Situated on the banks of the Detroit River, Windsor is a lovely city that offers something for everyone. If you are a history buff, you will love Willistead Manor, a historic house that still stands beautifully. If you are traveling with kids, you can plan a fun day out with the entire family at Adventure Bay Family Water Park. If you wish to get away from the hustle and bustle and spend some time amidst greenery, you can head to Jackson Park. Another great place for enjoying serene moments is Dieppe Gardens, which features gorgeous river views and a sweeping cityscape as the backdrop. If you are intrigued by contemporary sculptures, Windsor Sculpture Park is the place to be.
To properly explore the place, you can consider booking a short-term rental. Check out these best short-term rentals in Windsor, Canada, for a great stay.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on December 18, 2024.
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1. Modern house for bigger groups (from USD 515)
This spacious and modern house is an excellent choice if traveling with a big group of friends or family. You can prepare delicious meals for everyone in the contemporary kitchen with stainless steel appliances. The island counter is fitted with a sink for ease of preparation and doubles up as a breakfast bar. During downtime, you can splash around in the pool with your gang or unwind in the hot tub.
Another interesting thing about this rental is that it offers a generous discount on weekly bookings.
Top guest reviews
Host:
thank you again for being such a great hosthost was amazing home was gorgeous pictures do not do it justiceRead more reviewsAmenities & Room:
we felt very comfortable given these unprecedented times
2. Homey rental with parking
This compact rental features white walls, colorful furnishings, live plants, and ceiling lights to create an inviting environment. The minimalist bedrooms offer a fuss-free stay, one of which has a dedicated desk that can benefit remote workers. If you feel like staying in, you can binge on your favorite series as Wi-Fi is free, and the flat-screen TV has Netflix. If you are driving down, you will be glad to know that there is accessible parking.
On top of it all, the property offers a sweet discount if you book it for a week or more.
3. Cozy apartment for a small group (from USD 69)
You can consider booking this apartment if you plan for a getaway with your partner or your small group. You can start your day with a hot cup of coffee as a coffee maker is available, along with supplies. You can also prepare a nice breakfast in the kitchen with a stainless-steel stove-cum-oven. If not in the mood to cook, you can head out and enjoy local food and brews in nearby restaurants.
While this property requires a minimum stay of 12 nights, it does offer a small discount.
4. Paradise Home (from USD 133)
This property is a great choice if you are looking for a comfortable home away from home. As it enjoys a central location, it is also an excellent option for business travelers. The dedicated desk and Wi-Fi will come in handy whenever you need to take care of some work.
If you like to cook, you can pick up fresh ingredients from the nearby farmers’ market and turn them into tasty dishes in the full kitchen. Moreover, you can avail of a discount if you stay here for at least a week.
Top guest reviews
Location:
the location was perfect for our needs with ample parking in the backRead more reviewsCleanliness:
it was clean tidy and comfortable
5. Cozy home with gardens (from USD 74)
This property is the perfect choice if you love staying amidst greenery. You can spend serene moments in the gardens that are gorgeously landscaped and showcase a variety of beautiful plants. Plus, you can take in the peaceful views while soaking and relaxing in the above-ground pool. On the other hand, the interiors are very welcoming, with soft-toned walls, bright furnishings, and plenty of sunlight.
The property also offers discounts on weekly bookings.
6. Newly built house by a park (from USD 100)
This house is an excellent choice if you want a newly constructed property since it was built in 2020. The comfortable interiors feature classy furniture, plush mattresses, and beautiful paintings, ensuring a pleasant stay. If you are traveling with kids, they will love playing in the park as it is located right beside the property. Even when inside, you can keep the kids busy for hours with the numerous games on the cocktail table arcade.
You can also enjoy a discount if you stay here for a week.
Top guest reviews
Host:
the host is amazing very helpfulhost is easy to communicate withgreat host and overall great staythe host very responsive and helpfulyuanmei was extremely responsive to all my questions and very accommodatingLocation:
location was also very goodnice house beside the parkgreat location warm and cozy home especially for a big familyCleanliness:
very clean and lots of roomit was comfortable clean and convenientyour home was very clean and organizedperfect place to stay for a while very clean and i am a rerun visitorvery clean house with a lot of open spacesRead more reviewsAmenities & Room:
the house is very spacious comfortable and functional just as describedperfect comfortable place to stay
7. The Modern Loft (from USD 69)
This loft offers modern living spaces with contemporary furniture, lovely lighting, and a quirky chandelier. While the wooden floors, panels, and cabinetry add a classy touch, the live plants and bright paintings make the interiors lively. Once you wake up, you can use the coffee maker to prepare an energizing hot cup. On the other hand, you can use the wine rack to store bottles of wine, which you can enjoy on the patio in the evening.
