Windsor Vacation Rentals

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Vacation Rentals in Windsor

Olde Walkerville Private 1BD/1BA Main Floor Apt.

Olde Walkerville Private 1BD/1BA Main Floor Apt.

Windsor, ON
Located in Walkerville, this apartment building is 0.7 mi (1.2 km) from Walkerville Brewery and within 3 mi (5 km) of Detroit Windsor Tunnel and Caesars Casino. ...
5/5 Exceptional! (3 reviews)
"Great location, quiet area. Market one block away served all our needs. Access to restaurants very close. Will return if in the area and would recommend to friends and family."

Reviewed on Aug. 31, 2021

Olde Walkerville Private 1BD/1BA Main Floor Apt.
RIVERSIDE AREA-STEPS FROM RIVERSIDE DRIVE

RIVERSIDE AREA-STEPS FROM RIVERSIDE DRIVE

Windsor, ON
Located in Riverside, this vacation home is 0.9 mi (1.5 km) from Lake Saint Clair and 1.9 mi (3.1 km) from Windsor Family Credit Union Centre. Walkerville Brewery ...
3.8/5 Good! (5 reviews)
Family Getaway
"This rental gave myself, my 2 daughters, and 2 grand-daughters lots of space to enjoy some time together. The back yard and pool was an added plus. Host was friendly and quick to respond if we had any questions. We enjoyed our get-together and would definitely rent again."

Reviewed on Oct. 1, 2021

RIVERSIDE AREA-STEPS FROM RIVERSIDE DRIVE
In the heart of downtown Windsor Penthouse Suite  Change listing

In the heart of downtown Windsor Penthouse Suite Change listing

Windsor, ON
Located in the heart of Windsor, this condo building is within a 10-minute walk of Adventure Bay Family Water Park and Detroit Windsor Tunnel. Caesars Casino ...
In the heart of downtown Windsor Penthouse Suite Change listing
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4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks

4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks

Windsor, ON
Situated in Windsor, this vacation home is 1.1 mi (1.8 km) from Meadowbrook Optimist Park Walking Trail Trailhead and 1.9 mi (3.1 km) from Windsor Family Credit ...
4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks
Bootleggers Bunker in Historic Walkerville 2BD/1BA

Bootleggers Bunker in Historic Walkerville 2BD/1BA

Windsor, ON
Located in Walkerville, this apartment building is 0.7 mi (1.2 km) from Walkerville Brewery and within 3 mi (5 km) of Detroit Windsor Tunnel and Caesars Casino. ...
5/5 Exceptional! (1 review)
Beautiful space
"Super clean and extremely comfortable! Would highly recommend."

Reviewed on Mar. 27, 2021

Bootleggers Bunker in Historic Walkerville 2BD/1BA
The Olde Walkerville Loft  - 1BD/1BA Apartment

The Olde Walkerville Loft - 1BD/1BA Apartment

Windsor, ON
Located in Walkerville, this apartment building is 0.7 mi (1.2 km) from Walkerville Brewery and within 3 mi (5 km) of Detroit Windsor Tunnel and Caesars Casino. ...
The Olde Walkerville Loft - 1BD/1BA Apartment
Spacious 3BA/2BA apartment in Olde Walkerville.

Spacious 3BA/2BA apartment in Olde Walkerville.

Windsor, ON
Located in Walkerville, this apartment building is 0.7 mi (1.2 km) from Walkerville Brewery and within 3 mi (5 km) of Detroit Windsor Tunnel and Caesars Casino. ...
3.7/5 Good! (3 reviews)
Nice place but need to do something about heating system.
"This is a really nice place, very clean and well appointed, the only draw back is the water heating system. It is an old system and makes a lot of banging sounds when you are trying to sleep."

Reviewed on Apr. 5, 2020

Spacious 3BA/2BA apartment in Olde Walkerville.
Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

2 out of 5
3995 Geraedts Drive, Windsor, ON
Situated near the airport, this aparthotel is 0.3 mi (0.6 km) from St. Clair College and 2.9 mi (4.6 km) from Devonshire Mall. Adventure Bay Family Water Park ...
4/5 Very Good! (293 reviews)
"Typical residence with all that one would (and wouldn't) expect in terms of amenities and organization."

Reviewed on Aug. 24, 2019

Residence & Conference Centre - Windsor
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath.

Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath.

Windsor, ON
Located in Riverside, this condo building is 0.9 mi (1.5 km) from Lake Saint Clair and 1.6 mi (2.5 km) from Windsor Family Credit Union Centre. Walkerville Brewery ...
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath.
Quiet affordable 2 Bed 1 bath suite in a single family detached house

Quiet affordable 2 Bed 1 bath suite in a single family detached house

Windsor, ON
Situated in Windsor, this vacation home is within 3 mi (5 km) of Devonwood Conservation Area Trail Trailhead, Ciocairo Club of Windsor, and Devonshire Mall. ...
Quiet affordable 2 Bed 1 bath suite in a single family detached house
Beautiful renovated ground floor unit - Downtown Windsor

Beautiful renovated ground floor unit - Downtown Windsor

Windsor, ON
Situated in Windsor, this apartment building is within a 10-minute walk of Detroit Windsor Tunnel and Adventure Bay Family Water Park. Caesars Casino and Mariners' ...
5/5 Exceptional! (1 review)
Very clean, central, good amount of space
"Clean and central to many places - I was able to walk to the library and museums for research. The riverside trail is just a ten minute walk and it's lovely. There is a Food Basics a ten minute walk southeast. They have a washer and dryer downstairs. The street parking was mostly no trouble; I only ..."

