Oakville holiday rentals

We found 683 holiday rentals — enter your dates for availability

Discover a selection of 41 homes, 19 apartments and other holiday rentals in Oakville that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Travel to lively Oakville

Enjoy the area's musicals, theatre scene and entertainment with a rental holiday home in Oakville. This city's wildlife, restaurants and university setting draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Oakville

Are you looking for things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Oakville a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Glen Abbey Golf Course (1.8 mi / 2.9 km)
  • Toronto Golf Club (11.1 mi / 17.9 km)
  • Glen Eden Ski and Snowboard Centre (13.1 mi / 21.1 km)
  • Woodbine Racetrack (17.6 mi / 28.4 km)
  • Ontario Place (17.8 mi / 28.7 km)
  • Wet 'n' Wild Toronto (19.1 mi / 30.8 km)

Exploring the natural landscape of Oakville

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Oakville is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Erindale Park (5.8 mi / 9.4 km)
  • Lakefront Promenade Park (9.8 mi / 15.7 km)
  • Rattlesnake Point (11.3 mi / 18.2 km)
  • Colonel Sam Smith Park (12.3 mi / 19.7 km)
  • Centennial Park (13.8 mi / 22.2 km)
  • Hilton Falls (14.1 mi / 22.7 km)

Travelling to and around Oakville

Fly into Toronto, ON (YYZ-Pearson Intl.), the closest airport, located 15.3 mi (24.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Toronto, ON (YTZ-Billy Bishop Toronto City), which is 18.5 mi (29.8 km) away.

If you're travelling by train, make your way to Oakville Station or Bronte Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Oakville when booking a holiday home?
Bronte is among the more in-demand neighbourhoods for a holiday property in Oakville. Make yourself at home here to enjoy the relaxation and comfort that comes with having an entire place to yourself.
What is the most popular type of holiday home accommodation in Oakville?
The most sought-after types of holiday homes in Oakville are houses. Searching for something different? Stayz has plenty of options to match our guests’ requirements, so you’ll see holiday homes in all shapes and sizes, and for all budgets. The ideal home away from home is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Oakville?
Season, property type and length of stay are among the factors that can determine the price of a holiday home. Simply add your travel dates to find your perfect fit. From cosy country cottages to expansive luxury villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Oakville?
The average price for a holiday home by the beach in Oakville depends on when you’re going and the style and size of property you’re looking for. You can easily find prices on Stayz by entering your destination and travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.
What are popular home amenities in Oakville?
When it comes to home amenities that guests look for in Oakville, a fireplace, free WiFi and an oven rank highest. With Stayz holiday homes, you’ll find options to fit your taste and style, whether you’re going on a trip with your partner, your family or even pets.
What are the top attractions for families in Oakville?
There are tons of cool things to see and do with the family in Oakville, such as:

  • Playdium
  • Putting Edge
  • Oakville Museum

How old do you have to be to rent a holiday home in Oakville?
The minimum age can differ across properties on Stayz, so double-check the rules of the holiday home in Oakville you want. But typically, it’s 16, 18 or 21.
How long can I rent a holiday home in Oakville for?
It all depends on the Oakville property. To look at a list of options offering extended stays, just type your travel dates and number of people into the Stayz search page. You can look forward to having the whole property to yourself, along with amenities such as a fully-equipped kitchen, air conditioning and an outdoor space where the kids can run around and play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

Explore destinations around Oakville

More Holiday Rentals ideas

People also search for