Windsor Vacation Rentals

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Tonight
Nov 3 - Nov 4
Tomorrow
Nov 4 - Nov 5
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Vacation Rentals in Windsor

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
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
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)
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
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
Private kitchen
The Hipster House
The Hipster House
9.6 out of 10, Exceptional, (23)
"We were guests for 2 nights in Detroit for Concerts at Ford Field and couldn't have asked for better accommodations. Minutes to a parking area once clear of the tunnel and Customs on the USA side. Lottsa space to flake out, play cards, and Sunday Sports! Nice Kitchen to cook all our meals and stoke up for our concerts! Thanks Anthony and Jaqueline!!"
Canada
Nathan T.
The Hipster House
Fridge, microwave, oven, stovetop
Min to DT/USA - Luxurious House - 4bed-2bath
Min to DT/USA - Luxurious House - 4bed-2bath
9.6 out of 10, Exceptional, (8)
"Great property for family visit. Very clean and comfortable "
Canada
Cathy B.
Min to DT/USA - Luxurious House - 4bed-2bath
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
Interior
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ
4.5 star property
7.4 out of 10, Good, (11)
"Excellent Accommodations highly recommended."
Canada
michael
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ
Terrace/patio
The Victorian on Victoria
The Victorian on Victoria
9.0 out of 10, Wonderful, (16)
"We thoroughly enjoyed our stay at the Victorian. We liked the cleanliness, amenities, cool back yard and close location to many restaurants. Our hosts were very available for any questions or concerns that we may have had. Strongly recommend!"
Canada
Janette S.
The Victorian on Victoria
Smart TV, books
Access to the beach and riverside trail.
Access to the beach and riverside trail.
9.6 out of 10, Exceptional, (10)
"We had a great stay at this property. It’s in such a great location right at the start of the Windsor Sculpture Park and Riverfront Trail. We brought our bicycles and had some great rides along the river. The property itself was very clean, safe, quiet and has everything we needed. The bed was comfy and the shower had great pressure/temperature. We will definitely stay here again next time we are in Windsor."
United States
laurie p.
Access to the beach and riverside trail.
Fridge, microwave, oven, stovetop
Centrally located 3BDRM home in CityCore!
Centrally located 3BDRM home in CityCore!
Centrally located 3BDRM home in CityCore!
Fridge, microwave, oven, stovetop
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space
9.0 out of 10, Wonderful, (18)
"Spacious."
United States
Maureen Bridget S.
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space
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
Outdoor pool, a heated pool
Luxury getaway with pool and hot tub - family retreat
Luxury getaway with pool and hot tub - family retreat
8.0 out of 10, Very Good, (3)
"The place itself is nice, but if you're going to rent this beware, you share the pool in the backyard with the people she rents out to downstairs, which is not listed on the first page. It's listed under the 60th amenity. You are also being watch twenty 47.They don't take the eyes off their cameras"
Canada
Brenda L.
$490 nightly
The price is $553
Nov 18 - Nov 19
Total with taxes and fees
Luxury getaway with pool and hot tub - family retreat
Fridge, microwave, oven, stovetop
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10
9.6 out of 10, Exceptional, (4)
"Lovely place to stay with the family for an extended period!"
United States
Andrew C. T.
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10
Oven, dishwasher, cookware/dishes/utensils, spices
Luxurious and Fashionable Home | Sleeps 8
Luxurious and Fashionable Home | Sleeps 8
9.8 out of 10, Exceptional, (16)
"Wonderful stay. Spacious clean property "
United States
James S.
Luxurious and Fashionable Home | Sleeps 8
Property grounds
Residence & Conference Centre - Windsor
Residence & Conference Centre - Windsor
2.0 star property
8.2 out of 10, Very Good, (400)
"Would definitely return to the Residence & Conference Centre in the future! "
Canada
Sara
Residence & Conference Centre - Windsor
Exterior
Cozy and quiet room close to riverside.
Cozy and quiet room close to riverside.
2.0 star property
$56 nightly
The price is $63
Nov 10 - Nov 11
Total with taxes and fees
Cozy and quiet room close to riverside.
Exterior
7BR house 19 ppl DT Windsor Free Parking
7BR house 19 ppl DT Windsor Free Parking
4.0 out of 10, (1)
"The main floor refrigerator didn’t work and the roof leaked when it rained all over the master bed through the ceiling fan."
United States
Mark D.
$503 nightly
The price is $582
Nov 30 - Dec 1
Total with taxes and fees
7BR house 19 ppl DT Windsor Free Parking
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 8 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.