
Condo holiday rentals in Windsor
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Top-rated condo rentals in Windsor
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Windsor condo rentals
Weekly condo rentals

The Lucien: Historic Condo in Heart of Brush Park
Our stay way great! Good walking distance to a lot of places!

Modern Boutique Condo - "Au coeur de Detroit"
Jeff's place was perfect for a week long stay, I felt very much at home. Location is convenient to downtown. Very clean, the bed and couch were super comfy, had a kitchen stocked enough to cook daily, and included lots of extra towels, blankets and laundry and bathroom supplies. Host was very responsive and I'd book again anytime.

Ground Floor Room #4. Close to Ambassador Bridge!
Stayed here for work, great location near many grocery stores and lots to do. Always easy to find parking on the street. For people not from Windsor, sandwich can seem a little rough but it’s 100% safe. Police station is a 2 minute walk from the house. I worked 12-16 hour days always coming home late at night and I never had any incidents. Neighbourhood is nice and quiet. Shiyun always comes by to clean out the trash/bathroom throughout the week and is very responsive for any questions or concerns. For the price it’s very good, everything matched the photos, bed was comfortable, shower works great. 5 stars ⭐️

Beautiful Historic Unit at the Lorax Themed House
Alejandro’s place is great. It was very close to downtown, a quick Uber ride. Very clean and organized. The bed was super comfortable. Lots of kitchen items to use. It’s a walkable area but most places are around a mile away if you’re walking. I’d definitely stay again.

Prime Location | Near River/Uni/Casino & Downtown
Sanim is a great responsive host and was working with me the entirety of the trip! I’m very grateful to have stayed at this nice little homey spot! I would recommend this to anyone looking for a quick rest stop or couple day trip coming from the states to canada! Would stay again :) Thanks Sanim!

Artistic Midtown Condo at Dream! steps from Q-Line
Nice central location with easy street parking. A quick walk to DIA; we drove everywhere else. Space was bigger than we expected from the photos. Great kitchen!

Gorgeous Condo at The Historic JD Baer Mansion
A great location in a revitalizing neighborhood in midtown. Coffee and food options within a couple of blocks, on a street with a bike lane for easy riding to downtown and other hotspots.

Navy Yard Flats (Flat B) - Historic Amherstburg
Our stay in the Navy Yard Condo B was great in every respect. The beds and bedrooms were comfortable, the kitchen was easy to navigate and very well equipped, and the sitting room had nice comfortable furniture. From there and the balcony we enjoyed a great view of the lovely street and river. We parked right beside the Salty Dog restaurant both nights. We walked to No Frills, to the beer store and to dinner one night. The location was perfect. The condo was halfway between our visits to Windsor and to the wineries! Jason was a responsive and attentive host. We'll be back for sure!
Pet-friendly condo rentals

Lovely,Comfy & Cozy 2bdr, steps from Grosse Pointe
It was a tremendous weekend. Sam was a tremendous host and I do not regret anything from the trip. He communicates and very dependable.

The Lumber Baron's Downtown Mansion 2KingBR/2.5BA
Lake City made sure everything was perfect from check in to check out

“The Blue Hotel” - Retreat in the heart of Detroit
Frances was a great host. She kept the place spotless for us and had no problem with our late check in. She was quick to respond and very friendly. Would stay there again if I was back in the area.

NorthEnd Townhouse 3br2.5bath 2br +Office 2.5bath
I had a wonderful stay at Joeleo’s place! The apartment was clean and the location was peaceful for studying and leisure. I am a student and the atmosphere made studying easier. Joeleo was incredibly responsive, accommodating, and helpful throughout my stay. The communication was smooth and prompt which made the booking process hassle-free. I especially appreciated Joeleo going above and beyond during my long term stay. Highly recommend staying here!

Fisher Condo 3br 1.5ba 3br 1.5 ba Wi-fi Laundry TV
Love the place and host!!

Lovely & Spacious "North-End" 4 bedrooms
My stay was great! I can’t complain the only thing was the fridge wasn’t getting cold but other than that we had an amazing stay. The neighbor hood was quiet, the owner checked in through text messages and made sure our stay was great. I definitely recommend this if you want a specious place that’s close to downtown.

Cozy & Spacious open-loft, right off Woodward
Absolutely amazing stay & perfect location, Sam is one of the best hosts for sure! This is where you'd want to be if you're in Detroit!

Lovely & Comfy Loft
I would definitely stay and book again, I was more than comfortable. I had a great stay, Sam always responded to my text and he was very helpful. I couldn’t have ask for a better stay for me and my pup.
Condo rentals with a pool

Luxury downtown condo
Auntie Blondie (as she told me to call her) was an awesome host. She was very thorough giving me a tour of the property and was a phone call away when I needed anything. The location and views were great for the price and would recommend this property to anyone in the area. Thank you again for allowing us to celebrate in your property.

Lovely one bedroom condo with International Views
Amazing views and cool downtown location! Excellent communication from the hosts and located conveniently just a few blocks down from downtown restaurants and coffee shops. Would definitely stay here again!

Dearborn fairline east place
Great place, nice, big, and clean in a safe gated community. Great people and great hosts. Walid and Lubna were very friendly and welcoming. Best experience ever!.

Downtown Water front Penthouse
Quick stats about condo rentals in Windsor
Total rentals
50 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
7.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Detroit Golf Club
- Wesburn Golf & Country Club
- Warren Community Center
- Oakland Hills Country Club
- University of Michigan Museum of Art
- Detroit Zoo
- Grosse Ile Golf & Country Club
- Roseland Golf & Curling Club
- Maumee Bay State Park
- Rolling Hills Water Park
- Motown Museum
- Seven Lakes State Park
- Ambassador Golf Club
- Essex Golf & Country Club
- Coachwood Golf & Country Club
- Franklin Hills Country Club
- Country Club of Detroit
- Bloomfield Hills Country Club
- Mt. Brighton Ski Resort