A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Windsor vacation homes

A modern living room with a glass table and white chairs, a sofa with cushions, a brick accent wall, and artwork.

1. 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
The price is ￥10,859
￥22,452 total
includes taxes & fees
Aug 25 - Aug 26
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
A living room with a glass table, a potted plant, a painting, a TV, and a window with curtains.

2. Affordable 1BHK close to Riverside, Casino, University & USA Border.

Affordable 1BHK close to Riverside, Casino, University & USA Border.
Bridgeview
9.0 out of 10, Wonderful, (2 reviews)
"Nice place, good location, host was nice and helpful"
United States
Abby M.
Affordable 1BHK close to Riverside, Casino, University & USA Border.
A modern kitchen with a central island, stainless steel appliances, and a black cabinetry design.

3. Historic Elegance Meets Modern Comfort|Stylish 2BR 2Bth, Walkable Heritage Area

Historic Elegance Meets Modern Comfort|Stylish 2BR 2Bth, Walkable Heritage Area
Walkerville
The price is ￥16,750
￥36,288 total
includes taxes & fees
Sep 7 - Sep 8
Historic Elegance Meets Modern Comfort|Stylish 2BR 2Bth, Walkable Heritage Area
A bedroom with a bed, bedside lamps, a ceiling fan, and a window with curtains.

4. Cheerful Family Home 3 mins drive to UWindsor

Cheerful Family Home 3 mins drive to UWindsor
Bridgeview
The price is ￥18,597
￥51,290 total
includes taxes & fees
Sep 20 - Sep 21
Cheerful Family Home 3 mins drive to UWindsor
A single-story house with a front porch, a mailbox, and a number "627" on the wall.

5. 🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9

🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
Walkerville
8.8 out of 10, Excellent, (20 reviews)
"Great communication with host, clean, convenient parking and excellent location for events at Caesars!"
United States
Valerie C.
The price is ￥9,357
￥35,095 total
includes taxes & fees
Sep 15 - Sep 16
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
A kitchen with white cabinets, a black tiled backsplash, a window with a view of trees, and a stainless steel stove.

6. 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, (20 reviews)
"Beautiful stay "
United States
Mohamad C.
The price is ￥16,057
￥28,979 total
includes taxes & fees
Aug 25 - Aug 26
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
A modern living room with a fireplace, a large flat-screen TV, a mirror, and a round coffee table with decorative plants.

7. 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, (2 reviews)
"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
The price is ￥18,252
￥28,127 total
includes taxes & fees
Sep 7 - Sep 8
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
A couple in a hot tub with candles, wooden walls, and windows.

8. 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.
The price is ￥11,436
￥37,202 total
includes taxes & fees
Sep 15 - Sep 16
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

9. 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
The price is ￥19,753
￥29,925 total
includes taxes & fees
Sep 22 - Sep 23
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

10. The Windsor Mainstay

The Windsor Mainstay
Bridgeview
The price is ￥29,110
￥45,034 total
includes taxes & fees
Aug 27 - Aug 28
The Windsor Mainstay
A laundry room with stacked washers and dryers, visible pipes, and a vacuum cleaner.

11. Cozy Modern Walkerville Basement Apartment

Cozy Modern Walkerville Basement Apartment
Walkerville
10.0 out of 10, Exceptional, (1 review)
"It was a nice clean place to spend the weekend."
United States
Robin W.
The price is ￥11,956
￥21,240 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Modern Walkerville Basement Apartment

12. 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
The price is ￥12,372
￥24,162 total
includes taxes & fees
Aug 30 - Aug 31
Fully Furnished 2 bedroom basement in Windsor
A bedroom with a large bed, wooden headboard, a nightstand, and a walk-in closet.

13. Luxury New Build 4BR Home | Modern Comfort & Style

Luxury New Build 4BR Home | Modern Comfort & Style
Ford City
8.8 out of 10, Excellent, (8 reviews)
"Everything was as describe in profile we made some amazing memories in this house and will return when we come back to visit!"
United States
Carla
The price is ￥18,714
￥33,156 total
includes taxes & fees
Sep 1 - Sep 2
Luxury New Build 4BR Home | Modern Comfort & Style
A modern living room with a sofa, coffee table, and dining area.

14. 3 bdr upper, prime location

3 bdr upper, prime location
Remington Park
The price is ￥19,060
￥39,551 total
includes taxes & fees
Sep 3 - Sep 4
3 bdr upper, prime location
A spacious living room with a leather sofa, a coffee table, and a TV mounted on the wall.

15. 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, (9 reviews)
"Such a cool place with loads of room but also very charming by design "
Canada
melinda
The price is ￥31,767
￥54,107 total
includes taxes & fees
Aug 25 - Aug 26
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
A modern kitchen with dark wood cabinets, stainless steel appliances, and a marble backsplash. There are two bar stools and a small island with a sink.

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

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.0 out of 10, Very Good, (9 reviews)
"was a great property and location"
United States
Ava C.
The price is ￥25,991
￥55,738 total
includes taxes & fees
Aug 27 - Aug 28
Modern Spacious 1 bedroom and a den home (Lower Unit)

17. Cozy 2-bedroom house in fantastic Windsor with AC

Cozy 2-bedroom house in fantastic Windsor with AC
Forest Glade
The price is ￥10,916
￥18,601 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 2-bedroom house in fantastic Windsor with AC
A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

18. 7BR house 19 ppl DT Windsor Free Parking

7BR house 19 ppl DT Windsor Free Parking
City Centre
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.
The price is ￥29,549
￥101,804 total
includes taxes & fees
Sep 1 - Sep 2
7BR house 19 ppl DT Windsor Free Parking

19. The Windsor Loft

The Windsor Loft
Bridgeview
The price is ￥18,714
￥28,065 total
includes taxes & fees
Sep 18 - Sep 19
The Windsor Loft
A staircase with a chandelier, a potted plant, and a mirror reflecting the room.

20. Luxury getaway with pool and hot tub - family retreat

Luxury getaway with pool and hot tub - family retreat
Roseland
7.2 out of 10, Good, (5 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 ￥92,413
￥164,080 total
includes taxes & fees
Aug 25 - Aug 26
Luxury getaway with pool and hot tub - family retreat
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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"We like our room so much bc of the view of Detroit River that when we came back at the end of our vacation we asked for the same room before heading home next day."
Shelley 1-night trip
Posted less than an hour ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
76
Accommodation
154 Vacation Homes
Lowest Price
￥18,601
Highest Price
￥164,080