Viewing 40 of 386 rentals in Helmsley
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Vacation homes - vacation rentals
7 Vacation rentals
from $279 / night
$966 - $4,084 / week
from $255 / night
$763 - $2,991 / week
from $164 / night
$490 - $1,429 / week
from $202 / night
$689 - $2,230 / week
from $110 / night
$373 - $1,041 / week
from $188 / night
$588 - $1,640 / week
from $129 / night
$763 - $3,530 / week
Great rentals within 20 miles that match your search
from $134 / night
$460 - $1,276 / week
from $218 / night
$654 - $1,752 / week
from $115 / night
$799 / week
from $107 / night
$500 - $942 / week
from $172 / night
$588 - $1,698 / week
from $139 / night
$504 - $1,668 / week
from $478 / night
$3,345 / week
from $478 / night
$3,345 / week
from $100 / night
$378 - $1,017 / week
from $103 / night
$355 - $1,021 / week
from $166 / night
$496 - $1,150 / week
from $135 / night
$403 - $1,080 / week
from $126 / night
$377 - $1,011 / week
from $124 / night
$438 - $1,286 / week
from $141 / night
$532 - $1,591 / week
from $134 / night
$486 - $1,480 / week
from $141 / night
$423 - $1,269 / week
from $166 / night
$573 - $1,704 / week
from $328 / night
$1,752 / week
from $214 / night
$927 / week
from $207 / night
$813 - $1,263 / week
from $134 / night
$398 - $1,118 / week
from $113 / night
$377 - $1,133 / week
from $343 / night
$2,397 - $3,124 / week
from $192 / night
$1,028 - $2,437 / week
from $155 / night
$535 - $1,894 / week
from $357 / night
$1,997 - $3,994 / week
from $157 / night
$825 - $1,274 / week
from $754 / night
$2,457 - $9,228 / week
from $605 / night
$6,640 / week
from $264 / night
$1,847 / week
from $179 / night
$1,361 / week
from $642 / night
$4,137 / week