Find Vacation Rentals in Oakville

We have 324 properties to choose from
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1 guest
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1 guest

Popular Oakville Vacation Rentals

Find the perfect Oakville vacation rental

Apartment Palermo West
from $73 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Palermo West, Oakville, Canada
Vrbo
Details
House Bronte
from $104 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(2 ratings)
Bronte, Oakville, Canada
Vrbo
Details
House Oakville
from $211 per night
House ∙ 8 guests ∙ 4 bedrooms
Oakville, Halton Regional Municipality, Canada
Vrbo
Details
Bed and breakfast Oakville
from $61 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.5
Excellent
Oakville, Halton Regional Municipality, Canada
Agoda
Details
House Oakville
from $157 per night
House ∙ 4 guests ∙ 2 bedrooms
Oakville, Halton Regional Municipality, Canada
Vrbo
Details
Cottage Oakville
from $609 per night
Cottage ∙ 16 guests ∙ 7 bedrooms
5.0
Outstanding(2 ratings)
Oakville, Halton Regional Municipality, Canada
Vrbo
Details
Apartment Uptown Core
from $107 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Uptown Core, Oakville, Canada
Vrbo
Details
House Oakville
from $154 per night
House ∙ 6 guests ∙ 3 bedrooms
Oakville, Halton Regional Municipality, Canada
Vrbo
Details
House Castle Green
from $144 per night
House ∙ 6 guests ∙ 4 bedrooms
Castle Green, Oakville, Canada
Vrbo
Details
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Vacation rentals with Wi-Fi

House  Glen Abbey
from $147 per night
House ∙ 4 guests ∙ 2 bedrooms
Glen Abbey, Oakville, Canada
Internet
Vrbo
Details
House  Glen Abbey
from $250 per night
House ∙ 10 guests ∙ 5 bedrooms
Glen Abbey, Oakville, Canada
Internet
Vrbo
Details
House  Oakville
from $238 per night
House ∙ 10 guests ∙ 4 bedrooms
Oakville, Halton Regional Municipality, Canada
Internet
Vrbo
Details
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Vacation rentals and apartments with air conditioning

Villa  Bronte
from $295 per night
Villa ∙ 10 guests ∙ 4 bedrooms
Bronte, Oakville, Canada
Air conditioning
Vrbo
Details
House  Oakville
from $185 per night
House ∙ 6 guests ∙ 3 bedrooms
Oakville, Halton Regional Municipality, Canada
Air conditioning
Vrbo
Details
House  West Oakville
from $68 per night
House ∙ 2 guests ∙ 1 bedroom
West Oakville, Oakville, Canada
Air conditioning
Agoda
Details
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Apartments and vacation rentals with a kitchen

Apartment  Oakville
from $123 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Oakville, Halton Regional Municipality, Canada
Kitchen
Vrbo
Details
House  Oakville
from $518 per night
House ∙ 6 guests ∙ 4 bedrooms
Oakville, Halton Regional Municipality, Canada
Kitchen
Vrbo
Details
House  Oakville
from $213 per night
House ∙ 8 guests ∙ 4 bedrooms
Oakville, Halton Regional Municipality, Canada
Kitchen
Vrbo
Details
Show more

Frequently Asked Questions

How much does a night in a vacation rental cost in Oakville on average?

Vacation rentals in Oakville are priced starting at $54 per night.

Is it possible to find vacation rentals in Oakville?

You can find 324 available vacation rentals in Oakville.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Oakville Information

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.

Popular Day Trips Near Oakville

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