Oakville vacation rentals

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Welcome to Oakville, a picturesque gem where charming neighborhoods meet stunning waterfront views. Stroll through Central Oakville’s delightful boutiques, or unwind in lush urban parks that beckon adventure seekers and families alike. With rich cultural experiences at the Oakville Museum and vibrant local dining in Kerr Village, there's something for everyone. Choose from a variety of vacation rentals, where you can enjoy the comforts and amenities of home while creating unforgettable memories with your loved ones.

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Find out more about Oakville

Why visit Oakville

  • Beautiful urban parks: Enjoy the scenic vistas and recreational opportunities offered by Oakville's well-maintained parks.
  • Charming neighborhoods: Explore picturesque areas featuring lovely family homes and stunning waterfront views.
  • Vibrant downtown: Experience a lively shopping and dining scene in the heart of Oakville.
  • Diverse accommodations: Choose from a wide range of vacation rentals, including homes, apartments, and stylish condos.
  • Nearby attractions: Take advantage of easy access to various excursions and activities that suit any budget.

Popular types of accommodation in Oakville

Discover the charm of Oakville with our diverse selection of vacation rentals. Whether you're seeking a private vacation home, a cozy apartment, or a stylish condo, we have options to suit every traveler's needs. From spacious house rentals to convenient hotels, Oakville offers an array of accommodations that ensure a comfortable stay. Explore our vacation rentals in Oakville and find the perfect spot for your next getaway.

  • Houses: The top choice for visitors in Oakville, offering spacious and comfortable stays perfect for families or groups.
  • Apartments: A popular selection for those seeking modern amenities and a central location for exploring the area.
  • Condos: A favored option providing a blend of style and convenience, ideal for short-term stays.
  • Cottages: These quaint retreats offer a charming atmosphere, perfect for a peaceful getaway.
  • Villas: A luxurious choice for travelers looking for upscale accommodations with plenty of space.**

Top attractions near Oakville

Oakville, Ontario, offers a delightful mix of attractions perfect for families, business travelers, and city explorers alike. Visitors can enjoy beautiful urban parks, modern colleges and universities, and various event and conference venues. Whether you're looking for outdoor adventures or a vibrant city experience, Oakville has something to cater to every traveler's needs, making it an ideal destination for your next vacation.

  • University of Toronto Mississauga: Experience a vibrant campus atmosphere with modern architecture, diverse programs, and beautiful natural surroundings. Enjoy city vibes while exploring art exhibits and engaging in cultural events.
  • Bronte Creek Provincial Park: Embrace adventure in this stunning provincial park featuring hiking trails, picnicking areas, and scenic views of lush landscapes. Perfect for outdoor enthusiasts and families looking to connect with nature.
  • Mississauga Celebration Square: A lively landmark great for families, offering events, festivals, and public art. Enjoy friendly community vibes and a space for relaxation in the heart of the city.

Things to do recommended for couples

For a romantic getaway in Oakville, try iFLY Toronto for an adventurous indoor skydiving experience. Enjoy a fun round at Putting Edge mini-golf, perfect for couples. If you're up for a drive, Glen Eden Ski and Snowboard Centre offers thrilling skiing just 13 miles away.

Things to do recommended for families

Your family vacation in Oakville will be filled with excitement. Visit the Paramount Fine Foods Centre for thrilling sports events, unleash your competitive spirit at Playdium's arcade games, or enjoy outdoor fun at Amazing Adventures Playland. Each location offers fantastic vibes for an unforgettable family experience.

Things to do recommended for groups

In Oakville, groups can enjoy shopping at Square One Shopping Centre, just 9 miles away, play a round at Glen Abbey Golf Course, or experience culture and entertainment at the Oakville Centre for the Performing Arts, all while soaking in the local vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, with family, bringing pets, or seeking extended stays, be sure to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Oakville with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Oakville with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Oakville: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that your whole family feels at home.
  • Planning for a long term stay visiting Oakville: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, 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 as well.

Where to stay in Oakville

Oakville, Ontario, is an ideal destination for families and business travelers alike, offering a warm, friendly atmosphere. Explore charming neighborhoods featuring beautiful family homes and waterfront views. Enjoy the vibrant downtown area, perfect for shopping and dining. With a variety of vacation rentals to choose from, Oakville promises a memorable getaway, whether you're seeking relaxation or adventure. Nearby attractions make it easy to plan excursions that fit any budget, ensuring a delightful experience for every visitor.

