has its own private entrance. The apartment was completely remodeled in 2014 with new hardwood floors, kitchen appliances, cabinets, and bathroom fixtures. The kitchen is fully equipped with stainless steel appliances, flatware, pots, pans, skillets and glassware. A counter height pub table in the living/dining room seats four. A wall mounted LCD TV is pr...
Come, enjoy Tanglewood! A recently renovated cottage in a walk-to-town location, will allow you to explore the best of Lenox and the Berkshires. Walk to Tanglewood, Shakespeare and Company, Canyon Ranch or one of the amazing, Lenox restaurants! Learn More
This summer cottage built in the 1950's has recently been completely renovated from stem to stern to bring it up to date with the most current design standards. It is a 2-bedroom, 1-bathroom space with a large front yard and beautiful backyard for grilling. Features include a beautiful dining room surrounded by windows and backyard patio access to enjoy the lush forests adjacent to the space. Breathe in the fresh mountain air and appreciate the beautiful greenery in the spring, summer a...
This master bedroom has a queen bed. Bathroom located right outside of the bedroom. Lovely, convenient Lenox location. Learn More
We are walk into town, and also walking distance to Tanglewood and Kripalu. A lovely neighborhood.
With a 1.5 mile walk to Historic Lenox and same distance to Tanglewood, this is a spacious home set on 5 wooded acres. Chic furnishings, eclectic artwork and modern amenities make this house the perfect spot to unwind in the Berkshires. Learn More
The 4400 sqft home is comprised of a spacious log cabin built in 1920, and a later addition with kitchen, dining, laundry and more bedrooms. The two ends of the house are connected by a sun-drenched breezeway that lends privacy to the different sleeping areas. The original building features a grand living room furnished with stylish antiques and big, comfortable sofas for lounging. The ground floor also includes a study and a king bedroom with a full bath. The second floor has two spacious ...
Nestled in pine trees, this B&B is a quiet retreat 2 miles from town,comfortable and clean. Private bathroom next to room. King bed. A/C, High speed Wi-Fi. 4 miles from Tanglewood & Kripalu. Smoke free/pet free. Breakfast included. 10% off 3+nights. Learn More
The private bath is located in the hall next to the Gold Ivy room, and is used only by those guests staying in that room. The room and bathroom are on the second floor, which is a private area for that room only. The house is centrally located, close to all activities in the Berkshires. Guests have access to the living room, where there is a DVD/VCR player, stereo, and a piano. There is also access to a small space in the refrigerator, and the deck overlooking the back yard and t...
Enjoy the Berkshires in a beautiful log cabin and be our first guests! Features an open loft floor plan, high ceilings, a new cedar deck and new leather and wood furniture throughout. An enormous yard with beautiful greenery surrounds the property. The cabin is located 10 minutes away from Tanglewood, shops and restaurants, and spectacular hiking trails. Perfect for a family and small groups – sleeps 4-6. Great for larger gatherings in the living area. Amenities: • Private heated pool with l...
Cottage is a stand-alone building on our 2-acre property overlooking beautiful October Mountain, part of the Appalachian Trail. It is attached to an unused horse barn, which still has two horse stalls and a tack room. The location is close to downtown Lenox but very quiet and private. Learn More
The cottage's porch leads to a large, open "great room" that feels very much like a ski lodge or cabin, with wide-plank wood floors and exposed beams. The great room has a dining table with 4 chairs, a bar with 3 stools, a cool mid-century orange sofa and 2 matching chairs and an entertainment unit with a TV and DVD player. There is also a ceiling fan for air circulation and a skylight that can be opened to allow air in and out (plus, it has an automatic shade, should you want to block th...
