Viewing 40 of 664 rentals in Chestertown
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Vacation homes - vacation rentals
61 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 $175 / night
$1,225 / week
from $367 / night
$2,569 / week
from $100 / night
$700 / week
from $350 / night
$2,450 / week
from $200 / night
$1,400 / week
from $250 / night
$1,750 / week
from $295 / night
$2,065 / week
from $265 / night
$1,855 / week
from $282 / night
$1,974 / week
from $218 / night
$1,526 / week
from $455 / night
$3,185 / 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 $668 / night
$4,676 / week
from $138 / night
$966 / week
from $404 / night
$2,828 / week
from $84 / night
$588 / week
from $108 / night
$756 / week
from $308 / night
$2,156 / week
from $349 / night
$2,443 / week
from $404 / night
$2,828 / week
from $170 / night
$1,190 / week
from $205 / night
$1,435 / week
from $942 / night
$6,594 / week
from $321 / night
$2,247 / week
from $699 / night
$4,893 / week
from $217 / night
$1,519 / week
from $264 / night
$1,848 / week
from $262 / night
$1,834 / week
from $118 / night
$826 / week
from $331 / night
$2,317 / week
from $264 / night
$1,848 / week
from $500 / night
$3,500 / week