Viewing 40 of 705 rentals in Helmsley
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Vacation homes - vacation rentals
21 Vacation rentals
from $160 / night
$547 - $1,711 / week
from $286 / night
$1,210 / week
from $278 / night
$961 - $4,064 / week
from $119 / night
$401 - $1,127 / week
from $103 / night
$427 - $1,279 / week
from $253 / night
$811 - $2,977 / week
from $163 / night
$488 - $1,422 / week
from $201 / night
$686 - $2,220 / week
from $425 / night
$2,971 / week
from $144 / night
$498 - $1,377 / 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 $241 / night
$721 - $2,290 / week
from $109 / night
$371 - $1,036 / week
from $188 / night
$623 - $1,632 / week
from $128 / night
$760 - $3,514 / week
Great rentals within 20 miles that match your search
from $144 / night
$499 - $1,591 / week
from $135 / night
$923 - $1,172 / week
from $211 / night
$718 - $2,055 / week
from $217 / night
$651 - $1,744 / week
from $133 / night
$458 - $1,270 / week
from $114 / night
$795 / week
from $107 / night
$497 - $937 / week
from $194 / night
$687 - $2,341 / week
from $175 / night
$654 - $2,351 / week
from $157 / night
$838 / week
from $148 / night
$480 - $1,569 / week
from $112 / night
$377 - $1,127 / week
from $341 / night
$2,385 - $3,109 / week
from $178 / night
$994 - $1,491 / week
from $171 / night
$852 / week
from $166 / night
$639 / week
from $270 / night
$2,087 / week
from $369 / night
$2,485 / week
from $157 / night
$1,093 / week