Viewing 40 of 268 rentals in Winchester
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Vacation homes - vacation rentals
29 Vacation rentals
from $187 / night
$1,078 - $1,989 / week
from $177 / night
$1,056 - $3,053 / week
from $194 / night
$1,293 - $1,437 / week
from $259 / night
$1,653 - $1,940 / week
from $216 / night
$1,286 / week
from $190 / night
$1,150 / week
from $216 / night
$1,509 / week
from $404 / night
$2,207 - $3,617 / week
from $327 / night
$1,982 / week
from $266 / night
$1,861 / week
from $259 / night
$1,811 / week
from $281 / night
$1,936 - $2,448 / week
from $437 / night
$3,056 - $4,188 / week
from $137 / night
$956 / week
Vacation log cabin with golf nearby in Winchester
Winchester log cabin
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $162 / night
$1,128 / week
Vacation apartment with golf nearby in Winchester
Winchester apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
from $151 / night
$855 - $1,056 / week
from $223 / night
$949 - $2,766 / week
from $144 / night
$920 - $1,293 / week
from $216 / night
$1,509 / week
from $206 / night
$1,229 - $3,434 / week
Vacation log cabin with golf nearby in Winchester
Winchester log cabin
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $178 / night
$1,243 / week
from $252 / night
$1,653 - $2,155 / week
from $281 / night
$1,961 / week
from $177 / night
$1,056 - $3,053 / week
from $209 / night
$1,365 - $1,969 / week
from $281 / night
$1,961 / week
from $216 / night
$1,430 - $1,760 / week
from $235 / night
$916 - $2,391 / week
from $250 / night
$1,750 / week
Great rentals within 20 miles that match your search
from $186 / night
$999 - $1,502 / week
from $180 / night
$862 / week
from $127 / night
$378 - $955 / week
from $841 / night
$2,521 - $9,076 / week
from $40 / night
$276 / week
from $165 / night
$1,150 / week
from $395 / night
$2,766 / week
from $252 / night
$1,509 / week
from $257 / night
$1,796 - $3,808 / week
from $151 / night
$1,006 - $1,150 / week
from $934 / night
$6,537 / week