Windsor Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 26 - Sep 28
Next weekend
Oct 3 - Oct 5

Vacation Rentals in Windsor

Residence & Conference Centre - Windsor
Property grounds

Residence & Conference Centre - Windsor

2.0 star property
8.2 out of 10, Very Good, (400)
"A great convenient spot to stay in the Windsor area "
Residence & Conference Centre - Windsor
Cozy comfort lower level unit
Fridge, microwave, oven, stovetop

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 ￥8,000
￥17,237 total
includes taxes & fees
Sep 27 - Sep 28
Cozy comfort lower level unit
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (10)
"My car got broken into during the night but great stay besides that "
The price is ￥9,504
￥32,798 total
includes taxes & fees
Sep 30 - Oct 1
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
Windsor Manor
Full-size fridge, microwave, oven, stovetop

Windsor Manor

4.0 star property
The price is ￥9,300
￥45,001 total
includes taxes & fees
Oct 1 - Oct 2
Windsor Manor
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ
Interior

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
Luxury getaway with pool and hot tub - family retreat
Outdoor pool, a heated pool

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 ￥76,802
￥140,425 total
includes taxes & fees
Sep 27 - Sep 28
Luxury getaway with pool and hot tub - family retreat
Paradise Home - Your Home Away From Home
Fridge, microwave, oven, stovetop

Paradise Home - Your Home Away From Home

9.2 out of 10, Wonderful, (26)
"Really enjoyed my stay, had everything i needed.the owners were very friendly and accomadating. "
Paradise Home - Your Home Away From Home
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space
Fridge, microwave, oven, stovetop

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
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Fridge, microwave, oven, stovetop

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 ￥16,641
￥24,590 total
includes taxes & fees
Oct 4 - Oct 5
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Luxurious and Fashionable Home | Sleeps 8
Oven, dishwasher, cookware/dishes/utensils, spices

Luxurious and Fashionable Home | Sleeps 8

9.8 out of 10, Exceptional, (15)
"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
Charming 3-bedroom house with WiFi and AC in delightful Windsor
Fridge, microwave, oven, stovetop

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
The Hipster House
Private kitchen

The Hipster House

9.6 out of 10, Exceptional, (19)
"Would definitely stay at this property again. Thanks to the owners for their hospitality and attention to detail."
The Hipster House
Min to DT/USA - Luxurious House - 4bed-2bath
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (7)
"Great property for family visit. Very clean and comfortable "
The price is ￥15,375
￥42,006 total
includes taxes & fees
Sep 29 - Sep 30
Min to DT/USA - Luxurious House - 4bed-2bath
Beautifully renovated home in historic Walkerville.
Fridge, microwave, oven, stovetop

Beautifully renovated home in historic Walkerville.

10.0 out of 10, Exceptional, (24)
"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.
Smart TV, books

Access to the beach and riverside trail.

9.6 out of 10, Exceptional, (10)
"Lovely condo great owner Will stay again"
Access to the beach and riverside trail.
Modern Spacious 1 bedroom and a den home (Lower Unit)
Fridge, microwave, oven, stovetop

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 ￥12,960
￥37,306 total
includes taxes & fees
Oct 1 - Oct 2
Modern Spacious 1 bedroom and a den home (Lower Unit)
Luxury Unit Windsor (4-plex) 5 minutes to Ambassador Bridge
Fridge, microwave, oven, stovetop

Luxury Unit Windsor (4-plex) 5 minutes to Ambassador Bridge

Luxury Unit Windsor (4-plex) 5 minutes to Ambassador Bridge
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor
Interior

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

9.6 out of 10, Exceptional, (19)
"Our first experience with this type of vacation and this property and host made it a great one. Will definitely stay again any chance we get."
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor
The Victorian on Victoria
Terrace/patio

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
The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet
Terrace/patio

The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet

10.0 out of 10, Exceptional, (6)
"Very comfortable stay. Great communication with a courteous and pleasant host. Will book again. Thank you"
The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"Room was spacious and comfortable. Check-in was a few minutes, and the breakfast was quite good"
Sameer 1-night trip
Posted 3 days ago
Holiday Inn Express Windsor Waterfront by IHG

Find out more about Windsor

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests: Visitors give good reviews to this Windsor vacation home rental, which 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 you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Some other homes for rent in Windsor include The Hipster House and Charming 3-bedroom house with WiFi and AC in delightful Windsor.

How many vacation rentals will I find in Windsor?

With 85 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.