Windsor Vacation Rentals

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Vacation Rentals in Windsor

TV
482# Two-bedroom apartment near the border tunnel
482# Two-bedroom apartment near the border tunnel
$63 nightly
The price is $70
Nov 4 - Nov 5
Total with taxes and fees
482# Two-bedroom apartment near the border tunnel
Full-size fridge, microwave, oven, stovetop
Windsor Manor
Windsor Manor
4.0 star property
$249 nightly
The price is $298
Nov 10 - Nov 11
Total with taxes and fees
Windsor Manor
Fridge, microwave, stovetop, dishwasher
6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style
6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style
10.0 out of 10, Exceptional, (1)
"Our stay at Efemena’s house was very cozy. The moment we stepped inside, we felt a warm welcome. The house is fully equipped with everything you need, from kitchen appliances to a PlayStation (if you’re into gaming). Efemena was also in touch with us through Messenger throughout our stay, checking in to make sure we had everything we needed, which was really helpful!"
Canada
Semen
$94 nightly
The price is $116
Nov 4 - Nov 5
Total with taxes and fees
6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style
Exterior
Cozy and quiet room with high speed internet.
Cozy and quiet room with high speed internet.
2.0 star property
$56 nightly
The price is $63
Dec 3 - Dec 4
Total with taxes and fees
Cozy and quiet room with high speed internet.
Fridge, microwave, oven, stovetop
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
10.0 out of 10, Exceptional, (14)
"Ebhrahim was a fantastic host and the stay was excellent! Would easily book again for the next time I visit Windsor."
Canada
Michael
$158 nightly
The price is $179
Nov 28 - Nov 29
Total with taxes and fees
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Smart TV, fireplace
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi
9.4 out of 10, Exceptional, (3)
"Totally accurate pictures and description, wonderful area, walking biking jogging. Well located yet very quiet and I will return there for sure."
Canada
Rochelle B.
$181 nightly
The price is $204
Nov 4 - Nov 5
Total with taxes and fees
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi
Fridge, microwave, oven, stovetop
Cozy comfort lower level unit
Cozy comfort lower level unit
9.8 out of 10, Exceptional, (8)
"We enjoyed our stay very much."
Canada
Amanda
$102 nightly
The price is $115
Nov 8 - Nov 9
Total with taxes and fees
Cozy comfort lower level unit
Interior
Windsor Perfect Stay
Windsor Perfect Stay
$94 nightly
The price is $115
Nov 13 - Nov 14
Total with taxes and fees
Windsor Perfect Stay
Interior
Modern 3‑BR Riverside Retreat, 2 Lounges, Near Casino & Riverfront.
Modern 3‑BR Riverside Retreat, 2 Lounges, Near Casino & Riverfront.
10.0 out of 10, Exceptional, (2)
"My friends and I had a great stay here, and it was super spacious!"
United States
Samantha R.
$214 nightly
The price is $242
Nov 4 - Nov 5
Total with taxes and fees
Modern 3‑BR Riverside Retreat, 2 Lounges, Near Casino & Riverfront.
Fridge, microwave, stovetop, toaster
Bright Walkerville Flat | 2BR, Parking, Near DT
Bright Walkerville Flat | 2BR, Parking, Near DT
$164 nightly
The price is $186
Nov 4 - Nov 5
Total with taxes and fees
Bright Walkerville Flat | 2BR, Parking, Near DT
Fridge, microwave, oven, stovetop
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
8.8 out of 10, Excellent, (5)
"I booked the place several months prior to my arrival. I was traveling with friends from MD to Windsor to participate in a bike ride. Since this was my first time booking a place via VRBO, I was nervous about not having access. I asked for the info and was told I would get it the day of our arrival. She informed me it was typically provided 30 minutes prior to check-in.I received it an hour or so prior to check-in. Once I got the info and arrived on site, the place was great. It looked as...
United States
Roger M.
$123 nightly
The price is $140
Nov 4 - Nov 5
Total with taxes and fees
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Fridge, microwave, oven, stovetop
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
9.0 out of 10, Wonderful, (11)
"We were attending a wedding in Detroit and decided to stay in Windsor. The little house was perfect for my husband, myself and our two daughters. A Timmy's is within walking distance. "
