
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

Apartment in The Core
4.95 out of 5 average rating, 22 reviews24/7 Gym, Balcony, Farmers Market
Top guest favourite

Guesthouse in The Core
4.98 out of 5 average rating, 66 reviewsModern guest suite downtown
Top guest favourite

Home in Windsor
4.99 out of 5 average rating, 98 reviewsLuxurious 3BR, King Bed, Ensuite. Perfect Stay!
Superhost

Home in The Core
4.86 out of 5 average rating, 42 reviewsStylish Apt Near Downtown- Ideal for Long Stays!
Top guest favourite

Apartment in The Core
5 out of 5 average rating, 34 reviewsART LOFT Luxury Apartment—Artist's Home
Guest favourite

Home in Windsor
4.93 out of 5 average rating, 29 reviewsComfy dream • 2 beds • Netflix • work desk
Guest favourite

Apartment in Windsor
4.96 out of 5 average rating, 27 reviewsLuxury Condo Windsor/LaSalle Ontario
Top guest favourite

Guesthouse in Windsor
4.93 out of 5 average rating, 67 reviewsCozy Guesthouse in South Windsor
Quick stats about vacation rentals in Windsor
Total rentals
1.6K properties
Total number of reviews
81K reviews
Family-friendly rentals
650 properties are a good fit for families
Pet-friendly rentals
390 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
910 properties have a dedicated workspace
Destinations to explore
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Detroit Zoo
- Detroit Golf Club
- University of Michigan Museum of Art
- Oakland Hills Country Club
- Wesburn Golf & Country Club
- Motown Museum
- Warren Community Center
- Rolling Hills Water Park
- Grosse Ile Golf & Country Club
- University of Michigan Golf Course
- Bloomfield Hills Country Club
- Roseland Golf & Curling Club
- Ambassador Golf Club
- Indianwood Golf & Country Club
- Seven Lakes State Park
- Seven Lakes Championship Golf & Estates
- Country Club of Detroit
- Maumee Bay State Park
- Riverview Highlands Golf Course