Viewing 40 of 1,092 rentals in Pittsfield
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Vacation homes - vacation rentals
20 Vacation rentals
from $360 / night
$2,517 / week
from $123 / night
$858 / week
from $387 / night
$1,878 / week
from $229 / night
$1,603 / week
from $291 / night
$2,036 / week
from $193 / night
$1,351 / week
from $392 / night
$2,744 / week
from $315 / night
$2,205 / week
from $255 / night
$1,785 / week
from $1,100 / night
$7,700 / week
from $995 / night
$6,965 / week
from $433 / night
$3,031 / week
from $232 / night
$1,624 / week
from $280 / night
$1,960 / week
from $636 / night
$4,452 / week
from $525 / night
$3,675 / week
from $528 / night
$3,696 / week
from $550 / night
$3,850 / week
from $1,350 / night
$9,450 / week
from $115 / night
$805 / week
Great rentals within 20 miles that match your search
from $344 / night
$2,405 / week
from $344 / night
$2,405 / week
from $205 / night
$1,435 / week
from $687 / night
$4,809 / week
from $194 / night
$1,355 / week
from $203 / night
$1,419 / week
from $197 / night
$918 / week
from $328 / night
$1,180 / week
from $595 / night
$2,724 / week
from $328 / night
$1,005 / week
from $197 / night
$918 / week
from $393 / night
$2,750 / week
from $488 / night
$3,415 / week
from $166 / night
$911 - $1,392 / week
from $340 / night
$2,381 / week
from $157 / night
$1,098 / week
from $203 / night
$1,419 / week
from $1,088 / night
$7,615 / week
from $516 / night
$3,607 / week