Windsor Holiday Rentals

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Holiday Rentals in Windsor

Residence & Conference Centre - Windsor

2.0 star property
8.2 out of 10, Very good, (392)
"A great convenient spot to stay in the Windsor area "
Residence & Conference Centre - Windsor

Cozy comfort lower level unit

9.8 out of 10, Exceptional, (8)
"We enjoyed our stay and found the location and amenities perfect for 4 adults."
The price is HK$421
HK$908 total
includes taxes & fees
1 Sept - 2 Sept
Cozy comfort lower level unit

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

8.8 out of 10, Excellent, (9)
"My car got broken into during the night but great stay besides that "
The price is HK$556
HK$1,810 total
includes taxes & fees
10 Sept - 11 Sept
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Windsor Manor

4.0 star property
The price is HK$473
HK$2,355 total
includes taxes & fees
22 Sept - 23 Sept
Windsor Manor

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

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

8.0 out of 10, Very good, (5)
"was a great property and location"
The price is HK$1,188
HK$2,626 total
includes taxes & fees
23 Aug - 24 Aug
Modern Spacious 1 bedroom and a den home (Lower Unit)

GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ

4.5 star property
7.4 out of 10, Good, (11)
"Excellent Accommodations highly recommended."
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ

Little River Hideout in Riverside

Little River Hideout in Riverside

Cheerful Family Home 3 mins drive to UWindsor

The price is HK$874
HK$2,501 total
includes taxes & fees
22 Sept - 23 Sept
Cheerful Family Home 3 mins drive to UWindsor

The Hipster House

9.8 out of 10, Exceptional, (16)
"It’s nice to stay in a place so well kept. Thank you both!"
The Hipster House

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 HK$4,046
HK$7,397 total
includes taxes & fees
23 Aug - 24 Aug
Luxury getaway with pool and hot tub - family retreat

Charming 3-bedroom house with WiFi and AC in delightful Windsor

9.0 out of 10, Wonderful, (4)
"The house was beautiful and clean the beds were comfortable we enjoyed our stay"
Charming 3-bedroom house with WiFi and AC in delightful Windsor

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

8.6 out of 10, Excellent, (4)
"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 HK$877
HK$1,232 total
includes taxes & fees
27 Aug - 28 Aug
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

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

9.0 out of 10, Wonderful, (16)
"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

Luxury Escape for Professionals with high speed WiFi.

10.0 out of 10, Exceptional, (11)
"Can’t say enough good about this stay. The place was spotless and perfectly equipped. Above and beyond expectations. Check in was super easy and the hosts were quick to communicate. We’d stay here again in a heartbeat!!"
Luxury Escape for Professionals with high speed WiFi.

The Victorian on Victoria

9.0 out of 10, Wonderful, (14)
"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 HK$1,625
HK$5,248 total
includes taxes & fees
9 Sept - 10 Sept
7BR house 19 ppl DT Windsor Free Parking

Beautifully renovated home in historic Walkerville.

10.0 out of 10, Exceptional, (22)
"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.

Access to the beach and riverside trail.

9.6 out of 10, Exceptional, (9)
"Lovely condo great owner Will stay again"
Access to the beach and riverside trail.

Story and a Half

Story and a Half
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 The Hipster House .

How many holiday rentals will I find in Windsor?

With 91 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.