Destination guide

Enjoy a vibrant lakeside setting in Oakville

Perched on the north-western shore of shimmering Lake Ontario, just 30 minutes by car from downtown Toronto, Oakville is among the province’s most picturesque and prosperous towns. Its bustling downtown area is awash with cutting-edge galleries, chic fashion boutiques, and eclectic eateries, and from spring to fall you can shop for fabulously fresh seasonal produce at colorful farmers’ markets. A jam-packed year-round program of events and festivals ensures that there’s always something new to see and do, from free live music to open-air art exhibitions. And with an array of centrally located Oakville vacation rentals to choose from, you can stay right in the heart of the action.

Things to do

Oakville’s awesome arts scene

If you’re after a culture fix within easy reach of your Oakville vacation rental, look no further than the Oakville Galleries. Operating out of 2 pristine venues, this cherished local organization expertly curates an ever-rotating program of thought-provoking contemporary art exhibitions. Meanwhile, the Oakwood Museum, housed in a beautifully preserved historical home set in lush gardens, tells the story of the town through ethnological artifacts, local arts and crafts, and all manner of quirky antiques and everyday objects. Oakville is also home to the Canadian Golf Hall of Fame and Museum, a must-visit for any fan of the sport.


Fabulous summer festivals in Oakville

Oakville’s annual festivals draw visitors from all over Ontario and beyond. Each June, the Oakville Family Ribfest serves up lip-smacking, award-winning ribs alongside equally hefty helpings of kid-friendly fun. Meanwhile in July, the whole town takes to the streets for Midnight Madness, an evening-long, open-air extravaganza with live entertainment, street food, and shopping. Oakville’s lakeside location makes it a haven for lovers of the great outdoors, particularly in the warm summer months. Hire a sail boat, embark on a fishing expedition or bracing hike, or simply lounge around on the sandy shoreline and soak up some rays.


Sunny summer days in Oakville

The high summer season of June to August is the most popular time to book Oakville vacation rentals. Days are long, sunny, and pleasantly warm, although rainfall is fairly consistent throughout the year, so be sure to pack something waterproof. If you want to enjoy the town in the company of fewer visitors, late spring and early fall are good options. Winters are milder than in many other regions of Canada, but temperatures are often below freezing from December until March.

Natural features

Elusive birds and friendly farm animals in Oakville

Whenever you feel like escaping the hustle and bustle of town, there’s an abundance of unspoiled countryside within easy reach of Oakville. Bronte Creek Provincial Park, around 15 minutes by car from Downtown, is a prime spot for birdwatching, where you might catch a glimpse of turkey vultures, red-tailed hawks, or eastern bluebirds. The park is also home to a children’s play barn, where younger visitors can see clucking hens, strutting peacocks, and playful piglets.

How to get there

Transportation options to and around Oakville

Fly into Toronto, ON (YYZ-Pearson Intl.), the closest airport, located 16.4 mi (26.4 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Toronto, ON (YTZ-Billy Bishop Toronto City), which is 20.1 mi (32.4 km) away.

If you're traveling by train, Oakville Station, Mississauga Oakville Station and Oakville Bronte Station are the main stations in the area.

Can I find a vacation rental around Oakville?

Yes, our 2020 property listings offer a large selection of 724 vacation rentals near Oakville. From 271 Condos/Apartments to 384 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oakville for a holiday or a weekend are on HomeAway.

Can I rent Condos/Apartments in Oakville?

Yes, of course. HomeAway has 271 Condos/Apartments in Oakville. Our other popular types of vacation rentals in Oakville include:

  • Houses: 384 rentals available
  • Studios: 133 rentals available
  • Bungalows: 20 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Oakville?

Yes, you can select your preferred vacation rental with pool among our 148 vacation rentals with pool available in Oakville. Please use our search bar to access the selection of vacation rentals available.