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Find your perfect getaway
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Price range:
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Listings in "Pittsfield"
$ 134
/night
Bower Cabin- Cabin in woods on a remote pond, Romantic...
New Hampshire
/
Pittsfield
1
$ 59
/night
Apartment Newly Remodeled Super Location
Massachusetts
/
Pittsfield
2
$ 296
/night
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub,...
Massachusetts
/
Pittsfield
8
$ 464
/night
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Massachusetts
/
Pittsfield
4
$ 508
/night
Modern 4 bedroom lakefront house in The Berkshires.
Massachusetts
/
Pittsfield
4
$ 370
/night
Berkshire Lake House vacation home
Massachusetts
/
Pittsfield
4
$ 115
/night
Dancing Horse Lodge
Massachusetts
/
Pittsfield
3
$ 210
/night
house with view in the berkshires
Massachusetts
/
Pittsfield
3
$ 136
/night
Chic Pittsfield Home With A View!
Massachusetts
/
Pittsfield
3
$ 236
/night
Stylish cottage located by Pontoosuc Lake with lake views!
Massachusetts
/
Pittsfield
2
$ 207
/night
Spacious Berkshire Summer Rental, Private Dock on Lake 3...
Massachusetts
/
Pittsfield
3
$ 236
/night
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet...
Massachusetts
/
Pittsfield
2
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