$13,500
Available: Right Now
Listed: 10/05/2024
Lee, MA
Welcome to the beautiful Lakeside Condominiums at Fox Hollow in Lenox/Lee, MA. This newly furnished condo is spacious and light filled, overlooking the stunning hills of the Berkshires. The complex has a large pool, tennis courts and an on site prope...
$7,080
Available: Right Now
Listed: 11/05/2024
Washington, MA
The ultimate escape to peace & tranquility in the Berkshires! Set on 1.3 private acres, this cozy log cabin getaway is close enough to the action if you want it - and far enough away that you can feel disconnected from it all. Enjoy the large wraparo...
$10,740
Available: Right Now
Listed: 10/05/2024
Lee, MA
This spacious, sunny condo at Foxhollow on the Lenox/Lee border is perfectly situated for you to enjoy the natural beauty and many cultural attractions of the Berkshires. With sweeping views of Laurel Lake and October Mountain, this two-floor, 4 BR u...
$17,130
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Beautifully furnished, recently renovated Stockbridge home centrally located 3 miles from Tanglewood, 1 mile from Norman Rockwell, 2 miles from Red Lion Inn. Quiet country setting on 10 wooded acres.Expansive 2-tier deck adjacent to house overloo...
$5,700
Available: Right Now
Listed: 13/05/2024
Stockbridge, MA
This adorable wooden cottage feels bright, open, and spacious. It has modern amenities alongside its rustic charm. While it comfortably sleeps 2, there is ample room for a dinner party of 6. It sits on a south-facing hill, looking out towards Monumen...
$9,000
Available: Right Now
Listed: 13/05/2024
Lee, MA
Come enjoy a quiet getaway in Western Massachusetts.2 bedrooms, (3 beds, 1 Queen, 1 Double and 1 twin) 1 bath, open kitchen, living, dining, area. Approximately 1500 total sqft. 3 season room and open private deck with commanding views of October...
$18,960
Available: Right Now
Listed: 11/05/2024
Lee, MA
Summary:"We are located in the heart of America's cultural epicenter known as the Berkshires. Known as the \""Gatehouse\"" to upscale Erskine Park, this truly one of a kind Craftsmen inspired home is filled with unique features and materials seld...
$25,500
Available: Right Now
Listed: 10/05/2024
Lenox, MA
A private retreat in Berkshires set on 5 acres in prime location in Lenox - our all-season property offers secluded luxury whilst offering close proximity to Tanglewood, Ski slopes, hiking trails, Lakes, the historic town of Lenox and other Berkshire...
$11,460
Available: Right Now
Listed: 11/05/2024
Stockbridge, MA
Summary:Classic Southern Berkshire escape, built in the early 1900s by a cartographer for the NY Times. The home boasts a living room sized for entertaining, a separate library and an additional sitting space. The wood burning fireplaces in the l...
$10,260
Available: Right Now
Listed: 11/05/2024
Lee, MA
Country CharmerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Providing the perfect family-friendly getaway, this large home boasts enough room for every...
$7,650
Available: Right Now
Listed: 11/05/2024
Stockbridge, MA
Summary:Beautifully renovated three bedroom in Stockbridge with a great layout and energy throughout the home. In addition to the large and very pretty screened in porch, there is a newly created area off the back that has pavers with a modern fi...
$8,580
Available: Right Now
Listed: 10/05/2024
Lee, MA
This lovely lakefront cottage has been a favorite family gathering place of ours for 30 years. It sits on picturesque Lower Goose Pond in the heart of the Berkshires. The property is situated on a dead end street of a private lake community. The ...
$5,250
Available: Right Now
Listed: 10/05/2024
Lee, MA
Garfield House Vacation living for short or longer stays in a newly renovated townhouse is in close proximity to all Berkshire and town amenities. It has 2 levels, 1 and1/2 baths, 2 bedrooms, full kitchen, dinning room and family room with HD TV and ...
$7,560
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
This 1900 farmhouse in the village of Stockbridge offers all the convenience of walking to restaurants, shops, the Red Lion Inn, the public tenniscourt, while providing a sense of privacy and serenity from its backyard views to the Berkshire Hill...
$22,470
Available: Right Now
Listed: 10/05/2024
Lee, MA
This 4 bedroom, 6 bath home takes advantage of its prime location on Laurel Lake, offering breathtaking waterfront views from every room and featuring a long list of amenities for a relaxing stay during any season, including ensuite bathrooms for eve...
$13,470
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Summary:"Feels good staying here! We built this house with our own hands. We chose materials and a design that we loved and we think you will too! There are ash hardwood floors, custom white pine trim and mahogany decks. The interior has an open-...
$6,600
Available: Right Now
Listed: 13/05/2024
Lenox, MA
Located in the heart of historical downtown Lenox. A beautifully renovated space fully equipped for all your needs. The eat-in kitchen has a table for two, stainless appliances, and an array of cooking essentials. Provided are pots, pans, cooking ute...
$29,970
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
The Taggart House is an grand estate in the heart of The Berkshires. The property is a 5-minute walk to the center of Stockbridge, yet quietly situated on 3 manicured acres along the Housatonic River. The Taggart House was constructed in 1850 by note...
$11,850
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Charming new construction home located in neighborhood community that has a private beach on the Stockbridge Bowl. Just completed in Spring of 2020, the home is open and airy and the perfect place to relax and enjoy being in the country while having ...
$7,980
Available: Right Now
Listed: 11/05/2024
Lenox, MA
A peaceful retreat with a timeless aura, this revamped 19th-century home is brimming with old-school charm–combining colonial-style architecture with a contemporary design. Nestled on a sprawling 8712 sq. ft. lot, our 4-bed home provides ample space ...
$5,250
Available: Right Now
Listed: 10/05/2024
Lee, MA
Cozy Townhouse on Main St in Lee at Garfield House in the entrance to the Bershires. Easy walk to all of Main St Restaurants and town amenities. Enjoy a walk in a small town New England town. Unique and enjoyable location only short distances from Ap...
$10,980
Available: Right Now
Listed: 11/05/2024
Lenox, MA
Luxury Awaits...This downtown Lenox3 BR, 2 BAapartment just underwent a complete renovation with design, comfort, and beauty in mind. No detail has been spared from the luxurious linens (Parachute & Annie Selke) to the radiant bathroom floors. En...