Viewing 40 of 1,204 rentals in Helmsley
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Vacation homes - vacation rentals
54 Vacation rentals
from $161 / night
$550 - $1,719 / week
from $287 / night
$1,216 / week
from $279 / night
$966 - $4,084 / week
from $120 / night
$403 - $1,133 / week
from $104 / night
$429 - $1,285 / week
from $255 / night
$763 - $2,991 / week
from $202 / night
$689 - $2,230 / week
from $427 / night
$2,986 / week
from $145 / night
$500 - $1,383 / week
from $214 / night
$1,498 / week
from $505 / night
$3,535 / week
from $510 / night
$3,565 / week
from $120 / night
$403 - $1,188 / week
from $242 / night
$724 - $2,301 / week
from $188 / night
$588 - $1,640 / week
from $129 / night
$763 - $3,530 / week
from $179 / night
$1,253 / week
from $177 / night
$1,239 / week
from $192 / night
$1,344 / week
from $127 / night
$889 / week
from $202 / night
$1,414 / week
from $216 / night
$1,512 / week
from $435 / night
$3,045 / week
from $212 / night
$1,484 / week
from $196 / night
$1,372 / week
from $346 / night
$2,422 / week
from $179 / night
$1,253 / week
from $153 / night
$1,071 / week
from $149 / night
$1,043 / week
from $134 / night
$938 / week
from $342 / night
$2,394 / week
from $145 / night
$1,015 / week
from $296 / night
$2,072 / week
from $189 / night
$1,323 / week
from $235 / night
$1,645 / week
from $356 / night
$2,492 / week
from $213 / night
$1,491 / week
from $246 / night
$1,722 / week
from $602 / night
$4,214 / week
from $118 / night
$826 / week