220+ Acres W\ Tennis Cts, Indoor / Outdoor Pool, Canoe, Fishing Boat, Hot Tub.New first time rental of 4 BR, 2BA, Cape Cod style, sleeps 10-12. New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 fireplaces. Learn More
New first time rental of 4 BR, 2BA, Cape Cod style, sleeps 10-12. New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 fireplaces, large deck with 7 person hot tub and super seating for beautiful sunsets, Dacquiris and Bloody Mary's ( ingredients included). Fabulous great room with pool table, 65' Smart TV and 40' HD TV for you sports fans. Great indoor / outdoor sound system and don't worry about the neighbors. Summer weeks include 2 rounds of golf at n...
NEW LISTING!! Change of owner’s summer plans has resulted in this new 4 BR, 3½ bath immaculate property in Lenox becoming available for rent. A ten minute walk from downtown Lenox Center, and 5 minute drive from Tanglewood. ONE WEEK MINIMUM RENTAL Learn More
NEW LISTING!! Change of owner’s summer plans has resulted in this new 4 BR, 3½ bath immaculate property in Lenox becoming available for rent. A ten minute walk from downtown Lenox Center, and 5 minute drive from Tanglewood (on a quiet evening you often hear them from the back porch) and all the cultural attractions of the Lenox area. A beautiful, comfortable, fully furnished, and very tastefully decorated home, with screened in porch, deck, garage, and large backyard. Very quiet, and s...
Stunning Lenox Bungalow available June, July, and August. Shaded, private location and the walk to the town Center is 5 minutes. Tanglewood is up the street. Learn More
Two Bedroom Cottage with a Master Queen and loft Full size bed. Quaint cozy, with a country kitchen, the home is shaded by trees and is naturally cool in the summer. The home includes a Cathedral ceiling in the living room, Sun Room, Private deck with gas grill, AC in Master bedroom, Washer/Dryer, WiFi, and Cable. The home is yours. Saint Ann's Avenue is in the Center of the Lenox in a gorgeous Bungalow tucked away on a dead-end street. With a 5 minute walk to town you are never far ...
Modern, comfortable, and cozy townhouse 3 BR & 3 1/2 BA Airy and nice flow and high ceilings Bamboo floors Screened-in large porch with logia and dining Sleeps 6 people Learn More
Very spacious and airy, high ceilings Bamboo hardwood floor 3,000 sq. ft. Attached garage and guest parking space. 3 bedrooms: 1 king size bed, 2 twins beds together making another king size bed, 1 queen size bed. 3 1/2 bathrooms, eat in kitchen (8 people), dining room for 10, screened in porch dining for 8, loggia sitting area for 8/9, outside seating for 8 or more. On golf course. Convenience of Location for the cultural activities of the Berkshires and sports activities of the Cran...
If you love an old home with all new amenities you will love this house. Walk to Tanglewood, Shakespeare in the Park, or into town. This 4 bedroom, 2 bath, has a music room, family room, gourmet kitchen and an office, plus much,more. Learn More
This home is conveniently located in the heart of old Lenox. It has a beautiful gourmet kitchen with top notch appliances and breakfast room with doors that open onto a deck with lots of sunshine. The music room has a baby grand piano and the office is equipped with a telescope (and wifi). This is a well maintained, beautiful home that is loved. We are sure you will enjoy your time there as we do. Wifi Cable Dishwasher Tanglewood Kirpoli yoga Shakespeare in the park Golf Horseback riddi...
Beauty is inside and outside here. Nestled in pine trees, this B&B is a quiet retreat 2 miles from town, comfortable and clean. Shared bath. A/C. WiFi. 4 miles to Tanglewood & Kripalu. Smoke/free. Pet/free. Breakfast included. 10% off 3+ nights. Learn More
Centrally close to all activities in the Berkshires. Guests have access to living room with DVD/VCR player, stereo, and a piano. There is also access to a small space in the refrigerator, and deck overlooking the back yard and trees. Conversations are always nice with guests, and at the same time, their privacy is always respected. I am always here at home. Spacious land and woods in neighborhood, with flowers, either cultivated or wild. Nature surrounds, with wildlife. Very, very pea...