Windsor Vacation Rentals

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Vacation Rentals in Windsor

Interior
The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!
10.0 out of 10, Exceptional, (17)
"We loved our time here! The room is tastefully decorated and very welcoming. All of the decor has been thoughtfully placed and makes for a super comfortable stay. Ultra comfy bed and wonderful ambiance! Thank you, Eric!"
The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Olde Walkerville Private 1BD/1BA Main Floor Apt.
10.0 out of 10, Exceptional, (3)
"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. "
Olde Walkerville Private 1BD/1BA Main Floor Apt.
Fridge, microwave, oven, stovetop
Best Kept Secret in Walkerville! Cheerful 2BD Home
10.0 out of 10, Exceptional, (1)
"despite our differences guy made it a cool stay! ty!"
The price is $94
$248 total
includes taxes & fees
May 7 - May 8
Best Kept Secret in Walkerville! Cheerful 2BD Home
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Smart TV
Windsor's Versace House 10min to all downtown adventures & beautiful river walks
10.0 out of 10, Exceptional, (2)
"The place is confortable, the bedrooms and the bedroom are nice"
Windsor's Versace House 10min to all downtown adventures & beautiful river walks
Property grounds
Full house - 5 bed, 2 bath
10.0 out of 10, Exceptional, (5)
"I will recommend this place!!! My family enjoyed and loved our stay here ☺️"
The price is $145
$208 total
includes taxes & fees
May 26 - May 27
Full house - 5 bed, 2 bath
Exterior
Relaxing Cottage near EPIC wineries
10.0 out of 10, Exceptional, (37)
"We LOVED our stay here and how close it was to all of the wineries. The property was absolutely adorable and I will definitely be back!"
Relaxing Cottage near EPIC wineries
Beach
Fantastic Lake View! Quiet, Clean *Deck, BBQ & Fire pit* Walk to 3 Wineries
10.0 out of 10, Exceptional, (19)
"We had Easter at the lake. It was a nice property, will stay again. Sleeping was satisfactory was perfect to have a pull out couch for a child. It was clean and tidy for the most part, a little dusty here and there but I'm a house keeper so I see more than the average person. The lake view is absolutely beautiful. We were able to use the BBQ it was perfect. I like that it was a fully equipped kitchen and had odds and ends that you would have not have though to bring with you. Also had a bit of...
Fantastic Lake View! Quiet, Clean *Deck, BBQ & Fire pit* Walk to 3 Wineries
Exterior
The Brigette Vacation Cottage Rental
10.0 out of 10, Exceptional, (19)
"Very clean property with comfortable bedding and a great shower. Easy check in process and reasonable cleaning requests"
The Brigette Vacation Cottage Rental
Property grounds
Lakefront getaway in wine-country, beautiful view
10.0 out of 10, Exceptional, (3)
"Property was perfect. A view of the water from every room and the host left a couple of nice surprises for us. We will definitely stay here again!"
Lakefront getaway in wine-country, beautiful view
Property grounds
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
9.8 out of 10, Exceptional, (18)
"This property is located near alot of things to see and do. The property is very neat and the owner obviously takes great care. It is a great place to stay."
The price is $134
$295 total
includes taxes & fees
May 5 - May 6
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Property grounds
Perfect spot on the edge of Erie lake on 4300 square feet house
9.8 out of 10, Exceptional, (103)
"Great spot for our children and grandchildren to all be together"
Perfect spot on the edge of Erie lake on 4300 square feet house
Beach nearby
This beautiful, clean cottage is a 4 minute walk to the beach and playground.
9.8 out of 10, Exceptional, (105)
"We came up for the eclipse and had a peaceful time in the cabin. It was great to let the kids walk down to the beach and playground while I sat on the couch and read. Great restaurants near the cabin. Would stay here again."
This beautiful, clean cottage is a 4 minute walk to the beach and playground.
Exterior
Drifted Inn - Riverfront Cabin
9.8 out of 10, Exceptional, (101)
"Tranquil and hassle-free. Just the place to unwind and recharge"
Drifted Inn - Riverfront Cabin
Beach nearby
Lake Erie & EPIC Wineries
9.8 out of 10, Exceptional, (8)
"The property was the perfect fit for our first girls getaway. Stunning lake views, comfy beds, easy to find. Cannot wait to return!"
Lake Erie & EPIC Wineries
Outdoor dining
Waterfront Cottage in a 200 Acre Conservation Area
9.8 out of 10, Exceptional, (112)
"Relaxing."
Waterfront Cottage in a 200 Acre Conservation Area
Property grounds
Water Front and back: Lake Escape Luxury Cottage Life all year long
9.8 out of 10, Exceptional, (16)
"It was nice and quiet. Liked the area. Short drive to Amhurstburg and Windsor. Would recommend staying here."
Water Front and back: Lake Escape Luxury Cottage Life all year long
TV
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen
9.6 out of 10, Exceptional, (5)
"The place is lovely. Full of character. We met the owner of the building who is incredibly nice. The booking process was tedious as the property manager asked to see our picture with ID which I did not mind but then he asked for photos of my credit card as well. Never send pictures of sensitive information such as a credit card this way! I called Vrbo and they verified that you should not ever send pictures of your personal information in this manner."
The price is $98
$262 total
includes taxes & fees
May 7 - May 8
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen
On the beach, sun loungers, beach towels
Lake Front Cottage in Amherstburg in the heart of souther Ontario wine country.
9.6 out of 10, Exceptional, (12)
"Beautiful sunsets, lovely quaint cottage, very clean and aesthetically pleasing. Comfy bed and loved the tub. Kitchen was nicer in person than in the pictures. Host was available and so accommodating. Definitely want to go back."
Lake Front Cottage in Amherstburg in the heart of souther Ontario wine country.
Fridge, microwave, oven, stovetop
Private Guest House!
9.6 out of 10, Exceptional, (4)
"Beautiful cottage, comfortable, relaxing with fantastic hosts. Beds and pillows were comfortable, home had more than expected amenities with extra supplies and a fenced in yard for our furry family members to feel welcome also. The cottage is beautifully decorated with everything a visitor could ask for and more."
The price is $113
$174 total
includes taxes & fees
May 3 - May 4
Private Guest House!
Beach nearby
Loft Escape - Luxury Cottage Life all year long
9.4 out of 10, Exceptional, (8)
"Tim was a great host and promptly responded to all inquiries. The property had everything needed for a quiet weekend away. The grill we brought unfortunately didn't work but we were able to cook everything we brought in the toaster oven. The neighbors were all friendly. For a small extra cost, kayaks and canoes are available. The water was smooth and there weren't many people around, it felt like our own private lake. Thank you for a nice weekend, Tim!"
The price is $83
$161 total
includes taxes & fees
May 3 - May 4
Loft Escape - Luxury Cottage Life all year long
Don't see what you're looking for?
See all available properties in 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.

