Windsor houses
We found 208 houses — enter your dates for availability
Explore Windsor house rentals
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!
Sleeps 6 · 3 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
The Hipster House
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Cozy comfort lower level unit
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10
Sleeps 10 · 6 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Luxury getaway with pool and hot tub - family retreat
Sleeps 10 · 4 bedrooms · 3 bathrooms
8.08.0 out of 10
Very goodvery good
3 reviews(3 reviews)
Luxury Escape for Professionals with high speed WiFi.
Sleeps 2 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Top rated house rentals - Windsor
Amazing
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Everything was excellent
Carol H.
Stayed Aug 2025
Review
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
This was a cute little house, lots of extras included, very comfortable couch and bed. We enjoyed our stay.
Cara L.
Stayed May 2025
Weekend stay in Windsor
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Absolutely wonderful accommodations, beautiful property and incredibly clean. It was a pleasure to stay there. The hosts thought of every comfort. It felt like we were staying in a luxury hotel. Can’t say enough.
Anne H.
Stayed Apr 2025
Our home in Windsor
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Love the patio out front. We like that there are no steps which is kind for us seniors. We made a first steak of this spring on the BBQ. Better than a restaurant! So convenient.
Richard B.
Stayed Mar 2025
Wonderful
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Quiet, clean, perfect space to come home after work - we are from out of town. Amazing host and wonderful stay! would recommend to anyone!
Danielle T.
Stayed Jan 2025
Worked as a base while we moved a relative
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Property was perfectly adequate to our needs/ beds were comfortable and that counts for huge ratings with us. The host identified that the driveway was quite narrow and she wasn’t kidding, but we managed to park with inches to spare. Thanks for the stay
Barbara C.
Stayed Aug 2024
Outstanding
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Amazing experience. The property manager provided amazing communication and went above and beyond. The house was clean, spacious, and is located in a great neighbourhood. Thank you again!
Anthony A.
Stayed Aug 2024
excellent stay
1010 out of 10
Exceptionalexceptional
1 review(1 review)
hi - ,my son & I stayed over i night when in town and the place was perfect. Very clean & well presented.
William J.
Stayed Nov 2023
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Frequently asked questions
Are there any vacation home rentals in Windsor?
Consider one of our 208 vacation home rentals and start making plans for your Windsor trip. Whether you'd like to be in Chinatown, South Central, Walkerville or another in-demand area, you'll find the perfect house on Vrbo.
How much does it cost to stay in a vacation rental house in Windsor?
A number of factors will determine the price of a vacation home rental in Windsor, such as the size of the property and when and how long you're staying. All you have to do is key in your vacation dates and preferences to find a house that matches your budget and taste.
When is the best time to rent a vacation house in Windsor?
That can all depend on the type of weather you enjoy most, along with other factors. Many visitors to Southwestern Ontario book a Windsor vacation home rental in August, when average temperatures range from 19ºC (66ºF) to 26ºC (79ºF).
Where can I rent a Windsor vacation house with great views?
Whether it's the mountains, a river or the bright lights of the city, a vacation home rental is always better with views. Wherever you prefer to stay in Windsor, we'll help you find a house with picture-perfect panoramas. Just click on the "Popular" button at the top of the page, then check the filters to narrow down your search.
Does Windsor have any weekend house rentals?
Browse our weekend rentals and get ready for an exciting couple of days away. Our main tips for booking the ideal house in Windsor? Be flexible when searching and adjust your travel dates until you find the vacation home rental that matches your needs.
Are there any pet-friendly house rentals in Windsor?
Yes, you'll find two vacation home rentals where pets are welcome in Windsor, so your four-legged friend doesn't have to miss out on the adventures. Use our filter tool to find pet-friendly houses that feature perks like dogs beds and free treats for them, and plenty of comforts for you.
What are the top things to do in Windsor?
Get your Windsor escape off to an amazing start with a visit to top-rated sights like Adventure Bay Family Water Park, Ambassador Bridge and Devonshire Mall. Stay in a Vrbo vacation home rental with the family and then discover this destination's wonders together.
Why should I book my vacation rental house with Vrbo?
When you opt for a Vrbo vacation home rental, the only people you have to share your space with are the people you take with you. It's only you, family or friends and the whole place to yourselves. Our flexible cancellation policies also mean you can book your rental house with peace of mind if your plans change.