Windsor Vacation Rentals, Ontario: house rentals & more

Find the perfect place for your stay in Windsor by choosing from 86 houses, 54 apartments, and other vacation rentals. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Windsor

Showing deals for:Aug 22 - Aug 29

Exceptional

(5 reviews)

Large quiet estate property in beautiful natural surroundings.

LaSalle, ON

8% off

per night

All fees included

Exceptional

(8 reviews)

Our Casa is located in the quaint town of Kingsville. Come enjoy the scenery!

Kingsville, ON

13% off

per night

All fees included

Soak in our comfortable hot tub, located in a completely private courtyard.

Exceptional

(11 reviews)

Perfect hideaway with a hot tub and a fireplace

Windsor, ON

13% off

per night

All fees included

The main living area, with sofabed, coffee table, SmartTV, office desk and neon.

Exceptional

(7 reviews)

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

Windsor, ON

7% off

per night

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Windsor

Detroit is making a come back and you should see all it has to offer. Take a day to walk down town and the river front. You may be pleasantly surprise by what you see and feel about the motor city.

From River days, to the American Auto show, to all the many events at Cobo hall and DTE center Detroit wants to welcome tourists and explorers.

https://midlifemilestones.com/downtown-detroit/

Caesars Casino

Find the best place to stay - Windsor

Showing deals for: Aug 21 - Aug 24

Waterfront Retreat: 6BR Home, BBQ, Sleeps 10

Sleeps 10 · 6 bedrooms · 2 bathrooms

All fees included

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

Sleeps 6 · 3 bedrooms · 2 bathrooms

All fees included

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

Sleeps 12 · 3 bedrooms · 3 bathrooms

All fees included

Top rated rentals - Windsor

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Delight in the riverside landscape of Windsor

Enjoy the live music and other features of Windsor. Well-liked for its casino gaming, riverfront and gardens, this city is both cosmopolitan and scenic. MGM Grand Detroit Casino and Ford Field are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Windsor

Do you want to discover attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that Windsor has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Adventure Bay Family Water Park (0.4 mi / 0.7 km)
Dieppe Gardens (0.4 mi / 0.7 km)
Olde Walkerville Neighborhood (1.4 mi / 2.3 km)
Belle Isle Aquarium (3 mi / 4.9 km)
Ambassador Golf Club (4.7 mi / 7.6 km)
Detroit Golf Club (9 mi / 14.4 km)

Exploring the natural landscape of Windsor

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Windsor. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

Dieppe Gardens (0.4 mi / 0.7 km)
Windsor Riverfront (0.5 mi / 0.8 km)
Detroit Riverwalk (1 mi / 1.7 km)
Campus Martius Park (1.3 mi / 2 km)
Belle Isle Beach (3.7 mi / 5.9 km)
Heritage Park (12.8 mi / 20.6 km)

Transportation options to and around Windsor

The nearest airport is in Windsor, ON (YQG), located 4.8 mi (7.7 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Detroit, MI (DET-Coleman A. Young Municipal), which is 6.7 mi (10.8 km) away.

If you'd rather travel by train, the main station is Windsor Station.

Frequently asked questions

What is the best area to stay in Windsor when booking a vacation rental?

Make a booking for a vacation property in Walkerville and experience one of Windsor’s most renowned neighborhoods. Walkerville Brewery and Willistead Park Trail Trailhead are two of the big attractions here that’ll entertain you during your visit.

What is the most popular type of vacation rental accommodation in Windsor?

Apartments are the most popular type of vacation rental in Windsor, according to our data. Even if you have something a little different in mind, Vrbo has properties in loads of sizes and shapes. Browse our options to find your perfect Windsor pad.

How much does it cost to rent a vacation rental in Windsor?

Property type, length of stay and season are some factors that can influence the price of a vacation home. Simply click on your travel dates to find the ultimate escape. From cozy country cottages to plush villas, all Vrbo vacation rentals provide unbeatable value.

How much does it cost to rent a beach house in Windsor?

When you travel and the size and style of the property will help determine the cost of your beachside stay. Type in your Windsor travel dates to view your options on Vrbo. Did someone just say “private pool”? Use our filters to select the features and amenities you want in your vacation home.

Are there pet-friendly vacation rentals in Windsor?

You’re in luck. There are. Choose from 33 vacation rentals that allow pets in Windsor on Vrbo. Our furry friends also need a break, so simply use our search function for pet-friendly vacation rentals to book a pad where your doggie can join in the fun.

Can I rent a house with a pool in Windsor?

Pack your swimming gear and pool noodle, because there are two houses with a private pool in Windsor. Unwind at one of these terrific vacation rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the “pool” filter to find the ideal place for a splashing good time!

Are there vacation rentals in Windsor that welcome kids?

Windsor has 32 family-friendly vacation homes. And booking a stay that welcomes youngsters is a breeze with our “Properties good for families” filter. In addition to having the entire place to yourselves, you’ll also get amenities and perks such as multiple bedrooms, pools and kitchens.

What are the top attractions for families in Windsor?

You’ll find lots of awesome things to do and see with the family in Windsor, such as:

Adventure Bay Family Water Park
Ambassador Bridge
Windsor Riverfront

Are there vacation rentals with WiFi in Windsor?

Pick from 15 vacation rentals with WiFi in Windsor. If you’d like to disconnect from daily life on your vacation, but still need to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Windsor?

Windsor has 28 vacation rentals where you can unwind in air-conditioned comfort. To locate a stay on Vrbo that offers this perk, enter your dates of travel and use the convenient filters to select the “air conditioning” box.

How old do you have to be to rent a vacation rental in Windsor?

The minimum age can vary across properties on Vrbo, so be sure to look at the rules of the vacation rental in Windsor you’re considering. But usually, it’s 16, 18 or 21.

How long can I rent a vacation rental in Windsor for?

How long you can rent a vacation rental in Windsor is down to the property. Simply enter your preferred travel dates to look at a list of options offering extended stays. With many features such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to get a terrific place to call your home away from home in Windsor.

Does Vrbo offer discounts for vacation homes in Windsor?

Weekend break or a much-needed extended vacation, Vrbo has some fantastic deals and discounts in Windsor to match your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what’s just been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without draining your wallet.