Viewing 40 of 47 rentals in Helmsley
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Vacation homes - vacation rentals
47 Vacation rentals
Great rentals within 20 miles that match your search
from $148 / night
$941 - $1,397 / week
Great rentals within 20 miles that match your search
from $104 / night
$653 - $889 / week
Great rentals within 20 miles that match your search
from $148 / night
$941 - $1,397 / week
Great rentals within 20 miles that match your search
from $129 / night
$573 / week
Great rentals within 20 miles that match your search
from $128 / night
$630 - $784 / week
Great rentals within 20 miles that match your search
from $108 / night
$601 / week
Great rentals within 20 miles that match your search
from $115 / night
$802 / week
Great rentals within 20 miles that match your search
from $143 / night
$1,002 / week
Great rentals within 20 miles that match your search
from $158 / night
$827 - $1,278 / week
Great rentals within 20 miles that match your search
from $143 / night
$1,002 / week
Great rentals within 20 miles that match your search
from $129 / night
$644 - $787 / week
Great rentals within 20 miles that match your search
from $265 / night
$1,221 - $2,551 / week
Great rentals within 20 miles that match your search
from $287 / night
$1,932 / week
Great rentals within 20 miles that match your search
from $358 / night
$2,003 - $4,006 / week
Great rentals within 20 miles that match your search
from $172 / night
$1,202 / week
Great rentals within 20 miles that match your search
from $287 / night
$1,932 / week
Great rentals within 20 miles that match your search
from $158 / night
$1,102 / week
Great rentals within 20 miles that match your search
from $122 / night
$637 - $923 / week
Great rentals within 20 miles that match your search
from $234 / night
$1,131 - $2,009 / week
Great rentals within 20 miles that match your search
from $151 / night
$693 - $1,332 / week
Great rentals within 20 miles that match your search
from $507 / night
$2,401 - $3,980 / week
Great rentals within 20 miles that match your search
from $431 / night
$1,658 - $2,534 / week
Great rentals within 20 miles that match your search
from $158 / night
$844 / week
Great rentals within 20 miles that match your search
from $258 / night
$1,183 - $1,548 / week
Great rentals within 20 miles that match your search
from $178 / night
$819 - $1,644 / week
Great rentals within 20 miles that match your search
from $285 / night
$1,225 - $3,633 / week
Great rentals within 20 miles that match your search
from $168 / night
$644 / week
Great rentals within 20 miles that match your search
from $172 / night
$859 / week
Great rentals within 20 miles that match your search
from $236 / night
$1,503 / week
Great rentals within 20 miles that match your search
from $231 / night
$989 - $2,917 / week
Great rentals within 20 miles that match your search
from $101 / night
$601 - $1,388 / week
Great rentals within 20 miles that match your search
from $279 / night
$1,953 / week
Great rentals within 20 miles that match your search
from $165 / night
$995 / week
Great rentals within 20 miles that match your search
from $151 / night
$693 - $1,332 / week
Great rentals within 20 miles that match your search
from $234 / night
$1,142 - $1,676 / week
Great rentals within 20 miles that match your search
from $111 / night
$773 / week
Great rentals within 20 miles that match your search
from $344 / night
$2,404 - $3,133 / week
Great rentals within 20 miles that match your search
from $201 / night
$1,402 / week
Great rentals within 20 miles that match your search
from $179 / night
$1,131 - $2,032 / week
Great rentals within 20 miles that match your search
from $178 / night
$819 - $1,644 / week