Windsor houses
We found 187 houses — enter your dates for availability
Explore Windsor house rentals
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10
Sleeps 10 · 6 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Full house - 5 bed, 2 bath
Sleeps 10 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 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 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The Hipster House
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Top rated house rentals - Windsor
Weekend stay in Windsor
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Great place!
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Beautiful, Spotless Home in a Hidden Gem of a Neighborhood
1010 out of 10
Exceptionalexceptional
1 review(1 review)
A gem on the lake
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Wonderful
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Good stay
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Fantastic spot!!
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Great spot!
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any vacation home rentals in Windsor?
Consider one of our 187 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.