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

Holiday Homes in Windsor

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Windsor holiday homes

Interior

3 bdr upper, prime location

3 bdr upper, prime location
Remington Park
The price is AU$352
includes taxes & fees
22 July - 23 July
3 bdr upper, prime location
Interior

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 AU$251
includes taxes & fees
19 July - 20 July
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
Smart TV, fireplace

Luxury New Build 4BR Home | Modern Comfort & Style

Luxury New Build 4BR Home | Modern Comfort & Style
Ford City
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay overall."
United States
Adam Y.
The price is AU$316
includes taxes & fees
21 July - 22 July
Luxury New Build 4BR Home | Modern Comfort & Style
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
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 AU$266
includes taxes & fees
3 Aug - 4 Aug
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Interior

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 AU$200
includes taxes & fees
12 Aug - 13 Aug
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
Exterior detail

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

🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
Walkerville
9.2 out of 10, Wonderful, (19 reviews)
"It was great, very short walk to the casino!"
United States
tiara t.
The price is AU$390
includes taxes & fees
12 Aug - 13 Aug
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
Spa

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 AU$359
includes taxes & fees
2 Aug - 3 Aug
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨
Smart TV

Cozy comfort lower level unit

Cozy comfort lower level unit
Roseland
9.0 out of 10, Wonderful, (12 reviews)
"We enjoyed our stay very much."
Canada
Amanda
The price is AU$196
includes taxes & fees
20 July - 21 July
Cozy comfort lower level unit
Fridge, microwave, oven, stovetop

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, (18 reviews)
"Beautiful stay "
United States
Mohamad C.
The price is AU$258
includes taxes & fees
28 July - 29 July
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Coffee/tea maker, fridge, microwave, oven

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

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.6 out of 10, Excellent, (7 reviews)
"was a great property and location"
United States
Ava C.
The price is AU$483
includes taxes & fees
19 July - 20 July
Modern Spacious 1 bedroom and a den home (Lower Unit)
Smart TV, fireplace, books

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, (8 reviews)
"Such a cool place with loads of room but also very charming by design "
Canada
melinda
The price is AU$471
includes taxes & fees
1 Aug - 2 Aug
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Interior

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

Affordable 1BHK close to Riverside, Casino, University & USA Border.
Bridgeview
The price is AU$155
includes taxes & fees
3 Aug - 4 Aug
Affordable 1BHK close to Riverside, Casino, University & USA Border.
Coffee/tea maker, fridge, microwave, oven

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 AU$216
includes taxes & fees
23 July - 24 July
Fully Furnished 2 bedroom basement in Windsor
Interior

Cozy Modern Walkerville Basement Apartment

Cozy Modern Walkerville Basement Apartment
Walkerville
The price is AU$183
includes taxes & fees
17 Aug - 18 Aug
Cozy Modern Walkerville Basement Apartment
TV, fireplace

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 AU$911
includes taxes & fees
21 July - 22 July
7BR house 19 ppl DT Windsor Free Parking
Private kitchen

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.
The price is AU$496
includes taxes & fees
3 Aug - 4 Aug
Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest
Interior

Luxury getaway with pool and hot tub - family retreat

Luxury getaway with pool and hot tub - family retreat
Roseland
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 AU$1,304
includes taxes & fees
19 July - 20 July
Luxury getaway with pool and hot tub - family retreat
Dining

Executive One-Bedroom Upper Unit

Executive One-Bedroom Upper Unit
Windsor
9.4 out of 10, Exceptional, (3 reviews)
"Property was as described. Very comfortable and in good condition. Excellent value."
Canada
Mary
The price is AU$245
includes taxes & fees
4 Aug - 5 Aug
Executive One-Bedroom Upper Unit
Coffee/tea maker, fridge, microwave, oven

Wild Goose Landing- Located near local wineries and breweries

Wild Goose Landing- Located near local wineries and breweries
Kingsville
9.8 out of 10, Exceptional, (45 reviews)
"A modern and cute place in a peaceful setting. Kind hosts, easy access to restaurants and sights in the area with a car."
Canada
Jennifer
The price is AU$401
includes taxes & fees
29 July - 30 July
Wild Goose Landing- Located near local wineries and breweries
Interior

Cozy, trendy, beachfront loft

Cozy, trendy, beachfront loft
Kingsville
10.0 out of 10, Exceptional, (7 reviews)
"Great location absolutely beautiful loaf..."
Canada
Rebecca
The price is AU$519
includes taxes & fees
19 July - 20 July
Cozy, trendy, beachfront loft
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

Quality Inn & Suites Downtown Windsor

Quality Inn & Suites Downtown Windsor

10/10 Excellent
"Loved our 3 night stay here. The staff are wonderful the breakfast was delicious and the room was very spacious and clean. The bed was comfortable. Definitely recommend this place the air conditioning was top notch a welcome relief from the heatwave outside."
David 3-night trip
Posted 12 hours ago
Quality Inn & Suites Downtown Windsor

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
131
Accommodation
155 Holiday Homes
Lowest Price
AU$155
Highest Price
AU$1,304