Viewing 40 of 474 rentals in Chestertown
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Vacation homes - vacation rentals
53 Vacation rentals
from $172 / night
$1,145 / week
from $325 / night
$2,275 / week
from $367 / night
$2,569 / week
from $170 / night
$1,190 / week
from $100 / night
$700 / week
from $250 / night
$1,750 / week
from $295 / night
$2,065 / week
from $218 / night
$1,526 / 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 $349 / night
$2,443 / week
from $404 / night
$2,828 / week
from $166 / night
$1,162 / week
from $140 / night
$980 / week
from $170 / night
$1,190 / week
from $181 / night
$1,267 / week
from $145 / night
$1,015 / week
from $162 / night
$1,134 / week
from $140 / night
$980 / week
from $176 / night
$1,232 / week
from $250 / night
$1,750 / week
from $699 / night
$4,893 / week
from $217 / night
$1,519 / week
from $124 / night
$868 / week
from $264 / night
$1,848 / week
from $106 / night
$742 / week
from $317 / night
$2,219 / week
from $170 / night
$1,190 / week
from $140 / night
$980 / week
from $51 / night
$357 / week
from $253 / night
$1,771 / week
from $254 / night
$1,778 / week
from $176 / night
$1,232 / week
from $230 / night
$1,610 / week