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 favourite
Farm stay in Essex, Canada
5.0 out of 5 average rating, 135 reviewsLuxury Farm Stay - Hot tub - Allow pets - Firepits
Nov. 14 – 21
$334 CAD per night
Guest favourite
Guesthouse in Flat Rock, Michigan, US
4.98 out of 5 average rating, 138 reviewsSteve’s Barn Lodge, Detroit River/Erie fishing
Sep. 22 – 29
$185 CAD per night
Guest favourite
Cottage in Essex
5.0 out of 5 average rating, 123 reviewsThe Kiss n Tell - We’ll Pay the HST
Nov. 9 – 16
$354 CAD per night
Guest favourite
Home in Windsor
4.89 out of 5 average rating, 183 reviewsStunning Top Tier Modern Home Is Ready To Host You
Nov. 5 – 12
$235 CAD per night
Guest favourite
Guesthouse in Kingsville
4.96 out of 5 average rating, 217 reviewsCozy Kingsville Country Guest House
Oct. 1 – 8
$129 CAD per night
Superhost
Villa in Windsor
4.9 out of 5 average rating, 134 reviewsCheerful 4-bedroom home by the river.
Jan. 4 – 11
$266 CAD per night
Guest favourite
Home in Windsor
4.82 out of 5 average rating, 164 reviewsRiverside home minutes to downtown, casino, bridge
Feb. 3 – 10
$270 CAD per night
Guest favourite
Loft in Kingsville, Canada
5.0 out of 5 average rating, 229 reviewsThe Hudson Loft
Jul. 10 – 17
$227 CAD per night
Quick stats about vacation rentals in Windsor
Total rentals
1.4K properties
Rentals with dedicated workspaces
830 properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
350 properties allow pets
Family-friendly rentals
570 properties are a good fit for families
Total number of reviews
65K reviews
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- Rentals with a patio Windsor
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