Viewing 40 of 230 rentals in Chestertown
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Vacation homes - vacation rentals
31 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 $100 / night
$700 / week
from $350 / night
$2,450 / week
from $165 / night
$1,155 / 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 $401 / night
$2,807 / week
from $162 / night
$1,134 / week
from $140 / night
$980 / week
from $404 / night
$2,828 / week
from $205 / night
$1,435 / week
from $165 / night
$1,155 / week
from $140 / night
$980 / week
from $250 / night
$1,750 / week
from $217 / night
$1,519 / week
from $124 / night
$868 / week
from $118 / night
$826 / week
from $331 / night
$2,317 / week
from $253 / night
$1,771 / week
from $256 / night
$1,792 / week
from $230 / night
$1,610 / week
from $51 / night
$357 / week
from $124 / night
$868 / week
from $138 / night
$966 / week
from $115 / night
$805 / week
Great rentals within 20 miles that match your search
from $352 / night
$2,462 - $3,355 / week
from $344 / night
$2,405 - $3,848 / week
from $229 / night
$1,518 - $1,832 / week
from $401 / night
$2,806 - $3,481 / week
from $344 / night
$2,290 - $3,413 / week
from $916 / night
$6,412 / week
from $453 / night
$2,863 / week
from $401 / night
$2,806 / week
from $184 / night
$1,283 / week