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Our top choices for Windsor holiday homes

1. Affordable 1BHK close to Riverside, Casino, University & USA Border.
Affordable 1BHK close to Riverside, Casino, University & USA Border.Bridgeview
9.6 out of 10, Exceptional, (4 reviews)
The price is HK$479
HK$858 total
includes taxes & fees
1 Dec - 2 Dec

2. 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, (22 reviews)
The price is HK$765
HK$1,313 total
includes taxes & fees
18 Nov - 19 Nov

3. 🎰🚶♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
🎰🚶♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9Walkerville
8.8 out of 10, Excellent, (20 reviews)
The price is HK$659
HK$1,853 total
includes taxes & fees
15 Nov - 16 Nov

5. 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
9.0 out of 10, Wonderful, (2 reviews)
The price is HK$753
HK$1,908 total
includes taxes & fees
10 Dec - 11 Dec

6. Cozy Modern Walkerville Basement Apartment
Cozy Modern Walkerville Basement ApartmentWalkerville
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$481
HK$837 total
includes taxes & fees
30 Nov - 1 Dec

7. 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 detroitBridgeview
10.0 out of 10, Exceptional, (1 review)
The price is HK$517
HK$1,001 total
includes taxes & fees
15 Nov - 16 Nov

8. 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)

9. 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)
The price is HK$1,514
HK$2,448 total
includes taxes & fees
13 Nov - 14 Nov

10. 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 borderDevonshire
9.0 out of 10, Wonderful, (12 reviews)
The price is HK$870
HK$1,272 total
includes taxes & fees
13 Nov - 14 Nov

11. 7BR house 19 ppl DT Windsor Free Parking
7BR house 19 ppl DT Windsor Free ParkingCity Centre
4.0 out of 10, (1 review)
The price is HK$1,428
HK$4,400 total
includes taxes & fees
18 Nov - 19 Nov

12. Fully Furnished 2 bedroom basement in Windsor
Fully Furnished 2 bedroom basement in WindsorWalkerville
4.8 out of 10, (3 reviews)
The price is HK$590
HK$1,015 total
includes taxes & fees
18 Nov - 19 Nov

13. Spacious 5-Bedroom Home in Central Windsor,ON – Near USA Border,
Spacious 5-Bedroom Home in Central Windsor,ON – Near USA Border,East Windsor
The price is HK$1,080
HK$1,712 total
includes taxes & fees
18 Nov - 19 Nov

14. Premium Stay Near Windsor Employers & Hospital
Premium Stay Near Windsor Employers & HospitalFord City
9.0 out of 10, Wonderful, (11 reviews)
The price is HK$892
HK$1,723 total
includes taxes & fees
18 Nov - 19 Nov

15. The Windsor Mainstay
The Windsor MainstayBridgeview
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,387
HK$1,947 total
includes taxes & fees
18 Nov - 19 Nov

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)
The price is HK$743
HK$1,910 total
includes taxes & fees
18 Nov - 19 Nov

17. Luxury getaway with pool and hot tub - family retreat
Luxury getaway with pool and hot tub - family retreatRoseland
7.2 out of 10, Good, (5 reviews)
The price is HK$1,376
HK$4,006 total
includes taxes & fees
13 Nov - 14 Nov

18. Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest
Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guestDevonshire
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,762
HK$2,589 total
includes taxes & fees
13 Dec - 14 Dec

19. Executive One-Bedroom Upper Unit
Executive One-Bedroom Upper UnitWindsor
9.0 out of 10, Wonderful, (7 reviews)
The price is HK$524
HK$1,009 total
includes taxes & fees
29 Nov - 30 Nov

20. 14th Coffee Co. Homestead Farmhouse
14th Coffee Co. Homestead FarmhouseEssex
9.6 out of 10, Exceptional, (9 reviews)
The price is HK$1,120
HK$1,703 total
includes taxes & fees
23 Nov - 24 Nov
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
10/10 Excellent
Find out more about Windsor
Windsor Vacation Homes information
Number of reviews | 113 |
|---|---|
Accommodation | 155 Vacation Homes |
Lowest Price | HK$837 |
Highest Price | HK$4,400 |




































































