Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Windsor vacation rentals

Smart TV, fireplace

Luxury New Build 4BR Home | Modern Comfort & Style

Luxury New Build 4BR Home | Modern Comfort & Style
Ford City
9.4 out of 10, Exceptional, (3 reviews)
"Nice stay overall."
United States
Adam Y.
$196 nightly
The price is $222
Jun 25 - Jun 26
Total with taxes and fees
Luxury New Build 4BR Home | Modern Comfort & Style
Lobby sitting area

Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor
2.0 star property
Roseland
8.2 out of 10, Very Good, (430 reviews)
"A great place and great value,especially for the family with kids, clean and nice staff."
Canada
BIN
$44 nightly
The price is $50
Jun 22 - Jun 23
Total with taxes and fees
Residence & Conference Centre - Windsor
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
Devonshire
9.0 out of 10, Wonderful, (11 reviews)
"Home was very clean, good location close to major amenities, Devonshire mall, Costco. Easy access via key pad, ample parking. "
Canada
Tony
$155 nightly
The price is $183
Jun 22 - Jun 23
Total with taxes and fees
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Interior

Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.

Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
Devonshire
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. The host was very responsive and addressed any issues quickly. The property was very clean, and the location was very convenient. Would definitely stay again."
Canada
Junwu
$146 nightly
The price is $172
Jun 22 - Jun 23
Total with taxes and fees
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
Smart TV

Windsor Manor

Windsor Manor
4.0 star property
City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Facility was spotless. There were no staff members on site"
Canada
Jacob
$248 nightly
The price is $296
Jun 23 - Jun 24
Total with taxes and fees
Windsor Manor
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.
South Windsor
10.0 out of 10, Exceptional, (17 reviews)
"Great stay! "
Canada
Jade S.
$157 nightly
The price is $177
Jun 23 - Jun 24
Total with taxes and fees
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Fridge, microwave, oven, stovetop

Modern Spacious 1 bedroom and a den home (Lower Unit)

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.4 out of 10, Very Good, (6 reviews)
"was a great property and location"
United States
Ava C.
$303 nightly
The price is $343
Jun 22 - Jun 23
Total with taxes and fees
Modern Spacious 1 bedroom and a den home (Lower Unit)
Smart TV, fireplace, books

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Walkerville
10.0 out of 10, Exceptional, (8 reviews)
"Such a cool place with loads of room but also very charming by design "
Canada
melinda
$279 nightly
The price is $329
Jun 28 - Jun 29
Total with taxes and fees
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Private kitchen

3 Bedroom Upper Unit in the Heart of Windsor

3 Bedroom Upper Unit in the Heart of Windsor
Remington Park
$187 nightly
The price is $211
Jul 6 - Jul 7
Total with taxes and fees
3 Bedroom Upper Unit in the Heart of Windsor
Smart TV

Cozy comfort lower level unit

Cozy comfort lower level unit
Roseland
9.0 out of 10, Wonderful, (12 reviews)
"We enjoyed our stay very much."
Canada
Amanda
$119 nightly
The price is $134
Jun 22 - Jun 23
Total with taxes and fees
Cozy comfort lower level unit
Interior

Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit

Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
Bridgeview
$122 nightly
The price is $137
Jun 28 - Jun 29
Total with taxes and fees
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
Spa

Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨

Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨
City Centre
10.0 out of 10, Exceptional, (1 review)
"Great stay! Walking distance to all the things in the area."
United States
Trent Y.
$205 nightly
The price is $231
Jun 28 - Jun 29
Total with taxes and fees
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨
Shower, hair dryer, towels, soap

Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4

Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4
Walkerville
10.0 out of 10, Exceptional, (1 review)
"Very clean, beautiful home, and the host, Yolanda, is amazing with communication:)"
United States
Mary M.
$109 nightly
The price is $124
Jul 1 - Jul 2
Total with taxes and fees
Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4
Interior

