Viewing 40 of 1,615 rentals in Helmsley
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Vacation homes - vacation rentals
61 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 $164 / night
$490 - $1,429 / week
from $202 / night
$689 - $2,230 / week
from $427 / night
$2,986 / week
from $145 / night
$500 - $1,383 / week
from $147 / night
$572 - $1,685 / week
from $214 / night
$1,498 / week
from $505 / night
$3,535 / week
from $510 / night
$3,565 / week
from $134 / night
$399 - $1,153 / week
from $120 / night
$403 - $1,188 / week
from $242 / night
$724 - $2,301 / week
from $110 / night
$373 - $1,041 / week
from $188 / night
$588 - $1,640 / week
from $129 / night
$763 - $3,530 / 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 $435 / night
$3,045 / week
from $286 / night
$2,002 / 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 $179 / night
$1,253 / week
from $342 / night
$2,394 / week
from $120 / night
$840 / week
from $145 / night
$1,015 / week
from $296 / night
$2,072 / week
from $189 / night
$1,323 / week