  • Toronto: Toronto, a vibrant metropolis, is known for its diverse culture and bustling city life. As the largest city in Canada, it offers travelers an exhilarating urban experience filled with family-friendly attractions, outdoor activities, and shopping galore. Don't miss the iconic CN Tower, where you can enjoy panoramic views of the city. The nearby sports facilities and theaters provide entertainment options for all ages, making it a perfect day trip from Oakville. With its extensive public transportation network, exploring Toronto is seamless and enjoyable.
  • Mississauga: Located 9 miles from Oakville, Mississauga is a dynamic city that blends business and leisure. Known for its family-oriented atmosphere, visitors can explore the vibrant Square One Shopping Centre, which features an array of shops and dining options. For those interested in sports, the local stadiums and convention centers host various events throughout the year. This city is also home to beautiful parks and waterfront areas along Lake Ontario, providing ample opportunities for outdoor activities, making it a great addition to your itinerary.
  • Sheridan: Situated only 4 miles from Oakville, Sheridan is a charming neighborhood that offers a perfect mix of education and recreation. Known for its educational institutions, it draws families and students alike. Enjoy a leisurely day exploring local shopping centers and parks, or take in a game at the nearby sports stadium. Sheridan's friendly atmosphere and community-driven events make it a delightful spot to visit, ensuring a memorable experience just a short drive from Oakville.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We’re here to help you find the best options for your adventure.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your travels seamlessly. It provides a convenient space to create new trips, carry on with your existing plans, or review and organize your bookings. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To explore your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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.

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.

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:

  • Bronte Creek Provincial Park (6 mi / 9.6 km)
  • Centennial Park (13.8 mi / 22.2 km)
  • Royal Botanical Gardens (15.5 mi / 25 km)
  • High Park (17 mi / 27.3 km)
  • RBC Echo Beach (17.8 mi / 28.7 km)
  • Trinity Bellwoods Park (18.5 mi / 29.7 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 are the best areas to stay in a vacation rental in Oakville?
Finding the right spot for your vacation rental in Oakville means thinking about what kind of trip you're planning. Vrbo helps you find a whole place to yourself, offering more space and privacy to settle in comfortably. Here are some top picks for different types of stays:
  • Best for golf enthusiasts: Glen Abbey offers a selection of vacation rentals, including apartments and private homes, with easy access to the Glen Abbey Golf Course, just about 2 miles away.
  • Great for groups and lake access: Bronte features several houses, many suitable for larger groups, and is conveniently located about 2 miles from Bronte Harbour and close to Bronte Creek Provincial Park.
  • Ideal for a mix of activities: West Oakville provides a selection of houses and apartments, with some properties offering hot tubs and proximity to Kerr Village, about 2 miles away, for local charm.
  • Good for longer stays and nature lovers: West Oak Trails has several apartments and private homes, with many options for extended visits, and is about 2 miles from Bronte Creek Provincial Park.

