Viewing 40 of 885 rentals in Helmsley
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Vacation homes - vacation rentals
45 Vacation rentals
from $278 / night
$961 - $4,064 / week
from $119 / night
$401 - $1,127 / week
from $103 / night
$427 - $1,279 / week
from $425 / night
$2,971 / week
from $147 / night
$569 - $1,677 / week
from $213 / night
$1,491 / week
from $503 / night
$3,518 / week
from $507 / night
$3,548 / week
from $133 / night
$397 - $1,147 / week
from $119 / night
$401 - $1,182 / week
from $188 / night
$623 - $1,632 / week
from $128 / night
$760 - $3,514 / week
from $179 / night
$1,253 / week
from $177 / night
$1,239 / week
from $127 / night
$889 / week
from $202 / night
$1,414 / 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 $134 / night
$938 / week
from $145 / night
$1,015 / week
from $249 / night
$1,743 / week
from $210 / night
$1,470 / week
from $400 / night
$2,800 / week
from $218 / night
$1,526 / week
from $231 / night
$1,617 / week
from $95 / night
$665 / week
from $298 / night
$2,086 / week
from $211 / night
$1,477 / week
from $153 / night
$1,071 / week
from $155 / night
$1,085 / week
from $602 / night
$4,214 / week
from $511 / night
$3,577 / week