COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Windsor Vacation Rentals

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Browse Select Windsor Vacation Homes

Waterfront Guest House Across From Golf Course
The price is CA $165 per night from May 23 to May 23
Situated in Leamington, this vacation home is 0.1 mi (0.1 km) from Lake Erie and 2.7 mi (4.4 km) from Point Pelee National Park. Leamington Municipal Marina ...
5/5Exceptional! (2 reviews)
Small and cozy
"We like old places and the wood in this place is beautiful. It's certainly not luxury accommodations, but very clean, comfortable, everything that was needed and a great strong shower! We stayed four nights in cold weather (1st week of March) and it was just the relaxing get-a-way we needed. Very ..."

Reviewed on Mar. 12, 2021

Waterfront Guest House Across From Golf Course
Cozy and Intimate Getaway!
Get Rates
Situated in Amherstburg, this vacation home is 0.5 mi (0.8 km) from Lake Erie and within 20 mi (32 km) of St. Clair College and Devonshire Mall. Detroit Windsor ...
5/5Exceptional! (2 reviews)
Meadows Cove
"We really enjoyed our stay over nearly 5 months. Any small issues that came up, our host was very responsive and had solved promptly. The location is fantastic, even over winter. Short drive to walking trails and a short walk to the lake."

Reviewed on Apr. 11, 2021

Cozy and Intimate Getaway!
Riverside Area-steps From Riverside Drive
Get Rates
Located in Riverside, this vacation home is 1.9 mi (3.1 km) from Windsor Family Credit Union Centre and within 6 mi (10 km) of Caesars Casino and Detroit Windsor ...
Riverside Area-steps From Riverside Drive
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Perfect Spot on the Edge of Erie Lake on 4300 Square Feet House
Get Rates
Located in Kingsville, this beachfront vacation home is in the city center, 0.1 mi (0.1 km) from Lake Erie, and 2 mi (3.1 km) from Lakeside Park Walking Paths ...
4.9/5Exceptional! (50 reviews)
Spectacular
"This Lakehouse is mesmerizing! All one level to get a feel like of the lake from most rooms. All amenities you could ever want, including a sandy beach, bonfire pit, multiple seating areas. Simply a beautiful property that I look forward to returning to!"

Reviewed on May 17, 2021

Perfect Spot on the Edge of Erie Lake on 4300 Square Feet House
Brand New Mansion, Sleeps 18, Downtown, Wifi, Heated Pool
Get Rates
Located in the heart of Windsor, this vacation home is within 1 mi (2 km) of Adventure Bay Family Water Park, Detroit Windsor Tunnel, and Caesars Casino. University ...
Brand New Mansion, Sleeps 18, Downtown, Wifi, Heated Pool
Laken it Eazy - Belle River on the Lake
Get Rates
Situated on the waterfront, this vacation home is 14.9 mi (23.9 km) from Windsor Family Credit Union Centre and within 25 mi (40 km) of Caesars Casino and Detroit ...
Laken it Eazy - Belle River on the Lake
5 Bedroom - 2 Acre Privacy Home - Heated Pool - Bar Room, 2 car Garage
Get Rates
Situated in Town of Essex, this vacation home is within 6 mi (10 km) of Sadler's Nature Park Trailhead, Amherstburg-Essex Greenway Trailhead, and Essex County ...
4.9/5Exceptional! (24 reviews)
Awesome house!!
"This house is absolutely amazing! Clean, very spacious, beautiful, very equipped house. It has everything you need with an awesome area for fun with an amazing sound system close to the pool. It totally exceeded our expectations!! Definitely coming back :)"

Reviewed on Jan. 3, 2021

5 Bedroom - 2 Acre Privacy Home - Heated Pool - Bar Room, 2 car Garage
Sunsets by the Bay, Waterfront, Lake Erie Cottage
Get Rates
Situated on the beach, this vacation home is within 1 mi (2 km) of Lake Erie and Point Pelee National Park. Leamington Municipal Marina and Leamington Community ...
5/5Exceptional! (4 reviews)
Great place to relax!!
"I stayed here in November. The fire pit by the lake was great and so were the sunsets. It has everything you need to sit back and relax. If you need a nice quiet place to get away from it all this is the place for you. Thanks Gabriella."

Reviewed on Nov. 20, 2019

Sunsets by the Bay, Waterfront, Lake Erie Cottage
Beautiful Waterfront Oasis This Home is Perfect for Your Next Family Vacation!
Get Rates
Situated in Lakeshore, this vacation home is within 25 mi (40 km) of Windsor Family Credit Union Centre, Leamington Arts Centre, and Leamington Municipal Marina. ...
5/5Exceptional! (4 reviews)
Perfect week away
"Was everything we expected and beyond. We loved our stay here. Dock was perfect for fishing and swimming. Place was spotless upon arrival. We will definitely consider coming back."

Reviewed on Aug. 29, 2020

Beautiful Waterfront Oasis This Home is Perfect for Your Next Family Vacation!
Minutes Away From Point Pelee National Park & Seacliff Beach and Park
Get Rates
Situated on the waterfront, this vacation home is 0.1 mi (0.1 km) from Lake Erie and 1.4 mi (2.3 km) from Point Pelee National Park. Leamington Municipal Marina ...
5/5Exceptional! (4 reviews)
Girls getaway
"This property exceeded our expectations by far. The cottage was beautifully decorated, very comfy beds and sheets and bathroom shower was amazing. Kitchen was lovely and very well equipped as we cooked daily. The sunsets were spectacular and the furniture very well made and comfy. Highly recommended ..."

Reviewed on Sep. 27, 2020

Minutes Away From Point Pelee National Park & Seacliff Beach and Park
Don't see what you're looking for?
See all available properties in Windsor
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Windsor

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
The price is CA $99 per night from May 21 to May 21
4.3/5Excellent! (2,045 reviews)
"Good"

Reviewed on May 18, 2021

Best Western Plus Waterfront Hotel
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
1840 Huron Church Road, Windsor, ON
The price is CA $113 per night from May 23 to May 23
4.1/5Very Good! (856 reviews)
"Great staff and accommodations."

Reviewed on May 17, 2021

Hampton Inn & Suites by Hilton Windsor
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
2225 Division Rd, Windsor, ON
The price is CA $70 per night from May 23 to May 23
3.4/5 (698 reviews)
"Location was good."

Reviewed on May 1, 2021

Travelodge by Wyndham Windsor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.