Compare Vacation Rentals & Rent By Owner Homes in Windsor, Ontario, Canada
About Windsor Vacation Rentals
With more than 620 Windsor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Windsor.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Windsor, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Windsor. Places to stay near Windsor are 1038.83 ft² on average, with prices averaging US $203 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Windsor with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Windsor, ON
Windsor Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Windsor?
- Wenzler's Landing Bed & Breakfast
- Beach House with Stunning Lake Views & Beautiful Sunsets- 3 Bedrooms, 2 Baths
- Omstead's On Erie
- Bird's Nest at Hillman Marsh - Cute cozy cottage - WIFI now available!
- Bunker by the Bay - Perfect Couples Getaway
- 'PELEE SHORES' Point Pelee Lakefront Vacation Cottage
- Another Sunset by the Bay: Waterfront - 2-Bedroom
- CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
- Sunsets by the Bay - Your Waterfront Oasis
- Sandy Beach, Waterfront. Birders, Wineries.
How many Rentbyowner vacation rentals are available in Windsor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 620 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.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Walkerville Vacation Rentals in Windsor, Ontario | 57 |
| Bridgeview Vacation Rentals in Windsor, Ontario | 202 |
| East Windsor Vacation Rentals in Windsor, Ontario | 179 |
| Riverside Vacation Rentals in Windsor, Ontario | 78 |
| Romney Vacation Rentals in Windsor, Ontario | 59 |
| South Central Vacation Rentals in Windsor, Ontario | 224 |
| Sandwich Towne Vacation Rentals in Windsor, Ontario | 116 |