You can also avail of a nice discount if you stay here for at least a week.
Top guest reviews
Host:
zach was not only a friendly and professional but very helpful in suggesting local places to visitLocation:
great place and good locationperfect place in windsor walking distances to many good restaurants & barszachary communicated very well especially after an unexpected issue with a last minute cancellation at another placeRead more reviewsCleanliness:
the place is clean cozy and extremely spacious with so much characternewly renovated very modern & clean great little place to stay the weekendcouldn't have asked for a better spot to enjoy a night in walkerville very clean and welcoming
Superhost
8. Lovely home with fire pit (from USD 158)
This rental is ideal if you want a home with equally attractive indoors and outdoors. The interiors feature wooden floors, ceiling lights, and nice paintings. Moreover, the barn-style doors add a nice touch to the bedrooms. While the kids enjoy the Pac-Man console and munch on the popcorn prepared in the available popcorn maker, you can relax your muscles in the hot tub outside or lounge by the fire pit and share stories.
You can also benefit from a discount if you book this property for a week.
Top guest reviews
Host:
host is extremely helpful and understandingawesome spot even better hostgreg was very responsive and a great hostgreg is an absolutely wonderful host very quick to respond and transparentgreg is a wonderful host and is always trying to make your stay more comfortableLocation:
great location with great restaurants within a 30 minute walkclose to some good restaurants and centrally located for easy access to anything you needthe house was very beautiful close to most of the restaurants and shopping plazasgreat location if you're visiting windsor as it's close to a lot of places to eat and explorevery comfortable place to stay located in a quiet neighbourhoodCleanliness:
place was very clean modern and cozyplace was great clean and perfect for our needsgreat place to stay nice and cleaneverything you need and very cleanhouse was extremely clean and the finishes were top qualityRead more reviewsAmenities & Room:
very comfortable place with lots of modern utilitieswe enjoyed many evenings in the hot tub watching tvthe space is well laid out beds are very comfortable and the kitchen is great
9. Charming house with classic touches (from USD 190)
You can consider booking this property if you are looking for a charming house with nice features from the past. The wooden staircase and the colorful glassworks add classy touches, and the cute dining set by the vintage-style paintings will transport you to a bygone era. However, you won’t need to give up on modern comforts, as there is a contemporary kitchen, HDTV, and Wi-Fi.
You can also take advantage of a discount if you book it for a week or more.
Top guest reviews
Host:
the host is also so welcoming and kindthe host is helpful respectful friendly & very easy to communicate withfranca was a lovely host who made our check in easyshe welcomed our late arrival with a friendly in-person greeting and made herself available for any questionscommunicative friendly and attentive to her guestsLocation:
the location is perfectfranca’s apartment has a perfect location so you can literally walk everywhere if you’d likegreat place at a location with everything providedfranca place is the best place stay in the areait's a cute and perfect place for professionals families tourists and studentsCleanliness:
very clean as quietfranca keeps the place extremely clean which is also a high bonus in my booksthe house was clean and comfortablea wonderful clean place with the option of a private or shared outdoor spacea beautiful and clean airbnb in a great walkable neighbourhoodRead more reviewsAmenities & Room:
had a lovely experience with franca our second time staying with her and the apartment was great
10. Bright rental with lively interiors (from USD 106)
You don’t need to look any further if you are searching for a bright rental with lively living spaces. The interiors are fitted with contemporary furniture and appliances to ensure a comfortable stay. On the other hand, warm lighting, live plants, and bright furnishings add a dash of life. The magnificent fireplace is the main attraction in the living room, which is a great place to lounge and enjoy your favorite shows on the 4K TV that comes with Netflix.
You will be glad to know that this property also offers a sweet discount on weekly bookings.
Top guest reviews
Host:
easy to communicate with the very accommodating hostssuzanne is a nice host with great communicationLocation:
really nice place and amazing locationlovely home clean comfortable and great location walking distance from the casinoCleanliness:
the unit was clean well furnished and instructions were very clearour place was clean and inviting as we walked through the front doorclean modern amenities with clear instructions and accessRead more reviewsAmenities & Room:
the beds were also super comfy i would definitely stay here again
Go for lovely walks in Windsor
With a riverside setting and gorgeous parks, Windsor offers great opportunities for lovely and serene walks at any time of the day. So, stay for about a week or more, and book one of these best short-term rentals for a comfortable home base.
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