Search Vacation Homes in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Windsor vacation homes

Fridge, microwave, oven, stovetop

Vacation Home in South Windsor

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! "
Canada
Jade S.
The price is ￥16,164
￥29,172 total
includes taxes & fees
Mar 11 - Mar 12
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Smart TV, fireplace

Vacation Home in Devonshire

Perfect 3 bedroom house in prime location of South Windsor. max 5 guests
9.0 out of 10, Wonderful, (2 reviews)
"Sophia was really great and the place was great to stay in, definitely felt like a home away from home and made the stay a lot better. Thank you Sophia for being so accommodating, when I come back down I'd love to book with you again "
United States
Cheyenne M.
The price is ￥15,841
￥38,400 total
includes taxes & fees
Mar 9 - Mar 10
Perfect 3 bedroom house in prime location of South Windsor. max 5 guests
2 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in Bridgeview

Cheerful Family Home 3 mins drive to UWindsor
The price is ￥10,256
￥40,682 total
includes taxes & fees
Mar 9 - Mar 10
Cheerful Family Home 3 mins drive to UWindsor
Fridge, microwave, oven, stovetop

Vacation Home in Devonshire

Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
8.8 out of 10, Excellent, (9 reviews)
"Place was very nice. A newer build do everything is newer. Nice open area living room and kitchen. Two good sized bedrooms. "
Canada
lisa c.
The price is ￥18,141
￥27,906 total
includes taxes & fees
Mar 16 - Mar 17
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Interior

Vacation Home in Bridgeview

Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
The price is ￥9,749
￥21,043 total
includes taxes & fees
Apr 7 - Apr 8
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
Exterior detail

Vacation Home in Walkerville

🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
9.0 out of 10, Wonderful, (17 reviews)
"It was great, very short walk to the casino!"
United States
tiara t.
The price is ￥10,989
￥37,342 total
includes taxes & fees
Mar 18 - Mar 19
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
Smart TV, fireplace

Vacation Home in East Riverside

Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi
9.4 out of 10, Exceptional, (3 reviews)
"I was in town to visit family so this location was great"
United States
nancy K.
The price is ￥10,707
￥31,810 total
includes taxes & fees
Mar 11 - Mar 12
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi
Fridge, microwave, oven, stovetop

Vacation Home in Roseland

Modern Spacious 1 bedroom and a den home (Lower Unit)
8.4 out of 10, Very Good, (6 reviews)
"was a great property and location"
United States
Ava C.
The price is ￥26,165
￥56,242 total
includes taxes & fees
Mar 9 - Mar 10
Modern Spacious 1 bedroom and a den home (Lower Unit)
Fridge, oven, stovetop, dishwasher

Vacation Home in Walkerville

🏡 Cozy 2-Bedroom Home Near Ottawa Street Cafés & Riverside – Short-Term Stay
10.0 out of 10, Exceptional, (1 review)
"The home is in a great location. The house is cozy, beds are comfy, shower is fantastic and there is lots of light! We had a great 3 night stay and the host is very responsive and thoughtful. "
United States
mary B.
The price is ￥10,361
￥15,256 total
includes taxes & fees
Mar 9 - Mar 10
🏡 Cozy 2-Bedroom Home Near Ottawa Street Cafés & Riverside – Short-Term Stay
Smart TV

Vacation Home in Roseland

Cozy comfort lower level unit
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much."
Canada
Amanda
The price is ￥8,722
￥18,660 total
includes taxes & fees
Mar 9 - Mar 10
Cozy comfort lower level unit
Smart TV, fireplace, books

Vacation Home in Walkerville

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
10.0 out of 10, Exceptional, (5 reviews)
"Such a cool place with loads of room but also very charming by design "
Canada
melinda
The price is ￥31,979
￥54,731 total
includes taxes & fees
Mar 15 - Mar 16
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Private kitchen

Vacation Home in Walkerville

Historic Elegance Meets Modern Comfort|Stylish 2BR 2Bth, Walkable Heritage Area
The price is ￥13,606
￥32,326 total
includes taxes & fees
Mar 17 - Mar 18
Historic Elegance Meets Modern Comfort|Stylish 2BR 2Bth, Walkable Heritage Area
Interior

Vacation Home in Bridgeview

Affordable 1BHK close to Casino, USA & Riverside.
The price is ￥8,643
￥17,059 total
includes taxes & fees
Apr 7 - Apr 8
Affordable 1BHK close to Casino, USA & Riverside.
Interior

Vacation Home in Roseland

Luxury getaway with pool and hot tub - family retreat
8.6 out of 10, Excellent, (4 reviews)
"We didn’t get bothered at all but parking was tight and should let guest know there are people downstairs "
Canada
Matthew K.
The price is ￥26,165
￥86,334 total
includes taxes & fees
Mar 17 - Mar 18
Luxury getaway with pool and hot tub - family retreat
TV, fireplace

Vacation Home in City Centre

7BR house 19 ppl DT Windsor Free Parking
4.0 out of 10, (1 review)
"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.
7BR house 19 ppl DT Windsor Free Parking
Interior

Vacation Home in Kingsville

Cozy, trendy, beachfront loft
10.0 out of 10, Exceptional, (4 reviews)
"amazing property top to bottom, "
Canada
Dave C.
The price is ￥28,781
￥60,381 total
includes taxes & fees
Mar 9 - Mar 10
Cozy, trendy, beachfront loft
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Vacation Home in Belle River

Little Belle River home
10.0 out of 10, Exceptional, (1 review)
"Nice, cozy spot. Very clean, all required amenities and a very responsive host "
United States
Matthew S.
The price is ￥12,454
￥17,621 total
includes taxes & fees
Mar 12 - Mar 13
Little Belle River home
Fridge, microwave, oven, stovetop

Vacation Home in Kingsville

Wild Goose Landing- Located near local wineries and breweries
9.6 out of 10, Exceptional, (39 reviews)
"Great place! "
Canada
Matt R.
The price is ￥15,699
￥38,108 total
includes taxes & fees
Mar 11 - Mar 12
Wild Goose Landing- Located near local wineries and breweries
Smart TV

Vacation Home in Puce

Key West Cottage
10.0 out of 10, Exceptional, (1 review)
"The house was very clean and in good repair. The beds were very comfortable, which was a real treat. The giant bathtub was also really great."
United States
Adrienne V.
The price is ￥25,235
￥51,380 total
includes taxes & fees
Mar 15 - Mar 16
Key West Cottage
Outdoor dining

Vacation Home in Kingsville

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville
10.0 out of 10, Exceptional, (20 reviews)
"This was an excellent accommodation for our couples weekend; close to dining, wineries and outdoor activities. "
United Kingdom
Adam C.
The price is ￥17,443
￥38,659 total
includes taxes & fees
Mar 19 - Mar 20
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Quality Inn & Suites Downtown Windsor

Quality Inn & Suites Downtown Windsor

8/10 Good
"Check-in was quick and friendly, as was check out. Room was clean and had everything for a one night stay. Convenient location to the Colossum, where the casino and shows are. Close walk but wouldn’t recommend that as the area was a little rough. We were happy with our short stay. "
Meghann 1-night trip
Posted 3 hours ago
Quality Inn & Suites Downtown Windsor

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
128
Accommodation
165 Vacation Homes
Lowest Price
￥15,256
Highest Price
￥86,334