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$883
HK$1,364 total
includes taxes & fees
15 Apr - 16 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$2,370 total
includes taxes & fees
19 Apr - 20 Apr
Windsor Manor
Interior

Windsor Perfect Stay

Windsor Perfect Stay
Remington Park
The price is HK$560
HK$895 total
includes taxes & fees
15 Apr - 16 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$662
HK$1,247 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$672
HK$1,322 total
includes taxes & fees
20 Apr - 21 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$786
HK$1,419 total
includes taxes & fees
24 Apr - 25 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$1,273
HK$2,704 total
includes taxes & fees
18 Apr - 19 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$1,556
HK$2,631 total
includes taxes & fees
15 Apr - 16 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$1,972 total
includes taxes & fees
15 Apr - 16 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$428
HK$1,657 total
includes taxes & fees
15 Apr - 16 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$479
HK$1,040 total
includes taxes & fees
18 Apr - 19 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$651
HK$958 total
includes taxes & fees
19 Apr - 20 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
Ford City
The price is HK$917
HK$2,065 total
includes taxes & fees
26 Apr - 27 Apr
Luxury New Build 4BR Home | Modern Comfort & Style
Room

3 Bedroom Upper Unit in the Heart of Windsor

3 Bedroom Upper Unit in the Heart of Windsor
Remington Park
The price is HK$652
HK$1,574 total
includes taxes & fees
15 Apr - 16 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
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$1,528
HK$2,487 total
includes taxes & fees
19 Apr - 20 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
The price is HK$1,098
HK$1,697 total
includes taxes & fees
11 May - 12 May
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$786
HK$1,068 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
The price is HK$1,064
HK$1,666 total
includes taxes & fees
12 May - 13 May
Elegant 2-Bedroom Stay with Massage Chair & Chic Interiors
1 bedroom, Internet

Cozy place

Cozy place
Walkerville
The price is HK$1,047
HK$1,362 total
includes taxes & fees
15 Apr - 16 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

Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

10/10 Excellent
"Clean room"
Aayush 2-night trip
Posted 7 hours ago
Travelodge by Wyndham Windsor

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.