Viewing 40 of 266 rentals in Chestertown
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Vacation homes - vacation rentals
18 Vacation rentals
from $325 / night
$2,275 / week
from $100 / night
$700 / week
from $200 / night
$1,400 / week
from $265 / night
$1,855 / week
from $218 / night
$1,526 / week
from $455 / night
$3,185 / week
from $668 / night
$4,676 / week
from $404 / night
$2,828 / week
from $349 / night
$2,443 / week
from $942 / night
$6,594 / week
from $699 / night
$4,893 / week
from $285 / night
$1,995 / week
from $118 / night
$826 / week
from $144 / night
$1,008 / week
from $285 / night
$1,995 / week
from $522 / night
$3,654 / week
from $329 / night
$2,303 / week
from $119 / night
$833 / week
Great rentals within 20 miles that match your search
from $745 / night
$5,153 / week
from $544 / night
$2,863 / week
from $320 / night
$2,176 - $2,909 / week
Bolton Landing Vacation private room rental
Bolton Landing private room
- 2 bedrooms
- 1 bathroom
- sleeps 6
from $1,254 / night
$8,777 / week
from $241 / night
$1,684 / week
from $184 / night
$1,283 / week
from $184 / night
$1,283 / week
from $212 / night
$1,483 / week
from $172 / night
$1,203 / week
from $212 / night
$1,483 / week
Vacation cottage with shared pool in Lake George
Lake George cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 8
from $212 / night
$1,483 / week
from $189 / night
$1,323 / week
from $189 / night
$1,323 / week
from $212 / night
$1,483 / week
from $212 / night
$1,483 / week
from $212 / night
$1,483 / week
from $161 / night
$1,123 / week
from $212 / night
$1,483 / week
from $3,195 / night
$22,362 / week
from $184 / night
$1,283 / week
from $361 / night
$2,525 / week
from $630 / night
$4,409 / week