Penthouse suite in heart of little Italy

Penthouse suite in heart of little Italy
Walkerville
8.8 out of 10, Excellent, (15 reviews)
"Amazing place, Incredible host, very easy to talk to. Will comeback again for sure!! "
United States
Benz V.
$275 nightly
The price is $311
Jun 22 - Jun 23
Total with taxes and fees
Penthouse suite in heart of little Italy
Smart TV

Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
City Centre
10.0 out of 10, Exceptional, (11 reviews)
"We loved our quick stay at Casa Rio - cute, comfortable, and equipped with anything we needed, very close to the river walk, just blocks from the casino, fun restaurants and bars. Great experience - will come back again!"
United States
Stacy A.
$165 nightly
The price is $187
Jun 29 - Jun 30
Total with taxes and fees
Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
Living area

The Best Stay

The Best Stay
Sandwich
2.0 out of 10, (1 review)
"This is not a real place. You follow instructions and they will tell you to leave and it’s not a Vrbo "
United States
Noah G.
$93 nightly
The price is $105
Jun 22 - Jun 23
Total with taxes and fees
The Best Stay
Fridge, microwave, oven, stovetop

Fully Furnished 2 bedroom basement in Windsor

Fully Furnished 2 bedroom basement in Windsor
Walkerville
4.8 out of 10, (3 reviews)
"The home owner was incredibly nice and accommodating. They even picked us up from the train station nearby, and answered any msg quickly. I really appreciated that. Great neighborhood. The actual apartment wasn't quite what was advertised, the place wasn't as classy as the vrbo pictures. Also i thought vrbo was all about having a place to yourself? I was woken up a few times by footsteps upstairs where the owner lives. No laundry detergent, no bbq, 1 1/2 rolls of tp provided. Not worth the cost...
Canada
Kirk
$131 nightly
The price is $148
Jun 22 - Jun 23
Total with taxes and fees
Fully Furnished 2 bedroom basement in Windsor
Interior

Quaint Clean 2BR DT Windsor Laundry and parking Inc

Quaint Clean 2BR DT Windsor Laundry and parking Inc
City Centre
2.0 out of 10, (1 review)
"We must state that this place was very clean, the sheets and towels smelled nice, and the beds were comfortable; however, it is a very old basement where only a furnace and root cellar should be located. The floor is all uneven and multi levels, it is very poorly finished, we had zero control of the heat, and there are no useable windows. The table is very rickety. The site photos are deceiving; we were not impressed, and it was very over-priced for the lack of quality."
United States
Sandra H.
$166 nightly
The price is $192
Jun 23 - Jun 24
Total with taxes and fees
Quaint Clean 2BR DT Windsor Laundry and parking Inc
Iron/ironing board, WiFi

Emerald Suite + Sapphire Suite - Sleeps 6

Emerald Suite + Sapphire Suite - Sleeps 6
Walkerville
$295 nightly
The price is $333
Jul 13 - Jul 14
Total with taxes and fees
Emerald Suite + Sapphire Suite - Sleeps 6
Interior

Stylish 2bd DT Laundry and Parking

Stylish 2bd DT Laundry and Parking
City Centre
$179 nightly
The price is $207
Jun 22 - Jun 23
Total with taxes and fees
Stylish 2bd DT Laundry and 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

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"Easy check in"
Vincent 1-night trip
Posted 6 hours ago
Holiday Inn Express Windsor Waterfront by IHG

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 $50 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 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?

Luxury New Build 4BR Home | Modern Comfort & Style: Visitors give good reviews to this Windsor vacation home rental, which offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub. Some other homes for rent in Windsor include Paradise Home - Your Home Away From Home and 🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9.

How many vacation rentals will I find in Windsor?

With 98 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 Willistead Park Trail Trailhead are a couple of great spots to enjoy the outdoors. You’ll find favorite places to visit like Comerica Park and Henry Ford Museum 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.