Windsor is a city with both a geographical quirk - it's almost the only place on the border where you go south to enter Canada - and historical infamy. It was once a source for liquor smuggled over the border during prohibition. Today, it offers visitors plenty to see and do while its rich diversity promotes a vibrant gastronomic scene. For your Windsor stay, select short term rental accommodation that ranges from city apartments and historic houses to rustic rural cottages.

Choose the perfect vacation rental
Best Vacation Home Deals in Windsor
Save up to 65%
Book the perfect accommodation for as little as $67 per night by searching through the 444 properties being offered in Windsor. HomeToGo, a vacation rental search engine, instantly compares all of these vacation rentals to help you save up to 65%!
Top-Rated Offers and Accommodations in Windsor
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Recommended Vacation Rentals in Windsor
Find your perfect vacation rental in Windsor: from $68 per night
Budget-friendly Rentals in Windsor
Find Fantastic yet Inexpensive Rentals
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Windsor accommodation with high-speed internet.
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a Windsor rental with full kitchen.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Windsor and book a vacation rental with air conditioning.
Popular Rental Amenities in Windsor
You will have a large selection of rentals to compare and choose from if you are looking for an accommodation with a pool in Windsor. Hotel room with pools in Windsor are a excellent option for groups of 10 and have an average cost of $265 a night. more than two-thirds of Windsor's vacation rentals with pools are located within two kilometres of water, spend your days lounging by the pool or the waterfront.
The Weather in Windsor
Check out the climate diagram for Windsor. July is the warmest month in Windsor with average maximum temperatures of 27°. No heat wave is expected in January, where minimum average temperatures usally hit a -8° low. The month of September has nice weather with only 11 rainy days.
7-Day Weather Forecast in Windsor
Information about vacation rentals in Windsor
🏡 Vacation rentals available | 443 homes |
---|---|
💳 Possible discounts | up to 54% |
🌙 Nightly prices starting at | $67 |
⭐ Popular amenities | Internet, Pets allowed and Pool |
🐾 Pet friendly homes | 44 homes |
🏊 Vacation rentals with pools | 125 homes |
Frequently Asked Questions
What is the typical price of a vacation home in Windsor?
Accommodation prices in Windsor start at $67 per night.
What is the typical availability of House rental in Windsor?
We found 443 vacation homes in Windsor available for your next trip.
What are the most popular vacation home amenities in Windsor?
When looking to book a vacation home in Windsor, the most requested amenities include Internet, Pets allowed, and Pool.
How many House rental and Apartment rental can I find in Windsor?
Windsor has 443 House rental and Apartment rental available to book.
Are there pet-friendly vacation rentals in Windsor?
If you're travelling with a dog, over 10% of vacation rentals in Windsor are pet-friendly.
What's the best month to visit Windsor?
If you're looking for balmy weather, July and August are typically the hottest months in Windsor with temperatures around 27 °C. January and February in Windsor are the coldest, with -8 °C on average.
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