Windsor Vacation Rentals

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Vacation Rentals in Windsor

Our top choices for Windsor vacation rentals

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 "
The price is CA $111
CA $125 total
includes taxes & fees
Aug 22 - Aug 23
Residence & Conference Centre - Windsor

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 CA $89
CA $309 total
includes taxes & fees
Aug 25 - Aug 26
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Windsor Manor

4.0 star property
The price is CA $94
CA $431 total
includes taxes & fees
Sep 15 - Sep 16
Windsor Manor

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 CA $75
CA $162 total
includes taxes & fees
Sep 1 - Sep 2
Cozy comfort lower level unit

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 CA $212
CA $467 total
includes taxes & fees
Aug 22 - Aug 23
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 CA $173
CA $468 total
includes taxes & fees
Sep 21 - Sep 22
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 CA $720
CA $1,316 total
includes taxes & fees
Aug 22 - Aug 23
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 CA $156
CA $219 total
includes taxes & fees
Aug 25 - Aug 26
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

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

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

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 CA $227
CA $849 total
includes taxes & fees
Sep 1 - Sep 2
7BR house 19 ppl DT Windsor Free Parking

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.

Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

9.8 out of 10, Exceptional, (7)
"Nice, clean place close to the riverside."
Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

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 CA $139
CA $251 total
includes taxes & fees
Aug 24 - Aug 25
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
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 vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals in Windsor close to Adventure Bay Family Water Park, or you can go with a secluded option if you want 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 vacation rentals in Windsor?

Cozy comfort lower level unit: Visitors give good reviews to this Windsor vacation home rental, which 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 vacation rentals will I find in Windsor?

With 91 Expedia vacation rentals, you're sure 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 favorite places to visit like MGM Grand Detroit Casino and Comerica Park in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are private properties you can book for short or long periods in Windsor. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.