Windsor Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Windsor, Ontario, Canada

|
10.0 (2 Reviews)
7 Bedrooms 16 Guests
From GB £115 per night
|
10.0 (110 Reviews)
1 Bedroom 2 Guests
10.0 (59 Reviews)
1 Bedroom 2 Guests
|
10.0 (2 Reviews)
5 Bedrooms 17 Guests
From GB £103 per night
|
10.0 (73 Reviews)
1 Bedroom 2 Guests
10.0 (55 Reviews)
2 Bedrooms 6 Guests
|
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £110 per night
|
10.0 (3 Reviews)
1 Bedroom 2 Guests
10.0 (44 Reviews)
2 Bedrooms 6 Guests
From GB £92 per night
|
10.0 (1 Review)
2 Bedrooms 6 Guests
10.0 (37 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
From GB £314 per night
10.0 (37 Reviews)
2 Bedrooms 8 Guests
10.0 (1 Review)
1 Bedroom 5 Guests
From GB £36 per night
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (24 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £190 per night
10.0 (23 Reviews)
2 Bedrooms 6 Guests
From GB £75 per night
|
9.8 (57 Reviews)
2 Bedrooms 4 Guests
10.0 (20 Reviews)
2 Bedrooms 6 Guests
From GB £84 per night
|
9.8 (56 Reviews)
2 Bedrooms 3 Guests
From GB £141 per night
10.0 (18 Reviews)
1 Bedroom 4 Guests
From GB £228 per night
|
9.8 (10 Reviews)
3 Bedrooms 6 Guests
|
9.7 (3 Reviews)
2 Bedrooms 4 Guests
10.0 (14 Reviews)
2 Bedrooms 4 Guests
From GB £44 per night
|
9.6 (26 Reviews)
2 Bedrooms 4 Guests
10.0 (12 Reviews)
1 Bedroom 2 Guests
|
9.5 (148 Reviews)
2 Bedrooms 6 Guests
10.0 (11 Reviews)
2 Bedrooms 4 Guests
From GB £190 per night
|
9.5 (13 Reviews)
2 Bedrooms 6 Guests
10.0 (11 Reviews)
2 Bedrooms 2 Guests
|
9.5 (4 Reviews)
1 Bedroom 2 Guests
10.0 (8 Reviews)
1 Bedroom 3 Guests
9.5 (4 Reviews)
1 Bedroom 2 Guests
10.0 (6 Reviews)
1 Bedroom 2 Guests
|
9.5 (2 Reviews)
3 Bedrooms 6 Guests
From GB £295 per night
10.0 (5 Reviews)
2 Bedrooms 6 Guests
10.0 (5 Reviews)
2 Bedrooms 6 Guests
10.0 (4 Reviews)
2 Bedrooms 4 Guests
From GB £189 per night
10.0 (2 Reviews)
2 Bedrooms 6 Guests
9.5 (2 Reviews)
1 Bedroom 4 Guests
From GB £77 per night
|
9.6 (356 Reviews)
1 Bedroom 2 Guests
9.8 (6 Reviews)
2 Bedrooms 7 Guests
|
9.4 (8 Reviews)
2 Bedrooms 5 Guests
From GB £87 per night
|
9.6 (106 Reviews)
1 Bedroom 2 Guests
9.8 (6 Reviews)
1 Bedroom 3 Guests
From GB £64 per night
|
9.1 (172 Reviews)
4 Bedrooms 8 Guests
From GB £72 per night
|
9.2 (84 Reviews)
1 Bedroom 2 Guests
9.6 (41 Reviews)
2 Bedrooms 6 Guests
|
9.0 (25 Reviews)
3 Bedrooms 6 Guests
9.6 (26 Reviews)
2 Bedrooms 4 Guests
|
9.0 (14 Reviews)
2 Bedrooms 4 Guests
9.6 (18 Reviews)
1 Bedroom 3 Guests
9.0 (6 Reviews)
2 Bedrooms 5 Guests
From GB £132 per night
9.6 (10 Reviews)
1 Bedroom 3 Guests
From GB £100 per night
|
9.0 (3 Reviews)
1 Bedroom 2 Guests
9.6 (10 Reviews)
1 Bedroom 2 Guests
From GB £43 per night
|
9.0 (3 Reviews)
1 Bedroom 4 Guests
9.6 (7 Reviews)
2 Bedrooms 4 Guests
9.0 (1 Review)
3 Bedrooms 6 Guests
9.6 (7 Reviews)
1 Bedroom 3 Guests
From GB £297 per night
|
8.9 (45 Reviews)
3 Bedrooms 6 Guests
9.6 (5 Reviews)
1 Bedroom 3 Guests
|
8.9 (25 Reviews)
8 Bedrooms 24 Guests
9.6 (5 Reviews)
2 Bedrooms 4 Guests
From GB £91 per night
|
8.8 (106 Reviews)
4 Bedrooms 8 Guests

About Windsor Vacation Rentals

With more than 643 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 994.05 ft² on average, with prices averaging GB £145 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.

Frequently Asked Questions About Windsor?

What are the top vacation rentals in Windsor?

How many Rentbyowner vacation rentals are available in Windsor?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 643 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
Romney Vacation Rentals in Windsor, Ontario 59
East Windsor Vacation Rentals in Windsor, Ontario 179
Riverside Vacation Rentals in Windsor, Ontario 78
South Central Vacation Rentals in Windsor, Ontario 224
Sandwich Towne Vacation Rentals in Windsor, Ontario 116