Viewing 40 of 880 rentals in Chestertown
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Vacation homes - vacation rentals
88 Vacation rentals
from $687 / night
$4,580 - $5,382 / week
from $401 / night
$3,206 - $4,008 / week
from $172 / night
$1,145 / week
from $325 / night
$2,275 / week
from $170 / night
$1,190 / week
from $367 / night
$2,569 / week
from $100 / night
$700 / week
from $350 / night
$2,450 / week
from $165 / night
$1,155 / week
from $208 / night
$1,456 / week
from $250 / night
$1,750 / week
from $295 / night
$2,065 / week
from $285 / night
$1,995 / week
from $218 / night
$1,526 / week
from $282 / night
$1,974 / week
from $441 / night
$3,087 / week
from $277 / night
$1,939 / week
from $449 / night
$3,143 / week
from $125 / night
$875 / week
from $290 / night
$2,030 / week
from $750 / night
$5,250 / week
from $248 / night
$1,736 / week
from $149 / night
$1,043 / week
from $221 / night
$1,547 / week
from $401 / night
$2,807 / week
from $97 / night
$679 / week
from $101 / night
$707 / week
from $248 / night
$1,736 / week
from $349 / night
$2,443 / week
from $168 / night
$1,176 / week
from $140 / night
$980 / week
from $170 / night
$1,190 / week
from $404 / night
$2,828 / week
from $166 / night
$1,162 / week
from $162 / night
$1,134 / week
from $181 / night
$1,267 / week
from $261 / night
$1,827 / week
from $942 / night
$6,594 / week
from $165 / night
$1,155 / week
from $145 / night
$1,015 / week