Viewing 40 of 60 rentals in Chestertown
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Vacation homes - vacation rentals
13 Vacation rentals
from $138 / night
$630 / week
from $258 / night
$1,832 / week
from $365 / night
$2,555 / week
from $264 / night
$1,848 / week
from $125 / night
$875 / week
from $416 / night
$2,912 / week
from $711 / night
$4,977 / week
from $235 / night
$1,645 / week
from $650 / night
$4,550 / week
from $800 / night
$5,600 / week
from $619 / night
$4,333 / week
from $1,171 / night
$8,197 / week
from $292 / night
$2,044 / week
Great rentals within 20 miles that match your search
from $228 / night
$1,595 / week
from $458 / night
$2,863 - $4,787 / week
from $350 / night
$2,450 / week
from $950 / night
$6,650 / week
from $395 / night
$2,765 / week
from $169 / night
$1,183 / week
from $287 / night
$2,009 / week
from $300 / night
$2,100 / week
from $263 / night
$1,841 / week
from $337 / night
$2,359 / week
from $699 / night
$4,893 / week
from $500 / night
$3,500 / week
from $495 / night
$3,465 / week
from $260 / night
$1,820 / week
from $261 / night
$1,827 / week
from $202 / night
$1,414 / week
from $486 / night
$3,402 / week
from $425 / night
$2,975 / week
from $214 / night
$1,498 / week
from $541 / night
$3,787 / week
from $627 / night
$4,389 / week
from $325 / night
$2,275 / week
from $252 / night
$1,764 / week
from $375 / night
$2,625 / week
from $1,265 / night
$8,855 / week
from $1,750 / night
$12,250 / week
from $345 / night
$2,415 / week