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194 Windsor Holiday Lettings is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Windsor holiday lettings from 7 rental sites including, Expedia, Agoda and more, from $25 a night.

Windsor Information

About Windsor

The city of Windsor in Ontario, Canada makes for a wonderful visit. As the southernmost city in Canada, Windsor is right across the river from Detroit. Windsor runs on the river, and is full of great art, food, and fun. This underrated city will exceed your expectations.

Things to do in Windsor

Windsor is full of surprising things to do. The Windsor Sculpture Park, known as the “museum without walls” features over thirty large contemporary pieces of art on the Detroit River. Discover all kinds of interesting sculptures and oddities. The Sculpture Park runs up to the Art Gallery of Windsor, along with its wonderful collection of Canadian and world art. The Waterfront Park has amazing views of the Detroit skyline across the water, and hosts festive fireworks on holidays. The peaceful Dieppe Gardens are on the riverfront also, as a World War II memorial with monuments. Little Italy is right off of the river, with an array of Italian restaurants and full of rustic charm. You can cross the immense Ambassador Bridge that leads to Detroit — linking Canada and America in one long landmark.

Day trips from Windsor

Detroit, Michigan is the ideal day trip from Windsor. You can get to Detroit by ferry, or through the Windsor-Detroit tunnel in just fifteen minutes. Visit the fabulous musical Motown Museum, also known as Hitsville U.S.A. The museum was the original headquarters of Motown music. The recording studio for the label is full of history, and is dedicated to the sound that changed the 60s. The hub of the Detroit metropolitan can be found at the Renaissance Center. This group of skyscrapers houses all kinds of businesses, hotels, and shops to browse through. You have to see it to believe it! Belle Isle Park, an island off of Detroit is a state park and perfect for a day trip. Connected to Detroit by the MacArthur Bridge, the island has the Belle Island Aquarium, Conservatory and Zoo.

Windsor accommodations

Tripping can help you to book your stay in Windsor. Tripping has a wide variety of hotels, from simple and convenient to luxurious and relaxing. Book downtown to be close to the busy and bustling city centre. A downtown address will make seeing the sights in the city easier.

Transportation in Windsor

Windsor is located right off of Canada’s busiest highway. The city, the automobile capital of Canada, was also built for cars — making a rental a good way to go. However, Windsor has an intricate bike trail network that can get you around also. Transit Windsor has a bus service that goes all over the city, and even into downtown Detroit. Windsor Airport is your closest way of flying in, but you could fly into Detroit also if you prefer.

Vacation Rentals in Windsor

Looking for a vacation rental in Windsor? has 192 vacation rental homes available in Windsor. You'll find 0 studios, 176 1-bedroom, 8 2-bedroom and 8 rentals with 3 or more bedrooms ranging from $25 a night. For extra convenience, many of these vacation homes can be booked directly online.

The average price of a nightly rental in Windsor is $200 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Windsor home is $25.

Wondering if you can bring your dog or cat along with you? There are 33 pet-friendly vacation rentals available in Windsor. In addition to accommodating pets, Windsor rentals offer a variety of amenities. In particular, 157 rentals have Internet and WiFi, 131 have TV and/or cable and 43 have a pool or hot tub.

Search properties from 7 vacation rental sites in Windsor where the top providers in that area are, Expedia, and Agoda. There are 55 rentals, 48 Expedia short term rentals and 29 Agoda vacation rentals.