70 Oakville Vacation Rentals & Short Term Rentals

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Compare Oakville vacation rentals from 6 rental sites including Booking.com, TripAdvisor, HomeAway and more, ranging from $25 to $313 a night.

Information about Oakville

About Oakville

Oakville, a suburb of Toronto, was established in 1827 as an industrial shipbuilding center. It quickly grew to a large city defined by its unique neighborhoods. There are also a number of sports teams that call Oakville home, such as the Oakville Blue Devils and the Toronto Rock box lacrosse league. There are several festivals hosted throughout the year celebrating everything from jazz to barbecue ribs. This historic city is a wonderful place to visit in close proximity to some of Canada’s best attractions.

Things to do in Oakville

Spend a relaxing afternoon strolling the grounds of Gairloch Gardens. Situated near the lake, it features a rose garden and beautiful views. For more greenery, Bronte Creek Provincial Park has a nature center and easy hiking trails. To enjoy the outdoors in a more active environment, visit the Glen Abbey Golf Club, which features stunning views and a clubhouse with tasty food.

Downtown Oakville features high-quality retail and delicious dining in this richly cultural district. Browse art galleries and boutiques for an upscale shopping experience. There are also many events hosted here, such as farmer’s markets, the annual Sidewalk Sale, and a Tree Lighting Ceremony each December.

Oakville also offers visitors a taste of country living. Visit one of the many stables and ranches in town to take a tour by horseback. Whatever your experience level, you and your family are sure to enjoy a relaxing ride through the parks and waterfront areas.

Day Trips from Oakville

Niagara Falls, only an hour away from Oakville, is a destination that can’t be missed. The falls are both romantic and awe-inspiring, drawing millions of tourists each year. There are many boat tours available, some even taking travelers behind the falls for a unique vantage point. In the winter, you may experience the rare phenomenon in which the falls run into the frozen Niagara River!

Ontario’s capital, Toronto, is a short 45-minute drive from Oakville. From large-scale events to a vibrant culinary scene, Toronto has something for every visitor. The Toronto Zoo, a massive habitat for over five thousand animals, is located in the Rogue River Valley. Adults can try axe throwing, Toronto’s latest recreational trend.

Pack your passport and head south for Buffalo, New York. An hour and a half from Oakville, Buffalo is a city of rich industrial history juxtaposed with breathtaking natural beauty. Hike in the Niagara Gorge to discover tranquility just a few miles from one of the most popular tourist destinations in North America. This city is known for its architecture, and buildings such as City Hall and the Electric Tower show off Buffalo’s Art Deco style.

Accommodation in Oakville

There are over 1,000 vacation rentals near Oakville on Tripping.com. The interactive map feature makes it easy to find the perfect property in your preferred location. Choose a sleek apartment, a waterfront colonial home, or an idyllic nature escape. Tripping.com features rentals as unique as your family’s vacation needs!

Transportation in Oakville

Fly into Toronto Pearson International Airport, which is only 20 miles away, for convenient air travel to Oakville. It can also be reached from The Queen Elizabeth Way, Ontario Highways 403 and 407.

Vacation Rentals in Oakville

Looking for the perfect vacation rental for your Oakville getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Oakville offers 67 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 47 properties with high-speed internet, 14 full with jacuzzi and pool, and homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $1635 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Oakville has 67 gorgeous homes with 3 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 6 rental sites in Oakville where the top providers in that area are Booking.com, TripAdvisor, and HomeAway. There are 25 Booking.com rentals, 16 TripAdvisor short term rentals and 9 HomeAway vacation rentals.