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

Windsor Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 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 rentals

Interior

3 bdr upper, prime location

3 bdr upper, prime location
Remington Park
The price is HK$914
HK$1,896 total
includes taxes & fees
22 Jul - 23 Jul
3 bdr upper, prime location
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 HK$982
HK$1,698 total
includes taxes & fees
21 Jul - 22 Jul
Luxury New Build 4BR Home | Modern Comfort & Style
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 HK$875
HK$1,349 total
includes taxes & fees
16 Jul - 17 Jul
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
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 HK$947
HK$1,435 total
includes taxes & fees
21 Jul - 22 Jul
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 HK$521
HK$1,076 total
includes taxes & fees
13 Aug - 14 Aug
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
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$480
HK$2,358 total
includes taxes & fees
16 Jul - 17 Jul
Windsor Manor
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$637
HK$938 total
includes taxes & fees
26 Jul - 27 Jul
6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style
Lobby sitting area

Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor
2.0 star property
Roseland
8.2 out of 10, Very good, (449 reviews)
"A great place and great value,especially for the family with kids, clean and nice staff."
Canada
BIN
The price is HK$508
HK$575 total
includes taxes & fees
20 Jul - 21 Jul
Residence & Conference Centre - Windsor
Interior

Quaint Clean 2BR DT Windsor Laundry and parking Inc

Quaint Clean 2BR DT Windsor Laundry and parking Inc
City Centre
2.0 out of 10, (1 review)
"We must state that this place was very clean, the sheets and towels smelled nice, and the beds were comfortable; however, it is a very old basement where only a furnace and root cellar should be located. The floor is all uneven and multi levels, it is very poorly finished, we had zero control of the heat, and there are no useable windows. The table is very rickety. The site photos are deceiving; we were not impressed, and it was very over-priced for the lack of quality."
United States
Sandra H.
The price is HK$408
HK$1,514 total
includes taxes & fees
19 Jul - 20 Jul
Quaint Clean 2BR DT Windsor Laundry and parking Inc
Interior

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

Affordable 1BHK close to Riverside, Casino, University & USA Border.
Bridgeview
The price is HK$424
HK$838 total
includes taxes & fees
3 Aug - 4 Aug
Affordable 1BHK close to Riverside, Casino, University & USA Border.
TV

Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4

Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4
Walkerville
10.0 out of 10, Exceptional, (1 review)
"Very clean, beautiful home, and the host, Yolanda, is amazing with communication:)"
United States
Mary M.
The price is HK$733
HK$1,003 total
includes taxes & fees
13 Aug - 14 Aug
Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4
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 HK$554
HK$1,051 total
includes taxes & fees
6 Aug - 7 Aug
Cozy comfort lower level unit
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 HK$602
HK$1,874 total
includes taxes & fees
16 Jul - 17 Jul
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
Living area

Beautiful gem with amazing view on the riverside

Beautiful gem with amazing view on the riverside
Bridgeview
The price is HK$692
HK$1,427 total
includes taxes & fees
13 Aug - 14 Aug
Beautiful gem with amazing view on the riverside
Coffee/tea maker, fridge, microwave, oven

Walkerville 1BR Apartment | WiFi + Workspace

Walkerville 1BR Apartment | WiFi + Workspace
Walkerville
Walkerville 1BR Apartment | WiFi + Workspace
Interior

Stylish 2bd DT Laundry and Parking

Stylish 2bd DT Laundry and Parking
City Centre
The price is HK$693
HK$1,880 total
includes taxes & fees
12 Aug - 13 Aug
Stylish 2bd DT Laundry and Parking
Iron/ironing board, WiFi

3 Bedrooms, 2 Kitchens & 2 Bathrooms—Perfect for Groups

3 Bedrooms, 2 Kitchens & 2 Bathrooms—Perfect for Groups
Walkerville
The price is HK$821
HK$2,461 total
includes taxes & fees
9 Aug - 10 Aug
3 Bedrooms, 2 Kitchens & 2 Bathrooms—Perfect for Groups
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 HK$698
HK$1,965 total
includes taxes & fees
11 Aug - 12 Aug
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨
Interior

Windsor Perfect Stay

Windsor Perfect Stay
Remington Park
The price is HK$588
HK$924 total
includes taxes & fees
20 Jul - 21 Jul
Windsor Perfect Stay
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 HK$1,523
HK$2,575 total
includes taxes & fees
16 Jul - 17 Jul
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
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
"It is the staff that make this hotel a pleasure to come back to!"
Pamela 1-night trip
Posted 5 hours ago
Holiday Inn Express Windsor Waterfront by IHG

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
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • 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!

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 lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and live music.

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

🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9: This highly rated holiday home rental in Windsor is located on a lake, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. Some other homes for rent in Windsor include Luxury getaway with pool and hot tub - family retreat and Waterfront Retreat: 6BR Home, BBQ, Sleeps 10.

How many holiday rentals will I find in Windsor?

With 104 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 Lake Saint Clair are a couple of great spots to enjoy the outdoors. You’ll find favourite places to visit such as Caesars Casino and Ford Field 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.