Holiday houses in Windsor
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Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Guest favourite
Cottage in Kingsville, Canada
4.9 out of 5 average rating, 194 reviewsLakeview Inn
Superhost
Villa in Windsor
4.9 out of 5 average rating, 137 reviewsCheerful 4-bedroom home by the river.
Guest favourite
Home in Windsor, Canada
4.95 out of 5 average rating, 37 reviewsBoutique Suite on the River
Guest favourite
Home in Windsor, Canada
5.0 out of 5 average rating, 27 reviewsThe Spot - Luxury Living
Guest favourite
Home in Windsor
4.95 out of 5 average rating, 41 reviewsExecutive One-Bedroom Upper Unit
Guest favourite
Apartment in Windsor
5.0 out of 5 average rating, 32 reviewsStylish luxury apartment
Guest favourite
Home in Windsor, Canada
4.98 out of 5 average rating, 41 reviewsCheerful & cozy downtown 2-bedroom home
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 8 reviewsBlue Heron Home
Quick stats about holiday 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
Destinations to explore
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- Rentals with an EV charger Windsor
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- Smoking-friendly rentals Windsor
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