$10,710
Available: Right Now
Listed: 22/04/2024
Dalton, MA
Take a break and unwind at this peaceful Centrally located Berkshire oasis. Single-family3 BR/2full bath Cape with delightful three season room and an inground pool across from lovely expensive park located within walking distance of hiking trail...
$5,100
Available: Right Now
Listed: 22/04/2024
Hinsdale, MA, 01235
Bedroom with large master bath. Lockoff room with private front entrance. Kayak, swim, or bring your paddleboard or boat. Feed the ducks and enjoy the Egrets and Eagles. Use the front or back stone patios to relax or sit on the dock for splendid suns...
$2,800
Available: 11/05/2024
Listed: 22/04/2024
24 Glassworks Road
This cozy brand new fully furnished home offers 2 bedrooms, a master bedroom with a king size bed and walk in closet, a spare bedroom with a queen size bed, 1.5 bathrooms, and a double pull out bed for guests. A spacious quarter of an acre back yard ...
$7,560
Available: Right Now
Listed: 17/04/2024
Hinsdale, MA, 01235
Welcome to Lake Ashmere!Our newly and completely renovated cottage features two bedrooms with comfy queen size beds, a loft with two full size beds, cathedral ceilings, year-round six person hot tub and a large working kitchen stocked with everyt...
$21,000
Available: Right Now
Listed: 22/04/2024
Hinsdale, MA, 01235
Waterfront property on Ashmere Lake in Hinsdale, MA, with 4 bedrooms, an office, 3 bathrooms, screened in porch and a beautiful dock. Finished basement with ping-pong table. Two double kayaks and 2 single kayaks, a fire pit and wonderful view. Shoppi...
$6,270
Available: Right Now
Listed: 17/04/2024
Hinsdale, MA, 01235
Our beautiful offshore lake house is walking distance to a private HOA beach. Bring friends or family to our four bedroom two bath house with a large open living/kitchen area and a quiet sun room where you can read and watch the birds. Or have cockta...
$12,630
Available: Right Now
Listed: 18/04/2024
Hinsdale, MA, 01235
Autumn Hill LakehouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of the Berkshires at this gorgeous lake house. An all-season retr...
$12,000
Available: Right Now
Listed: 17/04/2024
Dalton, MA
All bookings are subject toCOVID-19regulations by the state of Massachusetts.Until regulations change, all guests coming from out-of-state are asked to observe a 14-day self-quarantine while at Brooksong. Please contact for more info...
$4,710
Available: Right Now
Listed: 18/04/2024
Dalton, MA
Book a relaxing getaway to Dalton, MA, at this cozy, vintage vacation rental! Located just a short drive from top attractions, like the Massachusetts Museum of Contemporary Art and Wahconah Falls State Park, this rental offers endless opportunities f...
$6,000
Available: Right Now
Listed: 22/04/2024
Hinsdale, MA, 01235
Brand new log cabin. Charming, quiet with privacy. If peace and tranquility are one of your vacation objectives, then this is the home for you! Enjoy cooking on the grill while having an evening cocktail while the kids take advantage of the board gam...
$8,940
Available: Right Now
Listed: 17/04/2024
Hinsdale, MA, 01235
This lakeside property features a fantastic second story balcony with gorgeous views of Lake Ashmere, as well as a private back yard with patio, outdoor dining, grill, fire pit, basketball court, outdoor shower and private off street parking. Enjoy a...
$6,120
Available: Right Now
Listed: 17/04/2024
Hinsdale, MA, 01235
Massachusetts lake house on beautiful Ashmere lake in the Berkshires. Living room and porch provide beautiful views of the lake. House is situated with direct view and access to lake and boat dock. Recently finished complete interior remodeling inclu...
$4,500
Available: Right Now
Listed: 22/04/2024
Hinsdale, MA, 01235
Second floor one bedroom/ one bathroom apartment overlooking Lake Ashmere Docks and Lake . Enjoy kayaking or paddle boarding(some available to our guests) on this pristine lake . Great Lake get away or a drive away to major Berkshire County attractio...
$3,600
Available: Right Now
Listed: 18/04/2024
Dalton, MA
The Yellow House in the Berkshires is the perfect place for a getaway, just 2. 5 hours from NYC and 2 hours from Boston. This historic small town offers many activities including Jacob's Pillow, hiking trails, skiing, Mass MoCA, and The Clark Art Ins...
$17,370
Available: Right Now
Listed: 19/04/2024
Hinsdale, MA, 01235
Gorgeous lakefront Berkshire home perfect for a relaxing getaway. Located on beautiful Plunkett Lake with 150 ft of lake frontage, 25 minutes from downtown Lenox and close to both hiking and bike trails. Enjoy morning coffee on the screened in porch ...
$10,170
Available: Right Now
Listed: 17/04/2024
Hinsdale, MA, 01235
Dive into the rich culture, adventure, and beauty of the Berkshires with this Lake Ashmere vacation rental cottage! Inside, everyone will find a space of their own within the 3-bed, 2-bath property. Step onto the furnished outdoor deck to revel in th...
$6,360
Available: Right Now
Listed: 18/04/2024
Dalton, MA
Discover the wonders of Dalton, MA, at this delightful 3-bedroom, 2-bath vacation rental house. Immerse yourself in the beauty of the Berkshires and explore nearby attractions, like Wahconah Falls State Park and the Appalachian Trail. After a day of ...
$9,000
Available: Right Now
Listed: 22/03/2024
Hinsdale, MA, 01235
Great, recently renovated Berkshire Escape. Set on 6 acres with plenty of outdoor space and trails to enjoy in the warmer months. Plenty of room for the entire family or quiet getaway for a couple. Location is close to Lenox, Dalton Jimmy Peak and Bo...