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
Guesthouse in Poynette
4.93 out of 5 average rating, 222 reviewsSimple Cabin*Lake View rustic cabin in rural WI
Sep 24 – Oct 1
ﺩ.ﺇ534 per night
Guest favorite
Cabin in Fox Lake
4.95 out of 5 average rating, 122 reviewsCabin on the Trail
Oct 11 – 18
ﺩ.ﺇ394 per night
Guest favorite
Apartment in Town of Sun Prairie
4.86 out of 5 average rating, 147 reviewsWhoa! Serene Country Garden Level Apartment
Aug 21 – 28
ﺩ.ﺇ498 per night
Guest favorite
Guest suite in Madison
4.95 out of 5 average rating, 208 reviewsDowntown Condo, 5 blocks from Capital, Btn 2 Lakes
Sep 18 – 25
ﺩ.ﺇ499 per night
Guest favorite
Guesthouse in Stoughton
4.94 out of 5 average rating, 331 reviewsCountry cabin, birders paradise.
Dec 9 – 16
ﺩ.ﺇ339 per night
Guest favorite
Home in Madison
4.91 out of 5 average rating, 108 reviewsFind Your Suite Here For a Sweet Price
Aug 3 – 10
ﺩ.ﺇ764 per night
Guest favorite
Cottage in Poynette
4.97 out of 5 average rating, 190 reviewsLake Wiscosnin Cozy Cottage
Sep 15 – 22
ﺩ.ﺇ496 per night
Guest favorite
Guesthouse in Belleville
4.98 out of 5 average rating, 211 reviewsStill Point Tiny House - (Zero Added Cleaning Fee)
Jul 13 – 20
ﺩ.ﺇ421 per night
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