Windsor Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Windsor holiday rentals

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
8.8 out of 10, Excellent, (10 reviews)
"Place was very nice. A newer build do everything is newer. Nice open area living room and kitchen. Two good sized bedrooms. "
Canada
lisa c.
The price is HK$886
HK$1,369 total
includes taxes & fees
26 Apr - 27 Apr
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Smart TV

Windsor Manor

Windsor Manor
4.0 star property
City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Facility was spotless. There were no staff members on site"
Canada
Jacob
The price is HK$479
HK$2,374 total
includes taxes & fees
28 Apr - 29 Apr
Windsor Manor
Interior

Windsor Perfect Stay

Windsor Perfect Stay
Remington Park
The price is HK$562
HK$898 total
includes taxes & fees
16 Apr - 17 Apr
Windsor Perfect Stay
Private kitchen

Black Door Bungalow

Black Door Bungalow
Walkerville
10.0 out of 10, Exceptional, (1 review)
"Overall it was a great stay. "
Canada
Nicholas H.
The price is HK$665
HK$1,252 total
includes taxes & fees
17 Apr - 18 Apr
Black Door Bungalow
Smart TV

Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
City Centre
10.0 out of 10, Exceptional, (11 reviews)
"Nice, clean place close to the riverside."
United States
Dawn P.
The price is HK$675
HK$1,327 total
includes taxes & fees
19 Apr - 20 Apr
Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
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, (16 reviews)
"Great stay! "
Canada
Jade S.
The price is HK$789
HK$1,425 total
includes taxes & fees
23 Apr - 24 Apr
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Fridge, microwave, oven, stovetop

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 HK$1,278
HK$2,740 total
includes taxes & fees
16 Apr - 17 Apr
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, (5 reviews)
"Such a cool place with loads of room but also very charming by design "
Canada
melinda
The price is HK$1,562
HK$2,641 total
includes taxes & fees
23 Apr - 24 Apr
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Interior

Clean and spacious 3BR DT Windsor Laundry and parking

Clean and spacious 3BR DT Windsor Laundry and parking
City Centre
The price is HK$499
HK$1,981 total
includes taxes & fees
19 Apr - 20 Apr
Clean and spacious 3BR DT Windsor Laundry and parking
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
9.0 out of 10, Wonderful, (17 reviews)
"It was great, short walk to the casino, beds were comfortable and clean."
United States
Luke M.
The price is HK$430
HK$1,666 total
includes taxes & fees
16 Apr - 17 Apr
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
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 HK$481
HK$1,044 total
includes taxes & fees
23 Apr - 24 Apr
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
1 bedroom, desk, iron/ironing board, free WiFi

6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style

6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style
East Windsor
9.4 out of 10, Exceptional, (3 reviews)
"Was the perfect space to stay when we went to a concert at the Casino. Uber about 15 each way. So much cheaper than a hotel & so nice. Clean, new & a great host! "
Canada
Kirby B.
The price is HK$653
HK$962 total
includes taxes & fees
16 Apr - 17 Apr
6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style
Living area

Luxury New Build 4BR Home | Modern Comfort & Style

Luxury New Build 4BR Home | Modern Comfort & Style
Windsor
The price is HK$920
HK$2,060 total
includes taxes & fees
16 Apr - 17 Apr
Luxury New Build 4BR Home | Modern Comfort & Style
Private kitchen

3 Bedroom Upper Unit in the Heart of Windsor

3 Bedroom Upper Unit in the Heart of Windsor
Remington Park
The price is HK$659
HK$1,586 total
includes taxes & fees
16 Apr - 17 Apr
3 Bedroom Upper Unit in the Heart of Windsor
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
The price is HK$886
HK$1,309 total
includes taxes & fees
16 Apr - 17 Apr
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
Interior

Penthouse suite in heart of little Italy

Penthouse suite in heart of little Italy
Walkerville
8.6 out of 10, Excellent, (14 reviews)
"Beautiful, clean"
United States
Kimberly A.
The price is HK$1,534
HK$2,497 total
includes taxes & fees
23 Apr - 24 Apr
Penthouse suite in heart of little Italy
1 bedroom, iron/ironing board, WiFi, bed sheets

Luxury Downtown Windsor Apartment near casino and riverfront

Luxury Downtown Windsor Apartment near casino and riverfront
Downtown Windsor
Luxury Downtown Windsor Apartment near casino and riverfront
TV

Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4

Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4
Walkerville
The price is HK$789
HK$1,072 total
includes taxes & fees
19 Apr - 20 Apr
Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4
2 bedrooms, iron/ironing board, WiFi, bed sheets

Elegant 2-Bedroom Stay with Massage Chair & Chic Interiors

Elegant 2-Bedroom Stay with Massage Chair & Chic Interiors
Downtown Windsor
Elegant 2-Bedroom Stay with Massage Chair & Chic Interiors
1 bedroom, Internet

Cozy place

Cozy place
Walkerville
The price is HK$1,051
HK$1,367 total
includes taxes & fees
16 Apr - 17 Apr
Cozy place
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 - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4/10 Poor
"For 300 dollars a night my room came with a VERY stiff mattress. There was almost no lighting which made it hard to see at night and the ac doesn’t go below 70° even if set to 68°"
Alex 1-night trip
Posted 4 hours ago
Caesars Windsor - A Caesars Rewards Destination

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
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  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

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Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals in Windsor close to Adventure Bay Family Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Windsor speak positively about the scenic riverfront and top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and live music.

What are some of the best holiday rentals that Windsor has to offer?

Cozy comfort lower level unit: This highly rated holiday home rental in Windsor has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other homes for rent in Windsor include 🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9 and Luxury getaway with pool and hot tub - family retreat .

How many holiday rentals will I find in Windsor?

With 97 Expedia holiday rentals, you're guaranteed to find just the right place for your Windsor stay.

What’s there to see and do in Windsor?

Family-friendly attractions include Adventure Bay Family Water Park and Dieppe Gardens, whereas Windsor Riverfront and Coventry Gardens are a couple of great spots to enjoy the outdoors. You’ll find favourite places to visit such as Ford Field and Comerica Park in the wider area.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.