Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

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

Walkerville
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.
The price is ￥9,298
￥33,360 total
includes taxes & fees
Nov 13 - Nov 14
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
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)
"Very nice unit. Prisca is a fantastic host. Great communications. I highly recommend this property!"
United States
Thomas M.
The price is ￥19,784
￥46,823 total
includes taxes & fees
Nov 13 - Nov 14
Modern Spacious 1 bedroom and a den home (Lower Unit)
Fridge, microwave, oven, stovetop
Cozy comfort lower level unit

Cozy comfort lower level unit

Roseland
9.8 out of 10, Exceptional, (8)
"Spent time here for work and it was very convenient for me. "
Canada
Geoff T.
The price is ￥8,243
￥17,760 total
includes taxes & fees
Nov 13 - Nov 14
Cozy comfort lower level unit
Full-size fridge, microwave, oven, stovetop
Windsor Manor

Windsor Manor

4.0 star property
City Centre
The price is ￥8,963
￥45,862 total
includes taxes & fees
Nov 17 - Nov 18
Windsor Manor
Private kitchen
The Hipster House

The Hipster House

Walkerville
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
Interior
Penthouse suite in heart of little Italy

Penthouse suite in heart of little Italy

Walkerville
8.0 out of 10, Very Good, (10)
"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.
The price is ￥24,730
￥42,600 total
includes taxes & fees
Nov 13 - Nov 14
Penthouse suite in heart of little Italy
Fridge, microwave, oven, stovetop
Min to DT/USA - Luxurious House - 4bed-2bath

Min to DT/USA - Luxurious House - 4bed-2bath

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
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
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.
The price is ￥14,838
￥21,487 total
includes taxes & fees
Nov 28 - Nov 29
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Terrace/patio
The Victorian on Victoria

The Victorian on Victoria

Downtown Windsor
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
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
Walkerville
7.4 out of 10, Good, (11)
"Excellent Accommodations highly recommended."
Canada
michael
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ
Fridge, microwave, oven, stovetop
Centrally located 3BDRM home in CityCore!

Centrally located 3BDRM home in CityCore!

Downtown Windsor
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

Bridgeview
9.0 out of 10, Wonderful, (18)
"What a wonderful way to end the summer with my girls. The owner Brent was super helpful- greeting us upon arrival and sharing locations for food. The lively park across the street made the stay feel extra homey. "
United States
Contessa R.
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space
Smart TV, books
Access to the beach and riverside trail.

Access to the beach and riverside trail.

Sandwich
9.8 out of 10, Exceptional, (12)
"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.
Smart TV, fireplace
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi

Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi

East Riverside
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.
The price is ￥11,142
￥31,469 total
includes taxes & fees
Nov 17 - Nov 18
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

Roseland
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.
The price is ￥24,730
￥81,102 total
includes taxes & fees
Nov 19 - Nov 20
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

East Riverside
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

Walkerville
9.8 out of 10, Exceptional, (16)
"Wonderful stay. Spacious clean property "
United States
James S.
Luxurious and Fashionable Home | Sleeps 8
Exterior
7BR house 19 ppl DT Windsor Free Parking

7BR house 19 ppl DT Windsor Free Parking

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.
The price is ￥19,438
￥86,819 total
includes taxes & fees
Nov 30 - Dec 1
7BR house 19 ppl DT Windsor Free Parking
Fridge, microwave, oven, stovetop
Cheerful Family Home 3 mins drive to UWindsor

Cheerful Family Home 3 mins drive to UWindsor

Bridgeview
The price is ￥8,617
￥37,944 total
includes taxes & fees
Nov 17 - Nov 18
Cheerful Family Home 3 mins drive to UWindsor
Property grounds
Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

2.0 star property
Roseland
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
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
"Room was spotless. Smaller than I expected but it had everything in it I needed. My only complaint was the parking lot was tiny so we had to park at a nearby garage for an higher fee (I was told parking lot and parking ramp were same price, they were not. It’s always a nice perk to have free Breakfast when out and about. "
Rachel 2-night trip
Posted 2 days ago
Holiday Inn Express Windsor Waterfront by IHG

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

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

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.