Holiday Rentals in Windsor

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Holiday Rentals in Windsor

Residence & Conference Centre - Windsor

2.0 star property
7.8 out of 10, Good, (283)
"A little in the noise side but is understandable due the nature of the location. "
Residence & Conference Centre - Windsor

Penthouse suite in heart of little Italy

10.0 out of 10, Exceptional, (4)
"Nice place. "
The price is €273
includes taxes & fees
21 Apr - 22 Apr
Penthouse suite in heart of little Italy

Windsor Manor

4.0 star property
The price is €265
includes taxes & fees
8 May - 9 May
Windsor Manor

Waterfront Retreat: 6BR Home, BBQ, Sleeps 10

9.0 out of 10, Wonderful, (2)
"👍"
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10

Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!

9.2 out of 10, Wonderful, (5)
"Owner was super communicative and helpful! The place was beautiful and super clean, it was absolutely perfect! The neighbourhood it's in is a little rough but still very safe "
The price is €209
includes taxes & fees
21 Apr - 22 Apr
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!

Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

9.8 out of 10, Exceptional, (9)
"This place was amazing. Very spacious and had everything we needed. Would love to book it when it is warmer to get to utilize the pickleball courts."
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

Min to DT/USA - Luxurious House - 4bed-2bath

9.8 out of 10, Exceptional, (6)
"Very quiet neighborhood close to a lot of activities! Perfect size for my small group of friends and check in was super easy. Definitely would book again"
The price is €240
includes taxes & fees
20 Apr - 21 Apr
Min to DT/USA - Luxurious House - 4bed-2bath

Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

10.0 out of 10, Exceptional, (1)
"This house was beautiful and spotless — a brand-new 2-bedroom, 2-bathroom home with lots of storage and even a basement space if needed. The kitchen was fully equipped with dishes, cookware, and even some condiments, while the bathrooms had toiletries and extra toothbrushes — such thoughtful touches! The décor was simple, classy, and inviting, right down to the elegant cups and glasses. The open-concept design made the space feel bright and welcoming, perfect for families or two couples to relax...
The price is €136
includes taxes & fees
20 Apr - 21 Apr
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

10.0 out of 10, Exceptional, (10)
"We had the most wonderful time staying at the Labelle Lodge. It was clean, warm, and inviting inside, with a capable kitchen and great beds. The location is absolutely perfect, with delicious food and all the amenities in walking distance. The host was available and very gracious, and we hope to stay again sometime."
The price is €163
includes taxes & fees
21 Apr - 22 Apr
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

The price is €222
includes taxes & fees
21 Apr - 22 Apr
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Access to the beach and riverside trail.

9.4 out of 10, Exceptional, (3)
"The location was perfect to access the Riverwalk and the scenery was beautiful... overlooking the ambassador bridge. The host was nice and accessible to reach.. the apartment did feel like home and nice."
Access to the beach and riverside trail.

The Hipster House

9.4 out of 10, Exceptional, (6)
"proximity to work site, fresh and clean and ample space to have privacy "
The Hipster House

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

8.0 out of 10, Very good, (5)
"Very nice unit. Prisca is a fantastic host. Great communications. I highly recommend this property!"
The price is €226
includes taxes & fees
18 Apr - 19 Apr
Modern Spacious 1 bedroom and a den home (Lower Unit)

Luxury getaway with pool and hot tub - family retreat

8.0 out of 10, Very good, (3)
"I recently had the pleasure of staying at this fantastic home, and I can't recommend it highly enough! From the moment I arrived, I was impressed by the host's warm hospitality and attention to detail. The space was impeccably clean, stylishly decorated, and equipped with all the amenities one could need for a comfortable stay. The location was perfect, offering easy access to local attractions, restaurants, and public transportation. The host was incredibly responsive and went above and beyond...
The price is €921
includes taxes & fees
18 Apr - 19 Apr
Luxury getaway with pool and hot tub - family retreat

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

9.6 out of 10, Exceptional, (16)
"Great location and very comfortable for the whole family."
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

Paradise Home - Your Home Away From Home

9.2 out of 10, Wonderful, (25)
"We had a pleasant stay. Thank you!"
Paradise Home - Your Home Away From Home

Luxury Escape for Professionals with high speed WiFi.

10.0 out of 10, Exceptional, (5)
"We stayed 4 nights in this beautiful home and it was perfect. The beds were very comfortable, the decor and furnishings were very welcoming and it was the perfect amount of space for us. I would definitely stay here again on my next visit to Windsor."
Luxury Escape for Professionals with high speed WiFi.

Perfect hideaway with a hot tub and a fireplace

9.8 out of 10, Exceptional, (10)
"Love the patio out front. We like that there are no steps which is kind for us seniors. We made a first steak of this spring on the BBQ. Better than a restaurant! So convenient."
The price is €252
includes taxes & fees
22 Apr - 23 Apr
Perfect hideaway with a hot tub and a fireplace

Beautifully renovated home in historic Walkerville.

10.0 out of 10, Exceptional, (17)
"Perfect location. Property well-described with shops and great restuarants within walking distance. Property immaculate and with great hosts."
Beautifully renovated home in historic Walkerville.

7BR house 19 ppl DT Windsor Free Parking

The price is €550
includes taxes & fees
21 Apr - 22 Apr
7BR house 19 ppl DT Windsor Free Parking
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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Other types of properties in Windsor you may be interested in

Caesars Windsor

4.0 star property
8.4 out of 10, Very good, (2814)
"The property was really nice, would definitely go back."
The price is €131
includes taxes & fees
20 Apr - 21 Apr
Caesars Windsor

Best Western Plus Waterfront Hotel

2.5 star property
8.0 out of 10, Very good, (1006)
"Looks lke each room have tge skyline view. "
The price is €86
includes taxes & fees
20 Apr - 21 Apr
Best Western Plus Waterfront Hotel

Holiday Inn Express Windsor Waterfront by IHG

2.5 star property
8.6 out of 10, Excellent, (1193)
"Affordable space with a river view. Friendly and professional staff. Free Breakfast but I wouldn't let be the deciding factor."
The price is €105
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Express Windsor Waterfront by IHG
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.

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?

Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!: This highly rated holiday home rental in Windsor is located on a lake, and has a patio, 1 hot tub 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. Some other homes for rent in Windsor include Waterfront Retreat: 6BR Home, BBQ, Sleeps 10 and Min to DT/USA - Luxurious House - 4bed-2bath.

How many holiday rentals will I find in Windsor?

With 82 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 MGM Grand Detroit 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.