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Our top choices for Windsor vacation homes

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

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.4 out of 10, Very Good, (6 reviews)
"was a great property and location"
United States
Ava C.
The price is AED 601
AED 1,277 total
includes taxes & fees
26 May - 27 May
Modern Spacious 1 bedroom and a den home (Lower Unit)

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, (7 reviews)
"Such a cool place with loads of room but also very charming by design "
Canada
melinda
The price is AED 735
AED 1,242 total
includes taxes & fees
20 May - 21 May
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

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

Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest
Devonshire
The price is AED 856
AED 1,260 total
includes taxes & fees
20 May - 21 May
Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest

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 AED 842
AED 2,266 total
includes taxes & fees
20 May - 21 May
Luxury getaway with pool and hot tub - family retreat

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
8.8 out of 10, Excellent, (10 reviews)
"This stay exceeded our expectations. Would definitely recommend."
Canada
Natalie
The price is AED 457
AED 692 total
includes taxes & fees
26 May - 27 May
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

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
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit

Cheerful Family Home 3 mins drive to UWindsor

Cheerful Family Home 3 mins drive to UWindsor
Bridgeview
The price is AED 339
AED 1,051 total
includes taxes & fees
16 Jun - 17 Jun
Cheerful Family Home 3 mins drive to UWindsor

Black Door Bungalow, a stylishly renovated

Black Door Bungalow, a stylishly renovated
Walkerville
The price is AED 313
AED 586 total
includes taxes & fees
20 May - 21 May
Black Door Bungalow, a stylishly renovated

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, (17 reviews)
"Great stay! "
Canada
Jade S.
The price is AED 371
AED 670 total
includes taxes & fees
25 May - 26 May
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

🎰🚶‍♂️ 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, short walk to the casino, beds were comfortable and clean."
United States
Luke M.
The price is AED 241
AED 835 total
includes taxes & fees
27 May - 28 May
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9

Cozy comfort lower level unit

Cozy comfort lower level unit
Roseland
9.6 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay very much."
Canada
Amanda
The price is AED 200
AED 432 total
includes taxes & fees
27 May - 28 May
Cozy comfort lower level unit

Luxury New Build 4BR Home | Modern Comfort & Style

Luxury New Build 4BR Home | Modern Comfort & Style
Ford City
10.0 out of 10, Exceptional, (1 review)
"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 AED 433
AED 758 total
includes taxes & fees
26 May - 27 May
Luxury New Build 4BR Home | Modern Comfort & Style

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 AED 390
AED 1,024 total
includes taxes & fees
25 May - 26 May
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨

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 AED 750
AED 2,447 total
includes taxes & fees
26 May - 27 May
7BR house 19 ppl DT Windsor Free Parking

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, (1 review)
"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 AED 417
AED 613 total
includes taxes & fees
20 May - 21 May
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.

Steps from Private Beach,in wine country with BBQ, fire pit and full kitchen

Steps from Private Beach,in wine country with BBQ, fire pit and full kitchen
Essex
The price is AED 534
AED 863 total
includes taxes & fees
1 Jun - 2 Jun
Steps from Private Beach,in wine country with BBQ, fire pit and full kitchen

Private 2BR Suite Near Ambassador Bridge

Private 2BR Suite Near Ambassador Bridge
Windsor
The price is AED 220
AED 970 total
includes taxes & fees
20 May - 21 May
Private 2BR Suite Near Ambassador Bridge

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville
Kingsville
10.0 out of 10, Exceptional, (23 reviews)
"Nice and relaxing stay. Good communication with the hosts and beautiful views"
Canada
Chris G.
The price is AED 441
AED 931 total
includes taxes & fees
21 May - 22 May
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

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, (42 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 AED 414
AED 937 total
includes taxes & fees
20 May - 21 May
Wild Goose Landing- Located near local wineries and breweries

Stylish Getaway - Walk to downtown + Parks, Fenced yard + Firepit + Smart TVs

Stylish Getaway - Walk to downtown + Parks, Fenced yard + Firepit + Smart TVs
Kingsville
10.0 out of 10, Exceptional, (23 reviews)
"Great house, so clean and it was the perfect location to walk to town!"
United States
Katie F.
The price is AED 493
AED 1,140 total
includes taxes & fees
21 May - 22 May
Stylish Getaway - Walk to downtown + Parks, Fenced yard + Firepit + Smart TVs
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