$9,360
Available: Right Now
Listed: 27/08/2024
Pittsfield, MA
Beautiful, spacious, 3 bedroom, 2 bathroom, family home in the Berkshires located on a private road on crystal clear Richmond Pond with private dock for swimming and boating. Our home in the Berkshires is comfortable and clean with hardwood floors, s...
$19,170
Available: Right Now
Listed: 29/08/2024
Pittsfield, MA
Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens & sip coffee as you watch the sunrise over the mountains from the screened-in porch. Unwind in the hot tub, relax on the stone...
$15,810
Available: Right Now
Listed: 27/08/2024
Pittsfield, MA
Experience a fun-filled group getaway at this Pittsfield vacation rental! Named 'The Duchess of Pomeroy' for its charming historical features, this 5-bedroom, 3.5-bath home boasts a furnished deck, a foosball table, and a screened porch that's perfec...
$10,590
Available: Right Now
Listed: 31/08/2024
Pittsfield, MA
Just minutes from downtown Pittsfield and surrounded by the beauty of the Berkshires is this lovely 5-bedroom, 2-bathroom vacation rental! Immerse yourself in the arts, wander around history, take a hike, or enjoy the local bites — all possible from ...
$7,410
Available: Right Now
Listed: 31/08/2024
Pittsfield, MA
Summary:This true country home has a quirky layout allowing guests to gather in different areas as well as retreat to private corners. With three bedrooms, two living rooms and mountain views, this home will have a place for everyone. You’ll enjo...
$18,780
Available: Right Now
Listed: 31/08/2024
Pittsfield, MA
Located in the heart of the Berkshires, and situated on the beautiful Richmond Pond, East Beach Lakehouse is a stylish, recently-renovated house with a private dock, ample space (over an acre of land), and great amenities, including a screened porch,...
$5,310
Available: Right Now
Listed: 31/08/2024
Pittsfield, MA
Dancing Horse Lodge is located on Horse Farm in the heart of the beautiful Berkshire Mountains with plenty of room for family and friends or just a quiet weekend retreat. Dancing Horse Lodge is a 3 bedroom, 1 bath ranch style house with a large eat i...
$9,300
Available: Right Now
Listed: 27/08/2024
Pittsfield, MA
Experience the charm of this newly renovated home with a wrap-around deck with vistas of a lake and mountains. Airy open-plan layout with expansive glass doors inviting natural light and seamless indoor-outdoor flow. Bonus den in the walk-out basemen...
$7,740
Available: Right Now
Listed: 29/08/2024
Pittsfield, MA
Comfortable, quiet home in Pittsfield minutes from Tanglewood, Berkshire Theater Festivals and other year round attractions. Oldest one room school house in New England and listed as a U.S. National Historic Place. Built in 1825 and rebuilt 1843 afte...
$16,680
Available: Right Now
Listed: 31/08/2024
Pittsfield, MA
Conveniently located near a lake, off of Route 7 on the way to attractions in both North Berkshire County and Southern Berkshire County. A perfect home base for Berkshire visit. 3 Bedroom, 2 bath plus furnished basement with all amenities needed for ...
$16,350
Available: Right Now
Listed: 31/08/2024
Pittsfield, MA
A Berkshires grand colonial home, on 2.7 private acres is the perfect home-base for your getaway to the Berkshires. Located in picturesque Richmond, MA this home is a short drive from all the Berkshires has to offer; Tanglewood, Wineries, Apple P...
$18,090
Available: Right Now
Listed: 29/08/2024
Pittsfield, MA
This inviting Colonial home in the Heart of the Berkshires is the ideal spot for your family getaway! Centrally located, fill your days with all this area has to offer. Museums, Tanglewood, theater, hiking, skiiing, kayaking, golf, shopping, dining a...
$13,890
Available: Right Now
Listed: 27/08/2024
Pittsfield, MA
Thank you for checking out Hygge House on Richmond Pond! Hygge (hoo-ga) is the Danish art of enjoying life's simple pleasures, an atmosphere of comfort and coziness . This is exactly how our family feels at Hygge House and what we hope our guests wil...
$15,900
Available: Right Now
Listed: 17/08/2024
Pittsfield, MA
Welcome.....we invite you to come enjoy the great space of our beautiful home with your family and friends in our unique 4000 sq. ft. custom built home with sleeping accommodations for up to 25. With 8 bedrooms, 2 full kitchens, 3 bathrooms and great...