Reviewed on Sep. 15, 2019

Beautiful renovated ground floor unit - Downtown Windsor
Bootleggers Bunker in Historic Walkerville 2BD/1BA

Bootleggers Bunker in Historic Walkerville 2BD/1BA

Windsor, ON
Located in Walkerville, this apartment building is 0.7 mi (1.2 km) from Walkerville Brewery and within 3 mi (5 km) of Detroit Windsor Tunnel and Caesars Casino. ...
Bootleggers Bunker in Historic Walkerville 2BD/1BA
Elegant lower level 2 bedrooms and 1 bathroom

Elegant lower level 2 bedrooms and 1 bathroom

Windsor, ON
Situated in Windsor, this vacation home is 2.3 mi (3.7 km) from University of Windsor and 2.4 mi (3.9 km) from Ambassador Bridge. Devonshire Mall and St. Clair ...
Elegant lower level 2 bedrooms and 1 bathroom
Sonder | The Randolph

Sonder | The Randolph

3.5 out of 5
139 Cadillac Square, Detroit, MI
Located in Downtown Detroit, this aparthotel is within a 5-minute walk of Saint Andrews Hall, Campus Martius Park, and Mariners' Church. Greektown Casino and ...
4.3/5 Excellent! (74 reviews)
"Very up to date & clean"

Reviewed on Oct. 20, 2021

Sonder | The Randolph
Sonder | Gabriel Richard

Sonder | Gabriel Richard

3.5 out of 5
305 Michigan Avenue, Detroit, MI
Located in Downtown Detroit, this vacation home is within a 10-minute walk of Cobo Center, Campus Martius Park, and Guardian Building. MGM Grand Detroit Casino ...
4.4/5 Wonderful! (34 reviews)
"Great location, the studio was clean and well furnished. Everything you could possibly need was provided, full kitchen with all utensils, washer and a dryer with soap included, toiletries and all, the bed was comfortable and the views from the studio were amazing!! Lots of restaurants and nightlife ..."

Reviewed on Sep. 27, 2021

Sonder | Gabriel Richard
Homewood Suites by Hilton Detroit-Troy

Homewood Suites by Hilton Detroit-Troy

3 out of 5
1495 Equity Drive, Troy, MI
The price is CA $155 per night from Nov 21 to Nov 21
Situated in Troy, this aparthotel is 1.9 mi (3 km) from Somerset Collection and 2.3 mi (3.7 km) from American Dysautonomia Institute. Troy Historic Village and ...
4.5/5 Wonderful! (582 reviews)
"LIKES: Clean and orderly. Free hot breakfast was a very nice feature. Large and nice eating area. DISLIKES: Mattress was too soft, time to replace I think. Room phones weren’t operational."

Reviewed on Oct. 5, 2021

Homewood Suites by Hilton Detroit-Troy
Home2 Suites by Hilton Taylor Detroit

Home2 Suites by Hilton Taylor Detroit

3 out of 5
14300 Pardee Rd, Taylor, MI
The price is CA $159 per night from Nov 1 to Nov 1
Situated in Taylor, this aparthotel is 0.4 mi (0.7 km) from Southland Center and within 3 mi (5 km) of Heritage Park and Lakes of Taylor Golf Club. Beaumont ...
4.5/5 Wonderful! (104 reviews)
"Beatiful rooms"

Reviewed on Oct. 15, 2021

Home2 Suites by Hilton Taylor Detroit
Homewood Suites by Hilton Detroit

Homewood Suites by Hilton Detroit

3 out of 5
31993 Van Dyke Ave, Warren, MI
The price is CA $180 per night from Nov 16 to Nov 16
Located in the heart of Warren, this aparthotel is within 3 mi (5 km) of Warren Community Centre Indoor Waterpark, St. John Macomb - Oakland Hospital - Macomb ...
4.5/5 Wonderful! (88 reviews)
"Rooms are spectacular"

Reviewed on Oct. 24, 2021

Homewood Suites by Hilton Detroit
Frontdesk I The Ashley Apts Downtown Detroit

Frontdesk I The Ashley Apts Downtown Detroit

3.5 out of 5
1526 Centre Street, Detroit, MI
The price is CA $84 per night from Nov 1 to Nov 1
Located in Downtown Detroit, this apartment building is steps from Detroit Opera House, Gem Theatre, and Music Hall Center for the Performing Arts. Comerica ...
4/5 Very Good! (2 reviews)
"Close to all things Detroit. Walking distance to Comerica Park, Ford Field Parking."

Reviewed on Sep. 29, 2021

Frontdesk I The Ashley Apts Downtown Detroit
Mint House Downtown Detroit

Mint House Downtown Detroit

4 out of 5
415 Clifford St, Detroit, MI
Located in Downtown Detroit, this apartment building is within a 10-minute walk of Fillmore Detroit, Detroit Opera House, and Fox Theatre. Comerica Park and ...
4.3/5 Excellent! (204 reviews)
"The bed was quite comfortable. I loved the design and cleanliness of the studio. It was quaint and homey. The communication with concierge was amazing. Definitely, by far, the best I've ever had with any property I've stayed. They were quick to respond and correct or make up for any ..."

Reviewed on Oct. 18, 2021

Mint House Downtown Detroit
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Windsor you may be interested in

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Nov 1 to Nov 1
Best Western Plus Waterfront Hotel
Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is CA $143 per night from Oct 28 to Oct 28
Caesars Windsor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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