Discover a selection of 500 vacation rentals in Oakville, ON, CA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $65 per night, and houses and condos are popular options for a stay in Oakville. Either way, you'll find a rental for everyone's needs.
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.

How many vacation rentals are available around Oakville, ON, CA?

Our 2020 property listings offer a large selection of 703 vacation rentals around Oakville. From 368 house rentals to 280 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Oakville?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Oakville:

  • Downtown: 1,518 vacation rentals
  • Entertainment District: 906 vacation rentals
  • North York: 2,040 vacation rentals
  • Downtown Mississauga: 52 vacation rentals
  • Central Waterfront: 1,074 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Oakville?

Vrbo offers a large selection of vacation rentals near lovely places in Oakville. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Sheridan College: 1,000 vacation rentals
  • Sovereign House: 284 vacation rentals
  • Canadian Golf Hall Of Fame: 479 vacation rentals
  • Bronte Heritage Park: 306 vacation rentals
  • Cameron's Brewing Company: 1,742 vacation rentals

But there are many other points of interest around Oakville listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Oakville?

Yes, of course. Vrbo has 368 Houses in Oakville. Our other popular types of vacation rentals in Oakville include:

  • Condos/Apartments: 280 rentals available
  • Townhouses: 11 rentals available
  • Studios: 144 rentals available

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

Can I find a vacation rental with pool in Oakville?

Yes, you can select your preferred vacation rental with pool among our 138 vacation rentals with pool available in Oakville. Please use our search bar to access the selection of vacation rentals available.

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