What are the most popular vacation rentals in Oakville?
Vacation rentals in Oakville offer a variety of choices, with over 100 properties available for your stay. Houses are the most popular option, making up the majority of rentals, providing ample space and privacy for families and groups. You'll also find a good selection of apartments and condos, which are often a great fit for couples or smaller groups looking for convenience. These popular property types are spread across areas like Glen Abbey, Bronte, and West Oakville, offering different vibes depending on what you're looking for.
What amenities do vacation rentals in Oakville usually offer?
Vacation rentals in Oakville are well-equipped to make your stay comfortable and convenient. Most properties include essential amenities like fully equipped kitchens, allowing you to prepare meals and save on dining out. You'll also commonly find in-unit washers and dryers, making longer stays or family trips much easier. Many rentals provide free Wi-Fi, air conditioning, and parking. For those looking for outdoor enjoyment, a selection of properties also feature balconies or terraces, and some even offer access to pools.
Are there family-friendly vacation rentals in Oakville?
Yes, you'll find around 15 family-friendly vacation rentals in Oakville, primarily houses and apartments, with some condos also available. These properties often come with amenities designed for families, such as laundry facilities, fully equipped kitchens, and outdoor play areas. For families traveling with infants or toddlers, some rentals also provide high chairs and travel cribs. Areas like Bronte and West Oakville offer a selection of properties suitable for families, providing a comfortable base for your adventures.
Are there pet-friendly vacation rentals in Oakville?
Yes, there are around 20 pet-friendly vacation rentals in Oakville, with houses being the most common type, alongside some condos and apartments. These properties welcome your furry companions, and a few even offer secured yards for your pet's enjoyment. You'll find pet-friendly options in areas like Bronte and West Oak Trails, which are also close to outdoor spaces like Bronte Creek Provincial Park, perfect for walks and exploring with your pet.
What are the best areas for group vacation rentals in Oakville?
For groups planning a trip to Oakville, you'll find over 40 vacation rentals that can comfortably accommodate everyone. Houses are a popular choice for groups, offering multiple bedrooms and spacious living areas. Areas like Bronte and West Oakville are great starting points for group stays, with several properties available. Many of these rentals come with amenities like large kitchens for shared meals, laundry facilities, and ample parking, making it easy for everyone to settle in and enjoy their time together.
What are the best luxury vacation rentals in Oakville?
Oakville offers a selection of luxury vacation rentals, with houses being the predominant type for an upscale stay. These properties often feature premium amenities designed for comfort and indulgence, such as private pools, hot tubs, and balconies or terraces with pleasant views. While luxury options are available throughout the city, you might find a few exclusive properties in neighborhoods like Glen Abbey, Bronte, and West Oakville, providing a refined experience for guests.
Are there any budget-friendly vacation rentals in Oakville?
Yes, you can find over 50 budget-friendly vacation rentals in Oakville, offering great value for your trip. These options primarily include houses, apartments, and condos. To find the best value, consider areas like Bronte, Glen Abbey, and West Oakville, where several budget-friendly properties are available. Many of these rentals come with amenities like fully equipped kitchens, in-unit laundry, and free Wi-Fi, helping you save money during your stay. Opting for a vacation rental allows groups to split costs, making a comfortable stay more affordable.
Are there any vacation rentals in Oakville with a pool?
Yes, a selection of vacation rentals in Oakville come with pools, primarily houses. These properties often feature outdoor pools, with some offering heated pools for extended enjoyment, and even private pools for enhanced privacy. You might find properties with pools in areas like Glen Abbey and West Oakville, providing a refreshing amenity for your stay.
Are there any vacation rentals in Oakville with a hot tub?
Yes, several vacation rentals in Oakville offer hot tubs, with houses being the most common property type, along with some apartments and condos. These hot tubs provide a relaxing way to unwind after a day of exploring. You'll find properties featuring hot tubs in areas like West Oakville, offering a soothing amenity for your getaway.
What are popular rental amenities in Oakville?
In Oakville, travelers can expect a range of popular vacation rental amenities that enhance their stay. Most rentals offer onsite parking, which is especially convenient for those traveling by car. Kitchens are commonly included, allowing guests to prepare their own meals and enjoy the comforts of home. Many properties also feature coffee and tea makers, ensuring that guests can start their day with a warm beverage. Additional amenities such as paper towels are often provided for convenience, and many rentals are pet-friendly, accommodating travelers who wish to bring their furry companions along.
When is the best time to visit Oakville for a vacation rental?
The best time to visit Oakville for a vacation rental is during the summer months, particularly in July. This period marks the peak season, attracting travelers eager to enjoy the vibrant setting and warm weather. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, visitors can comfortably explore Oakville's picturesque waterfront, indulge in outdoor dining, and partake in various festivals and events that bring the community to life.

July also offers a delightful array of activities, from sailing on Lake Ontario to attending live music performances in local parks. The charming streets are bustling with energy, making it an ideal time for those seeking a lively vacation experience filled with outdoor adventures and cultural attractions.

For those looking for a more budget-friendly option, consider visiting in November. Although this month is quieter, it provides a wonderful opportunity to explore Oakville's stunning fall scenery. The changing leaves create a beautiful backdrop for leisurely strolls, and the local shops offer unique finds during this off-peak time.

Ultimately, your choice of when to visit Oakville should align with your preferences for vibrant summer activities or the tranquil beauty of autumn.
How early should I book a Oakville vacation rental?
Book your Oakville vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oakville, Ontario, Canada?
In Oakville, visitors can enjoy a variety of attractions that showcase the area's natural beauty and cultural heritage. The Oakville waterfront along Lake Ontario features picturesque parks like Bronte Creek Provincial Park and the serene Oakville Harbour, superb for leisurely walks, picnics, and water activities. The downtown area is vibrant with boutique shops, cafes, and restaurants, particularly along Lakeshore Road, where visitors can also find the historic Oakville Town Hall and the charming Oakville Museum, which provides insights into the town's history.

For art enthusiasts, the Oakville Centre for the Performing Arts hosts a range of performances and events throughout the year. Additionally, the Glen Abbey Golf Club, known for its world-class course and beautiful landscape, attracts golf lovers from all over. Nature lovers can explore the trails and scenic views at the nearby Sixteen Mile Creek or visit the nearby Royal Botanical Gardens for a more extensive experience of local flora.
Can I change or cancel my Oakville home rental booking on Vrbo?
To find Oakville vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oakville vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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