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Top Holiday Rentals in Windsor

Residence & Conference Centre - Windsor

2.0 star property
8.0 out of 10, Very good, (365)
"A great convenient spot to stay in the Windsor area "
Residence & Conference Centre - Windsor

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

8.8 out of 10, Excellent, (9)
"It was easy and simple process to check in and check out. House was very clean, updated and spacious."
The price is £172
includes taxes & fees
4 Aug - 5 Aug
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!

Windsor Manor

4.0 star property
The price is £227
includes taxes & fees
13 Aug - 14 Aug
Windsor Manor

Cozy comfort lower level unit

9.8 out of 10, Exceptional, (8)
"We enjoyed our stay very much."
The price is £91
includes taxes & fees
13 Aug - 14 Aug
Cozy comfort lower level unit

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

7.0 out of 10, Good, (6)
"was a great property and location"
The price is £269
includes taxes & fees
5 Aug - 6 Aug
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)
"Clean and gorgeous backyard with heated pool and jacuzzi"
The price is £732
includes taxes & fees
6 Aug - 7 Aug
Luxury getaway with pool and hot tub - family retreat

The Hipster House

9.6 out of 10, Exceptional, (15)
"It’s nice to stay in a place so well kept. Thank you both!"
The Hipster House

Cheerful Family Home 3 mins drive to UWindsor

The price is £232
includes taxes & fees
31 Jul - 1 Aug
Cheerful Family Home 3 mins drive to UWindsor

Luxury Escape for Professionals with high speed WiFi.

9.8 out of 10, Exceptional, (10)
"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.

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

9.2 out of 10, Wonderful, (14)
"A good Greek restaurant in the next block and a great water park across the street for kids "
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

Little River Hideout in Riverside

Little River Hideout in Riverside

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

10.0 out of 10, Exceptional, (12)
"Great stay! "
The price is £139
includes taxes & fees
10 Aug - 11 Aug
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Access to the beach and riverside trail.

9.8 out of 10, Exceptional, (7)
"Lovely condo great owner Will stay again"
The price is £121
includes taxes & fees
8 Aug - 9 Aug
Access to the beach and riverside trail.

The Victorian on Victoria

8.8 out of 10, Excellent, (13)
"We thoroughly enjoyed our stay at the Victorian. We liked the cleanliness, amenities, cool back yard and close location to many restaurants. Our hosts were very available for any questions or concerns that we may have had. Strongly recommend!"
The Victorian on Victoria

7BR house 19 ppl DT Windsor Free Parking

4.0 out of 10, (1)
"The main floor refrigerator didn’t work and the roof leaked when it rained all over the master bed through the ceiling fan."
The price is £512
includes taxes & fees
19 Aug - 20 Aug
7BR house 19 ppl DT Windsor Free Parking

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

8.0 out of 10, Very good, (3)
"Many positive aspects Bed was very comfortable right size for us nice to have 2 bathrooms.Negatives wasn’t the cleanest place walls were all marked up mirror in living area was really dirty we had to clean the fridge before putting our food in. Neighbours parked on the grass in front of the place and blocked half the driveway.The listing says they provided a coffee grinder but no coffee machine was provided really?With some attention to detail it could be a nice place to stay but needs work "
The price is £122
includes taxes & fees
31 Jul - 1 Aug
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Perfect hideaway with a hot tub and a fireplace

10.0 out of 10, Exceptional, (11)
"My wife and I came for a valentine day night and we were more than thrilled. Everything was terrific! "
The price is £208
includes taxes & fees
31 Jul - 1 Aug
Perfect hideaway with a hot tub and a fireplace

Penthouse suite in heart of little Italy

10.0 out of 10, Exceptional, (4)
"Kevin was very thoughtful and checked on us throughout our stay as well as before and after. The place is more beautiful than the photos and was clean! It is in an amazing location right by the downtown area. Check in and check out was easy, no complaints! Will have to come back!"
The price is £215
includes taxes & fees
11 Aug - 12 Aug
Penthouse suite in heart of little Italy

Spacious 2BR Private Suite & Entrance-Near Downtown & Bridge-Near Caesars & UOW

6.0 out of 10, (1)
"Property is a basement unit without temperature control in the unit. AC temperature is controlled by upper unit and sometimes it's too high and there are no fans. Overall a cheap option to stay. I personally would find a better option next time."
Spacious 2BR Private Suite & Entrance-Near Downtown & Bridge-Near Caesars & UOW

Luxurious and Fashionable Home | Sleeps 8

9.8 out of 10, Exceptional, (14)
"Property was convenient to the Ambassador Golf Course where we had a family member competing in a PGA event- Walking distance to several nice places to eat- Plenty of bedrooms"
Luxurious and Fashionable Home | Sleeps 8
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

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?

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 Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining! and Little River Hideout in Riverside.

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 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.