Viewing 40 of 1,243 rentals in Helmsley
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Vacation homes - vacation rentals
51 Vacation rentals
from $162 / night
$551 - $1,725 / week
from $288 / night
$1,220 / week
from $280 / night
$969 - $4,096 / week
from $104 / night
$430 - $1,289 / week
from $255 / night
$818 - $3,000 / week
from $202 / night
$689 - $2,229 / week
from $427 / night
$2,984 / week
from $214 / night
$1,497 / week
from $505 / night
$3,532 / week
from $509 / night
$3,562 / week
from $134 / night
$400 - $1,156 / week
from $243 / night
$726 - $2,308 / week
from $188 / night
$625 - $1,639 / week
from $129 / night
$766 - $3,541 / week
from $173 / night
$1,211 / week
from $177 / night
$1,239 / week
from $189 / night
$1,323 / week
from $127 / night
$889 / week
from $202 / night
$1,414 / week
from $200 / night
$1,400 / week
from $87 / night
$609 / week
from $66 / night
$462 / week
from $435 / night
$3,045 / week
from $216 / night
$1,512 / week
from $285 / night
$1,995 / week
from $193 / night
$1,351 / week
from $179 / night
$1,253 / week
from $352 / night
$2,464 / week
from $153 / night
$1,071 / week
from $146 / night
$1,022 / week
from $179 / night
$1,253 / week
from $372 / night
$2,604 / week
from $145 / night
$1,015 / week
from $298 / night
$2,086 / week
from $249 / night
$1,743 / week
from $210 / night
$1,470 / week
from $186 / night
$1,302 / week
from $400 / night
$2,800 / week
from $218 / night
$1,526 / week