Windsor Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Windsor vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Windsor Rentals by Owner
Where are the best neighborhoods to stay in Windsor?
When exploring Windsor, Ontario, Canada, selecting the right neighborhood can greatly enhance your stay. Whether you prefer the vibrant atmosphere of downtown Windsor or the tranquil ambiance of surrounding residential areas, each neighborhood offers unique advantages for travelers looking to enjoy the local charm. By choosing a rental in Windsor that suits your interests and lifestyle, you can experience the city like a true local while enjoying the comfort and convenience of a carefully curated stay. Trust Rent By Owner to help you find the perfect home away from home in this dynamic Canadian city.
Riverside
This neighborhood offers a peaceful environment close to the waterfront, making it an ideal choice for travelers seeking scenic views and tranquility in Windsor. Its convenient location provides easy access to local amenities and outdoor activities.
View 78+ Rentals in RiversideBridgeview
Situated in a lively area with excellent connectivity, the region is perfect for those wanting quick access to downtown Windsor while enjoying a comfortable stay. Here, you can experience the vibrant local atmosphere and convenient transportation options.
View 202+ Rentals in BridgeviewSouth Central
Known for its central location within the city, this neighborhood gives you a strategic base for exploring Windsor’s attractions. It’s ideal for travelers looking for accessibility combined with a welcoming community feel.
View 224+ Rentals in South CentralWalkerville
Famous for its historic charm and charming streets, this neighborhood offers a unique blend of old-world character and modern amenities. It’s a great spot for visitors who want to immerse themselves in the local history while enjoying boutique shopping and dining options.
View 57+ Rentals in WalkervilleSandwich Towne
Steeped in history, this area presents a rich cultural backdrop that enriches your stay, whether you're exploring or relaxing nearby. Its proximity to the river and historic sites makes it a notable destination within the region.
View 116+ Rentals in Sandwich TowneEast Windsor
Offering a suburban ambiance, this neighborhood is perfect for travelers seeking comfort and convenience while staying in Windsor. Here, you'll find a quiet atmosphere complemented by accessible local services.
View 179+ Rentals in East WindsorRomney
While technically outside Windsor, Romney provides a peaceful retreat for those exploring the region, ideal for travelers looking for a more rural experience. Its serene surroundings make it a suitable choice for a relaxing getaway.
View 59+ Rentals in RomneyBest Times to Visit Windsor
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can enhance your experience, as seasonal variations in this region influence everything from local events to weather, making it essential to plan your stay accordingly through reliable rental options by owner.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy the vibrant atmosphere and outdoor activities that make this destination lively and inviting.
Fall (September to November)
As the region's foliage reaches its peak, this season offers a picturesque setting, attracting visitors seeking scenic beauty and pleasant weather.
Off-Season Highlights
Winter (December to February)
In the colder months, fewer crowds mean you can find more tranquil rental options while enjoying the peaceful winter landscape.
Spring (March to May)
Early spring sees the area awakening with new growth, offering a quieter time for those looking to explore without the high season crowds.
Weekly Weather Forecast for Windsor
How to Book Your Windsor vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Windsor
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a private patio or barbecue area for gatherings in the region’s pleasant weather.
- Take advantage of spacious yards or gardens perfect for relaxing and outdoor activities.
- Benefit from access to outdoor pools, ideal for cooling off during warmer months here.
- Make use of scenic decks or terraces that provide picturesque views of the surrounding landscape.
- Experience the convenience of on-site parking or dedicated garage spaces for your vehicle.
- Explore nearby walking trails or bicycle paths that are easily accessible from your rental.
- Use outdoor recreational amenities such as fire pits or lounge areas for some evening relaxation in the area.
Top Attractions Around Windsor
What attractions are nearby?
Within this vibrant region, you can enjoy a variety of activities such as exploring scenic parks, engaging in local events, and experiencing cultural attractions that make your stay both memorable and enjoyable.
Family Activities
- Windsor Riverfront Park: Enjoy a family picnic and outdoor activities along the scenic riverfront here, perfect for relaxing days with children.
- The Windsor Sculpture Park: Explore contemporary outdoor art installations that provide engaging sights for kids and adults alike in the region's open-air gallery.
- Museum of History & Industry: Discover local heritage through interactive exhibits that make history engaging and educational for the whole family in this part of Ontario.
: Splash around at this popular water park, offering fun-filled aquatic attractions suited for all ages in close proximity to your rental.
Adult Activities
- Windsor Riverfront Walkway: You can enjoy a scenic stroll along the winding riverfront, taking in beautiful views and the fresh air of this vibrant area.
- Windsor Sculpture Park: Explore contemporary art installations set against the backdrop of the Detroit River, perfect for an inspiring outdoor experience.
- : Indulge in local wineries and taste regional wines that showcase the area's rich viticulture heritage.
- Golfing at Windsor Golf Courses: Tee off at some of the region’s top golf courses, offering challenging fairways and relaxing atmospheres for enthusiasts.
Other Places to Stay in Windsor, ON
Windsor Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining and entertainment options: Take advantage of the area's vibrant culinary scene and cultural venues to fully experience what the region has to offer.
- Utilize your rental’s proximity to key attractions: Choose accommodations that are conveniently located near popular sites to maximize your sightseeing time.
- Plan your outdoor activities ahead of time: The area offers beautiful parks and scenic spots, so booking a place close to nature ensures you enjoy outdoor adventures during your stay.
- Connect with local hosts for personalized tips: Reach out to your rental by owner host to get insider recommendations and enhance your visit here.
Transportation Options
- Windsor Transit: Offers reliable bus services throughout the area, making it easy for you to explore the region without the need for a car.
- Local Taxi Services: Convenient taxi options are available for quick and direct transportation around the destination at any time.
- Ride-Sharing Platforms: Popular apps like Uber and Lyft operate here, providing flexible mobility options tailored to your schedule.
- Car Rentals: Several rental agencies serve the area, giving you the freedom to discover more remote parts of this destination at your own pace.
Local Customs Options
- Respect for Local Heritage: You will find that honoring Windsor’s historical sites and cultural traditions enhances your experience in this vibrant area.
- Indigenous Acknowledgment: Recognizing the region’s Indigenous roots is important when engaging with local customs and community events.
- Community Festivals and Events: Participating in local festivals offers a genuine glimpse into the region's unique traditions and social gatherings.
- Politeness and Courteous Behavior: Demonstrating respect through polite interactions is highly valued in this welcoming destination, enriching your visit to Windsor and its surroundings.
Frequently Asked Questions About Windsor Rentals by Owner
1. What are the top vacation rentals in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor:
- Beach House with Stunning Lake Views & Beautiful Sunsets- 3 Bedrooms, 2 Baths
- CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
- The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!
- Erie View Lakehouse - Serene and Spacious
- Luxurious and Cheerful House in Monopoly Subdivision
- Beautifully renovated home in historic Walkerville.
- Suite 15 · A Simply 'Suite' Escape!
- Izzy's Lookout Lake House - Spacious 2 bedroom house
- Lake-View Apartment Near Point Pelee National Park
- Cozy waterfront cottage
2. How many Rentbyowner vacation rentals are available in Windsor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 444 in the Windsor area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windsor.
3. What is the cancellation policy for a rental by owner in Windsor, Ontario?
4. How do I communicate with the property owner in Windsor, Ontario, during my stay?
5. Are there any additional fees I should be aware of when booking a rental by owner in Windsor, Ontario?
6. What amenities are usually included in rentals by owner here?
7. Is there a specific check-in and check-out process for rentals by owner in Windsor, Ontario?
More Rentals You May Like Near Windsor
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- TV
