Oakville vacation rentals

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Discover a selection of 44 homes, 18 apartments, and other vacation rentals in Oakville that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, such as WiFi and cable TV. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Oakville

Find out more about Oakville

Why visit Oakville

  1. Scenic Lake Ontario Views: Enjoy breathtaking panoramas of Lake Ontario, perfect for relaxation and photography.
  2. Charming Neighbourhoods: Explore friendly local communities with unique shops, cafes, and welcoming residents.
  3. Outdoor Adventures: Engage in various outdoor activities across urban parks, catering to families and adventurers.
  4. Vibrant Arts Scene: Immerse yourself in Oakville's lively local art culture through galleries and events.
  5. Diverse Accommodations: Choose from a variety of vacation rentals, from cozy apartments to spacious homes.

Popular types of accommodation in Oakville

Planning a getaway to Oakville? Discover the charm of this picturesque town while enjoying a comfortable stay in a variety of vacation rentals. From houses to cozy apartments and modern condos, there's something for everyone. Whether you're looking for a spacious rental suite or a quaint bedroom apartment, you'll find the perfect accommodation to suit your needs. Explore Halton Hills rentals and make your Oakville experience unforgettable!

  • Houses: A top choice among visitors, offering spacious accommodations perfect for families or groups looking for a home-like experience.
  • Apartments: Ideal for solo travellers or couples, these comfortable and convenient spaces provide easy access to local attractions.
  • Condos: A popular option for those seeking modern amenities and a blend of privacy with community features.
  • Cottages: Quaint and charming, these rentals offer a cozy escape, often surrounded by nature.
  • Villas: Luxurious and spacious, perfect for those wanting a touch of elegance during their stay.**

Top attractions in Oakville

Oakville, Ontario, is perfect for family, city, and business-themed vacations, offering a variety of attractions. Visitors can explore urban parks, event and conference venues, and modern colleges and universities. The area's points of interest cater to those seeking outdoor adventures and family-friendly experiences, making it an ideal destination for travellers looking to immerse themselves in a vibrant city atmosphere.

  1. University of Toronto Mississauga: This modern campus offers a vibrant academic atmosphere with stunning architecture and beautiful green spaces, providing a unique blend of city vibes and scholarly pursuits.
  2. Mississauga Celebration Square: A lively landmark known for its welcoming community spirit, this square hosts various family-friendly events and activities, making it a perfect spot for locals and visitors alike.
  3. Bronte Creek Provincial Park: A picturesque national park that invites adventure with its scenic trails, picnic areas, and outdoor activities, ideal for nature lovers seeking a refreshing escape.

Things to do recommended for couples

Looking for a romantic getaway in Oakville? Experience the thrill of indoor skydiving at iFLY, hit the slopes at Glen Eden, or enjoy a fun round of mini-golf at Putting Edge. Each activity promises adventure and unforgettable moments together!

Things to do recommended for families

Your family vacation in Oakville promises exciting adventures! Enjoy sports at Paramount Fine Foods Centre, unleash fun at Playdium's arcade, and explore the outdoor delights of Amazing Adventures Playland. Each destination offers a fantastic atmosphere for family bonding and memorable experiences.

Things to do recommended for groups

In Oakville, groups can shop at Square One Shopping Centre, enjoy a round of golf at Glen Abbey Golf Course, or experience the arts at the Living Arts Centre. Each location offers a unique blend of entertainment, culture, and outdoor fun, perfect for creating lasting memories together.

What do I need to keep in mind when booking a vacation in Oakville

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your search effectively. Here are some helpful Vrbo booking tips for you.

  • Traveling to Oakville with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Oakville with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oakville: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Oakville: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Oakville

Oakville, Ontario, offers a delightful blend of family-friendly activities and vibrant urban experiences. Explore its charming neighbourhoods, where friendly locals welcome visitors with warmth. Enjoy panoramic views of Lake Ontario and immerse yourself in the lively local art scene. Just a short drive away, you'll find more attractions in nearby cities, perfect for active families and business travellers alike. Discover the unique atmosphere that makes Oakville a memorable destination for all.

