229 Windsor Holiday Rentals

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Compare Windsor holiday rentals from 8 rental sites including Booking.com, HRS Holidays, TripAdvisor and more, ranging from $25 to $467 a night.

Information about Windsor

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

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Windsor offers 398 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $109 a night, or a long-term rental for an average price of $1058 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 70 of Windsor’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 11 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 298 cozy homes.

Traveling with pets? Choose from 12 pet-friendly rentals in Windsor for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 8 rental sites in Windsor where the top providers in that area are Booking.com, HRS Holidays, and TripAdvisor. There are 278 Booking.com rentals, 32 HRS Holidays short term rentals and 31 TripAdvisor vacation rentals.
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