
Vacation rentals in Windsor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
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

Home in Neoga
4.92 out of 5 average rating, 13 reviewsLake Mattoon Lodge
Guest favorite

Loft in Moweaqua
4.91 out of 5 average rating, 35 reviewsHidden Gem
Guest favorite

Cabin in Charleston
5 out of 5 average rating, 6 reviewsCozy Cabin (nestled in nature)
Top guest favorite

Home in Sullivan
5 out of 5 average rating, 11 reviewsEvergreen Pond

Cabin in Vandalia
4.85 out of 5 average rating, 524 reviewsSonnemann Cabin
Top guest favorite

Camper/RV in Watson
5 out of 5 average rating, 12 reviewsFreckled Pony Farm Glamping
Top guest favorite

Cabin in Sullivan
5 out of 5 average rating, 63 reviewsPrairieview Cabin - with Hot Tub
Top guest favorite

Home in Sullivan
5 out of 5 average rating, 10 reviewsBinion Lodge: Wooded Privacy near Lake Shelbyville
Destinations to explore
- Chicago Vacation rentals
- Nashville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- St. Louis Vacation rentals
- Harpeth River Vacation rentals
- Platteville Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Southern Indiana Vacation rentals
- Cincinnati Vacation rentals
- Lake of the Ozarks Vacation rentals