Viewing 40 of 1,110 rentals in Pittsfield
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Vacation homes - vacation rentals
20 Vacation rentals
from $360 / night
$2,517 / week
from $144 / night
$1,002 / week
from $387 / night
$1,878 / week
from $229 / night
$1,603 / week
from $367 / night
$2,565 / 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 $424 / night
$2,968 / 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 $625 / night
$4,375 / week
from $525 / night
$3,675 / week
from $111 / night
$777 / week
from $528 / night
$3,696 / week
from $1,350 / night
$9,450 / week
Great rentals within 20 miles that match your search
from $488 / night
$3,415 / week
from $1,088 / night
$7,615 / week
from $974 / night
$6,813 / week
from $218 / night
$1,489 / week
from $745 / night
$6,870 / week
from $859 / night
$6,012 / week
from $572 / night
$4,000 / week
from $144 / night
$859 / week
from $189 / night
$911 - $4,947 / week
from $166 / night
$911 - $1,392 / week
from $344 / night
$2,405 / week
from $126 / night
$882 / week
from $126 / night
$882 / week
from $93 / night
$610 - $8,448 / week
from $102 / night
$671 - $8,749 / week
from $94 / night
$623 - $8,749 / week
from $258 / night
$1,432 - $1,718 / week
from $205 / night
$1,435 / week
from $802 / night
$4,008 / week