United States
Christina P.
$195 nightly
The price is $220
Nov 4 - Nov 5
Total with taxes and fees
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
Outdoor dining
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests
8.0 out of 10, Very Good, (1)
$226 nightly
The price is $255
Nov 30 - Dec 1
Total with taxes and fees
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests
Outdoor dining
Clean and spacious 3BR DT Windsor Laundry and parking
Clean and spacious 3BR DT Windsor Laundry and parking
$212 nightly
The price is $245
Nov 30 - Dec 1
Total with taxes and fees
Clean and spacious 3BR DT Windsor Laundry and parking
TV, fireplace
Cheerful Family Home 3 mins drive to UWindsor
Cheerful Family Home 3 mins drive to UWindsor
$238 nightly
The price is $275
Dec 1 - Dec 2
Total with taxes and fees
Cheerful Family Home 3 mins drive to UWindsor
Dining
Affordable 1BHK close to Casino, USA & Riverside.
Affordable 1BHK close to Casino, USA & Riverside.
$88 nightly
The price is $100
Nov 9 - Nov 10
Total with taxes and fees
Affordable 1BHK close to Casino, USA & Riverside.
Fridge, microwave, oven, stovetop
Modern Spacious 1 bedroom and a den home (Lower Unit)
Modern Spacious 1 bedroom and a den home (Lower Unit)
8.4 out of 10, Very Good, (6)
"Very nice unit. Prisca is a fantastic host. Great communications. I highly recommend this property!"
United States
Thomas M.
$269 nightly
The price is $304
Nov 4 - Nov 5
Total with taxes and fees
Modern Spacious 1 bedroom and a den home (Lower Unit)
Fridge, microwave, oven, stovetop
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
10.0 out of 10, Exceptional, (2)
"Spacious and well appointed. Beautifully decorated with cool antiques, plus comfortable furniture and beds. Just a couple minutes walk to the river. This is a very fun place to stay. "
United States
jim k.
$216 nightly
The price is $244
Nov 5 - Nov 6
Total with taxes and fees
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Fridge, microwave, oven, stovetop
Stylish 2bd DT Laundry and Parking
Stylish 2bd DT Laundry and Parking
$177 nightly
The price is $204
Nov 30 - Dec 1
Total with taxes and fees
Stylish 2bd DT Laundry and Parking
Interior
Penthouse suite in heart of little Italy
Penthouse suite in heart of little Italy
8.4 out of 10, Very Good, (9)
"Kevin was very thoughtful and checked on us throughout our stay as well as before and after. The place is more beautiful than the photos and was clean! It is in an amazing location right by the downtown area. Check in and check out was easy, no complaints! Will have to come back!"
United States
grace e.
$245 nightly
The price is $277
Nov 4 - Nov 5
Total with taxes and fees
Penthouse suite in heart of little Italy
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.
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Top Windsor Hotel Reviews

Stonecroft Inn

Stonecroft Inn

10/10 Excellent
"Amazing staff, room, and hotel!! Stay here!!"
Wayne 2-night trip
Posted 11 hours ago
Stonecroft Inn

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals in Windsor close to Adventure Bay Family Water Park, or you can go with a secluded option if you want a relaxing stay. Visitors to Windsor speak positively about the scenic riverfront and top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and live music.

What are some of the best vacation rentals in Windsor?

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests: Visitors give good reviews to this Windsor vacation home rental, which is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Some other homes for rent in Windsor include Cozy comfort lower level unit and The Hipster House .

How many vacation rentals will I find in Windsor?

With 92 Expedia vacation rentals, you're sure to find just the right place for your Windsor stay.

What’s there to see and do in Windsor?

Family-friendly attractions include Adventure Bay Family Water Park and Dieppe Gardens, whereas Windsor Riverfront and Coventry Gardens are a couple of great spots to enjoy the outdoors. You’ll find favorite places to visit like MGM Grand Detroit Casino and Comerica Park in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are private properties you can book for short or long periods in Windsor. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.