Windsor Vacation Rentals

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Vacation Rentals in Windsor

Condo in Sandwich

9.6 out of 10, Exceptional, (14)
"Great location, clean and comfortable unit. Would stay again! "
Canada
Nadia C.
Access to the beach and riverside trail.

Vacation Home in Walkerville

9.0 out of 10, Wonderful, (11)
"My car got broken into during the night but great stay besides that "
United States
Katie W.
$196 nightly
The price is $222
Nov 24 - Nov 25
Total with taxes and fees
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Vacation Home in Walkerville

9.6 out of 10, Exceptional, (23)
"Our stay was amazing. The host was very attentive and kind. Perfect house for a group of people to comfortably enjoy without feeling cramped."
United States
Isabella J.
The Hipster House

Vacation Home in Devonshire

8.8 out of 10, Excellent, (5)
"This stay exceeded our expectations. Would definitely recommend."
Canada
Natalie
$123 nightly
The price is $139
Dec 4 - Dec 5
Total with taxes and fees
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Apartment in City Centre

4.0 star property
$248 nightly
The price is $297
Nov 23 - Nov 24
Total with taxes and fees
Windsor Manor

Apartment in Walkerville

8.0 out of 10, Very Good, (10)
"Lovely little place. Especially enjoyed the deck out back. Tough getting in and out on that tiny, steep stair in the back, and parking was kind of a monster. Made it, but unfortunately that was the biggest memory of the stay for my kids - the stairs."
United States
Israel J.
$243 nightly
The price is $275
Nov 24 - Nov 25
Total with taxes and fees
Penthouse suite in heart of little Italy

Vacation Home in Roseland

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay very much."
Canada
Amanda
$101 nightly
The price is $115
Dec 11 - Dec 12
Total with taxes and fees
Cozy comfort lower level unit

Apartment in Walkerville

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

Apartment in Bridgeview

9.0 out of 10, Wonderful, (18)
"A good Greek restaurant in the next block and a great water park across the street for kids "
Canada
Holly
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

Vacation Home in East Riverside

9.4 out of 10, Exceptional, (3)
"I was in town to visit family so this location was great"
United States
nancy K.
$178 nightly
The price is $202
Nov 23 - Nov 24
Total with taxes and fees
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi

Vacation Home in Roseland

8.4 out of 10, Very Good, (6)
"was a great property and location"
United States
Ava C.
$267 nightly
The price is $302
Nov 23 - Nov 24
Total with taxes and fees
Modern Spacious 1 bedroom and a den home (Lower Unit)

Vacation Home in Walkerville

9.8 out of 10, Exceptional, (16)
"Property was convenient to the Ambassador Golf Course where we had a family member competing in a PGA event- Walking distance to several nice places to eat- Plenty of bedrooms"
United States
Collins C.
Luxurious and Fashionable Home | Sleeps 8

Vacation Home in Bridgeview

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

Vacation Home in Roseland

8.0 out of 10, Very Good, (3)
"Clean and gorgeous backyard with heated pool and jacuzzi"
United States
Mohammed M.
$466 nightly
The price is $526
Nov 23 - Nov 24
Total with taxes and fees
Luxury getaway with pool and hot tub - family retreat

Vacation Home in City Centre

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.
$458 nightly
The price is $530
Dec 1 - Dec 2
Total with taxes and fees
7BR house 19 ppl DT Windsor Free Parking

Vacation Home in Bridgeview

Cheerful Family Home 3 mins drive to UWindsor

Residence in Roseland

2.0 star property
8.2 out of 10, Very Good, (400)
"A great convenient spot to stay in the Windsor area "
Canada
scott
Residence & Conference Centre - Windsor

Vacation Home in Downtown Windsor

9.0 out of 10, Wonderful, (17)
"The property was great. Plenty of space for the whole family to spead out. The hot tub was awesome. Enough room for all 5 of us and room to spare."
United States
David H.
The Victorian on Victoria

Apartment in East Windsor

10.0 out of 10, Exceptional, (7)
"Very comfortable stay. Great communication with a courteous and pleasant host. Will book again. Thank you"
Canada
Catherine G.
The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet

Vacation Home in Bridgeview

9.6 out of 10, Exceptional, (19)
"Great location. Very accommodating and great communication "
United States
Lori D.
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor
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

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 $115 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 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 Modern Spacious 1 bedroom and a den home (Lower Unit) and Cozy comfort lower level unit.

How many vacation rentals will I find in Windsor?

With 88 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 Olde Walkerville Neighborhood, whereas Windsor Riverfront and Lake Saint Clair are a couple of great spots to enjoy the outdoors. You’ll find favorite places to visit like Ford Field 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.