Windsor Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Windsor private vacation homes
Known landmarks
Adventure Bay Family Water Park, Walkerville Brewery and Windsor Community Museum
International airport
Windsor, ON (YQG)

Other types of properties in Windsor you may be interested in

Property grounds
Stonecroft Inn
3.0 star property
9.4 out of 10, Exceptional, (1254)
"Clean, comfortable bed and location is good."
The price is $105
$124 total
includes taxes & fees
May 19 - May 20
Stonecroft Inn
Exterior
Holiday Inn Express Windsor Waterfront, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (1001)
"Breakfast was good (above average). Room wasn’t serviced on a two-day stay. (Knocked once at 9am when in shower and never came back.) Was able to park one night in main car park and had to stay one night in public car park opposite - instructions were a little difficult to follow but got it worked out eventually so not too bad and decent option when main car park filled up. Much quieter than staying at the casino. Convenient for crossing to Detroit. Bars/restaurants nearby were good. "
The price is $117
$138 total
includes taxes & fees
May 16 - May 17
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Indoor pool
Caesars Windsor
4.0 star property
8.4 out of 10, Very Good, (1913)
"An overnight on our way back to Toronto from southern US. "
The price is $111
$148 total
includes taxes & fees
May 5 - May 6
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.

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 $83 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.

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 lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and live music.

What are some of the best vacation rentals in Windsor?

Rivard Beauty - 5bed/2bath - SpaceRental: Visitors give good reviews to this Windsor vacation home rental, which is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Windsor include Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen and Cozy comfort lower level unit.

How many vacation rentals will I find in Windsor?

With 66 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 Lake Saint Clair 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 Ford Field 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.

Recent reviews of Windsor properties
Expedia verified reviews

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

5/5 Excellent
"Clean, nice new suite, comfortable! "
A verified traveler stayed at Hampton Inn & Suites by Hilton Windsor
Posted 2 days ago
Hampton Inn & Suites by Hilton Windsor