  • Mississauga: Located approximately 14.5km from Oakville, Mississauga is a vibrant city that offers a blend of family-friendly activities, business opportunities, and urban experiences. Known for its extensive shopping options, visitors can explore the Square One Shopping Centre, one of the largest malls in Canada. The city is also home to various sports facilities, including stadiums and convention centres, making it a hub for events and entertainment. Whether you're looking for a family outing or a place to conduct business, Mississauga provides a dynamic environment to explore.
  • Sheridan: Just 6.4km away from Oakville, Sheridan is a charming neighbourhood that attracts visitors for its strong emphasis on education and community. The area is well-known for the Sheridan College, which offers modern facilities and a vibrant student life. In addition to educational opportunities, visitors can enjoy shopping in local centres and experience the welcoming atmosphere of the community. Sports enthusiasts will appreciate the proximity to various stadiums, making Sheridan a delightful stop for both leisure and learning.
  • Clarkson: Also located 6.4km from Oakville, Clarkson is a picturesque neighbourhood that draws families and tourists alike. The area is known for its charming shops and theatres, providing a great experience for culture lovers. Visitors can enjoy the lively atmosphere of local shopping centres or catch a performance at one of the nearby theatres. With sports facilities and scenic tourist precincts nearby, Clarkson offers a well-rounded experience for those looking to explore a friendly community full of character.

Best time to go to Oakville

If you're planning a trip to Oakville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.3°F (-3.7°C)Light RainMostly CloudyAverageSlightly Low
February25.5°F (-3.6°C)Light RainMostly CloudyAverageSlightly Low
March33.8°F (1.0°C)Light RainMostly CloudyAverageSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageAverage
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyAverageSlightly High
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.1°F (21.7°C)Light RainMostly SunnySlightly HighSlightly High
September64.9°F (18.3°C)Light RainMostly SunnySlightly HighAverage
October53.2°F (11.8°C)Light RainMostly SunnySlightly LowAverage
November41.5°F (5.3°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can make a significant difference, as prices tend to vary. Additionally, opting for a longer stay often leads to considerable savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your trip!

Vrbo Trips: Planning made easy

Vrbo’s unique Trip Board offers you a convenient way to plan your travels, allowing you to create new trips, pick up where you left off, or easily view and organize your itineraries. You can find the properties you’ve saved or previously booked under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to lively Oakville

Enjoy the area's musicals, theater scene and entertainment and make a vacation rental your home during your stay 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 vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Oakville

Are you looking for attractions to see during your stay? Venture out of your vacation home and check out everything that makes Oakville a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 looking for fun outdoor activities or just want to take in the scenery, Oakville is a great place to spend some time outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • 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)

Traveling to and around Oakville

Fly into Toronto Pearson Intl. Airport (YYZ), the closest airport, located 15.3 mi (24.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Billy Bishop Toronto City Airport (YTZ), which is 18.5 mi (29.8 km) away.

If you'd rather travel 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 vacation rental?
Bronte is among the more in-demand neighborhoods for a vacation 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 vacation rental accommodation in Oakville?
The most sought-after types of vacation rentals in Oakville are houses. Searching for something different? Vrbo has plenty of options to match our guests’ requirements, so you’ll see vacation 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 vacation rental in Oakville?
Season, property type and length of stay are among the factors that can determine the price of a vacation home. Simply add your travel dates to find your perfect fit. From cozy country cottages to expansive luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Oakville?
The average price for a vacation rental 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 Vrbo 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 rental amenities in Oakville?
When it comes to rental amenities that guests look for in Oakville, a fireplace, free WiFi and an oven rank highest. With Vrbo vacation rentals, 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 vacation rental in Oakville?
The minimum age can differ across properties on Vrbo, so double-check the rules of the vacation rental in Oakville you want. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental 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 Vrbo 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.

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