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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Windsor holiday 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 HK$533
HK$1,101 total
includes taxes & fees
21 Sept - 22 Sept
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.
The price is HK$414
HK$832 total
includes taxes & fees
30 Sept - 1 Oct
Affordable 1BHK close to Riverside, Casino, University & USA Border.
A single-story house with a front porch, a mailbox, and a number "627" on the wall.

3. 🎰🚶‍♂️ 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 HK$428
HK$1,659 total
includes taxes & fees
7 Sept - 8 Sept
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
A modern living room with a sectional sofa, a round coffee table, a flat-screen TV mounted on the wall, and a large abstract painting on the wall.

4. The Windsor Loft

The Windsor Loft
Bridgeview
The price is HK$918
HK$1,377 total
includes taxes & fees
7 Sept - 8 Sept
The Windsor Loft
A modern living room with a sofa, coffee table, and dining area.

5. 3 bdr upper, prime location

3 bdr upper, prime location
Remington Park
The price is HK$935
HK$1,940 total
includes taxes & fees
8 Sept - 9 Sept
3 bdr upper, prime location
A couple in a hot tub with candles, wooden walls, and windows.

6. 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 HK$708
HK$1,985 total
includes taxes & fees
6 Oct - 7 Oct
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨
A laundry room with a stacked washer and dryer, a trash bin, and a coffee maker on a counter.

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

Cozy 2-bedroom house in fantastic Windsor with AC
Forest Glade
"Sheet with house rules when you arrive indicating that you could not drink on property. Dirty used razor left in the shower. House is not private owner lives upstairs and there was no privacy as a sheet separated the upstairs from the downstairs. The host was friendly and communicated well."
Canada
Karen
The price is HK$663
HK$1,056 total
includes taxes & fees
28 Sept - 29 Sept
Cozy 2-bedroom house in fantastic Windsor with AC
A modern living room with a sectional sofa, a coffee table, and a large window providing a view of greenery outside.

8. New 4BR |Main Floor -Ensuite |Group & Family |Free Parking | Weekend & Long-Stay

New 4BR |Main Floor -Ensuite |Group & Family |Free Parking | Weekend & Long-Stay
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 HK$892
HK$1,713 total
includes taxes & fees
7 Sept - 8 Sept
New 4BR |Main Floor -Ensuite |Group & Family |Free Parking | Weekend & Long-Stay
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 HK$969
HK$1,468 total
includes taxes & fees
8 Sept - 9 Sept
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
A kitchen with white cabinets, a black tiled backsplash, a window with a view of trees, and a stainless steel stove.

10. 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.
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
A modern kitchen with a large island, stainless steel sink, and white cabinetry.

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.
Cozy Modern Walkerville Basement Apartment
A modern living room with a fireplace, a large flat-screen TV, a mirror, and a round coffee table with decorative plants.

12. 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 HK$895
HK$1,380 total
includes taxes & fees
7 Sept - 8 Sept
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
A spacious living room with a leather sofa, a coffee table, and a TV mounted on the wall.

13. 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)
"Wonderful place to stay. Great location....perfect for two couples. Nice space indoors and outdoors."
United States
Nicole C.
The price is HK$1,558
HK$2,628 total
includes taxes & fees
7 Sept - 8 Sept
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.

14. 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 HK$1,275
HK$2,702 total
includes taxes & fees
7 Sept - 8 Sept
Modern Spacious 1 bedroom and a den home (Lower Unit)
A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

15. 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.
7BR house 19 ppl DT Windsor Free Parking
A modern dining area with a marble table, white chairs, and a vase of flowers.

16. The Windsor Mainstay

The Windsor Mainstay
Bridgeview
The price is HK$1,428
HK$2,209 total
includes taxes & fees
13 Sept - 14 Sept
The Windsor Mainstay
A staircase with a chandelier, a potted plant, and a mirror reflecting the room.

17. 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 HK$4,533
HK$8,036 total
includes taxes & fees
7 Sept - 8 Sept
Luxury getaway with pool and hot tub - family retreat
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

18. Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest

Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest
Devonshire
10.0 out of 10, Exceptional, (1 review)
"Thank you for the stay, the house was amazing. Very clean quiet and family friendly! We had a great time and tired to leave the place how we found it. Thanks sm for a great stay"
United States
Tamarah M.
Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest

19. Spacious 3BR Basement Suite | Near 5min Gordie Howe Bridge | Families & Groups

Spacious 3BR Basement Suite | Near 5min Gordie Howe Bridge | Families & Groups
Windsor
The price is HK$1,020
HK$1,658 total
includes taxes & fees
7 Sept - 8 Sept
Spacious 3BR Basement Suite | Near 5min Gordie Howe Bridge | Families & Groups
A neatly made bed with a white comforter and pillows, a wooden floor, and a window with dark curtains.

20. Little Belle River home

Little Belle River home
Belle River
9.8 out of 10, Exceptional, (9 reviews)
"My wife and I were very happy with our stay. We will definitely come back the next time we’re in the area."
Canada
GJ D.
The price is HK$433
HK$797 total
includes taxes & fees
8 Sept - 9 Sept
Little Belle River home
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
"Me and my wife went to Windsor for short visit and we booked this property, front staff are very helpful and cooperative, breakfast was good."
Shafiqur 3-night trip
Posted 7 hours ago
Holiday Inn Express Windsor Waterfront by IHG

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
83
Accommodation
155 Vacation Homes
Lowest Price
HK$797
Highest Price
HK$8,036