Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
Guest favorite
Cabin in Stoddard
4.98 out of 5 average rating, 160 reviewsCozy Comfort on 250 Acre Private Estate
Nov 20 – 27
G$50,083 GYD per night
Superhost
Home in Windsor
4.86 out of 5 average rating, 29 reviewsRustic Updated Cozy Lake House! Close to skiing!
May 30 – Jun 6
G$44,314 GYD per night
Guest favorite
Farm stay in Stoddard
5.0 out of 5 average rating, 77 reviewsUpton Farm and Forest
Jul 6 – 13
G$35,700 GYD per night
Guest favorite
Cabin in Washington
4.97 out of 5 average rating, 60 reviewsBeautiful Log Cabin on Highland Lake
Oct 1 – 8
G$52,668 GYD per night
Guest favorite
Guest suite in Greenfield
4.94 out of 5 average rating, 62 reviewsWelcome to Merry Hill!
May 7 – 14
G$19,775 GYD per night
Guest favorite
Home in Washington
5.0 out of 5 average rating, 78 reviewsNewer Home on quiet 200 acre lake - sleeps 6
Oct 15 – 22
G$83,455 GYD per night
Guest favorite
Apartment in Wilmot
5.0 out of 5 average rating, 48 reviewsRustic Barn King Apt. at Deepwell Farm (2nd Floor)
Jan 7 – 14
G$16,340 GYD per night
Guest favorite
Home in Hillsboro
5.0 out of 5 average rating, 20 reviewsYour winter paradise awaits
May 19 – 26
G$65,495 GYD per night
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