0 Bedrooms for 1 Guest
Price $10 - $1000+

495 Oakville Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Oakville holiday rentals from 11 rental sites including Booking.com, TripAdvisor, HomeAway, and more, ranging from $25 to $524 a night. 
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    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

    Find the best Oakville vacation rentals with Tripping.com. Choose from 501 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $524 a night.

    Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 200 of homes in Oakville offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 127 rentals with pool or jacuzzi, or relax with the family in one of the 423 homes with cable TV.

    For all those dog lovers and cat lovers, Oakville offers 43 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

    Search properties from 11 rental sites in Oakville where the top providers in that area are Booking.com, TripAdvisor, and HomeAway. There are 247 Booking.com rentals, 99 TripAdvisor short term rentals and 46 HomeAway vacation rentals.