Viewing 40 of 44 rentals in Helmsley
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Vacation homes - vacation rentals
44 Vacation rentals
Great rentals within 20 miles that match your search
from $130 / night
$575 / week
Great rentals within 20 miles that match your search
from $128 / night
$633 - $788 / week
Great rentals within 20 miles that match your search
from $108 / night
$605 / week
Great rentals within 20 miles that match your search
from $115 / night
$805 / week
Great rentals within 20 miles that match your search
from $124 / night
$864 / week
Great rentals within 20 miles that match your search
from $144 / night
$1,006 / week
Great rentals within 20 miles that match your search
from $159 / night
$832 - $1,285 / week
Great rentals within 20 miles that match your search
from $144 / night
$1,006 / week
Great rentals within 20 miles that match your search
from $130 / night
$647 - $791 / week
Great rentals within 20 miles that match your search
from $266 / night
$1,226 - $2,562 / week
Great rentals within 20 miles that match your search
from $288 / night
$1,940 / week
Great rentals within 20 miles that match your search
from $360 / night
$2,012 - $4,023 / week
Great rentals within 20 miles that match your search
from $173 / night
$1,209 / week
Great rentals within 20 miles that match your search
from $288 / night
$1,940 / week
Great rentals within 20 miles that match your search
from $158 / night
$1,107 / week
Great rentals within 20 miles that match your search
from $123 / night
$640 - $927 / week
Great rentals within 20 miles that match your search
from $235 / night
$1,135 - $2,017 / week
Great rentals within 20 miles that match your search
from $510 / night
$2,414 - $4,003 / week
Great rentals within 20 miles that match your search
from $158 / night
$848 / week
Great rentals within 20 miles that match your search
from $274 / night
$1,914 / week
Great rentals within 20 miles that match your search
from $259 / night
$1,190 - $1,557 / week
Great rentals within 20 miles that match your search
from $179 / night
$822 - $1,651 / week
Great rentals within 20 miles that match your search
from $287 / night
$1,232 - $3,653 / week
Great rentals within 20 miles that match your search
from $168 / night
$647 / week
Great rentals within 20 miles that match your search
from $259 / night
$1,811 / week
Great rentals within 20 miles that match your search
from $173 / night
$862 / week
Great rentals within 20 miles that match your search
from $237 / night
$1,509 / week
Great rentals within 20 miles that match your search
from $232 / night
$994 - $2,934 / week
Great rentals within 20 miles that match your search
from $101 / night
$604 - $1,394 / week
Great rentals within 20 miles that match your search
from $281 / night
$1,961 / week
Great rentals within 20 miles that match your search
from $166 / night
$999 / week
Great rentals within 20 miles that match your search
from $281 / night
$1,961 / week
Great rentals within 20 miles that match your search
from $151 / night
$696 - $1,338 / week
Great rentals within 20 miles that match your search
from $235 / night
$1,148 - $1,685 / week
Great rentals within 20 miles that match your search
from $111 / night
$776 / week
Great rentals within 20 miles that match your search
from $345 / night
$2,414 - $3,147 / week
Great rentals within 20 miles that match your search
from $202 / night
$1,410 / week
Great rentals within 20 miles that match your search
from $180 / night
$1,135 - $2,040 / week
Great rentals within 20 miles that match your search
from $179 / night
$822 - $1,651 / week
Great rentals within 20 miles that match your search
from $91 / night
$631 / week