
Vacation rentals in Oakville
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Top-rated vacation rentals in Oakville
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Vacation rentals for every style
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Popular amenities for Oakville vacation rentals
Other great vacation rentals in Oakville

Cozy apartment with Free Parking !
Really enjoyed my stay, the place was exactly what I was looking for. Thanks again

Debonair Home near Downtown Oakville
Everything was perfect! Thank you!

Exclusive Luxury Townhouse - Prime Location
Super clean and beautiful stay. The host was super responsive and there was plenty of space for me, my bridesmaids, makeup team, and family the morning of my wedding day as we were getting ready.

Chic City Escape - Modern 2 Bedroom Haven
Perfect accommodation,very clean and convenient.

Luxurious Prince Mansion
Honestly, this house was well worth the cost. I would have preferred unattended checkin (mostly because we arrived so late and I felt bad for Aziz!) but he was punctual and didn't complain a whit about the hour. The shower was so fancy (3 showerheads, 4 knobs!) that it likely would have taken me another day to fully figure out all the permutations. The house overall was exquisite, from furnishing to location, we couldn't have asked for more. There were a host of restrictions about "partying" but honestly this was a family trip and not a concern for us. The family still enjoyed the hot tub until 1am while older members of the group went off to a perfectly peaceful sleep before 10pm. There was room enough for everyone to have their own way and plenty of spaces in which to come together.

Remy Martin Spa Suite
The place looked exactly like the pictures and had all the listed amenities. The host was very helpful and responsive. Absolutely loved the stay and would book again! :)

Entire suite in Oakville
This is a nice spot to stay if you are wanting to be near Toronto, but not quite in the city itself. Clear communication, and a good amount to do in the nearby area (especially with respect to food options or light outdoor activities).

The Serenity Home Pool/Yoga/Game Room by the Lake
We loved staying here over the holidays! The house is exactly as pictured, clean, spacious, with really cozy beds. The neighbourhood was so quiet but close to everything, and the walking trails on the lake at the end of the street are great. We'd love to come back in the summer to take advantage of the pool and backyard!
Quick stats about vacation rentals in Oakville
Total rentals
970 properties
Total number of reviews
17K reviews
Family-friendly rentals
460 properties are a good fit for families
Pet-friendly rentals
200 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
640 properties have a dedicated workspace
Frequently Asked Questions
How is the weather in Oakville?
Oakville experiences a humid continental climate. Summers are typically warm, with temperatures around 82°F (28°C). Winters can be cold, with temperatures often around 23°F (-5°C), and are perfect for winter activities like ice skating. Fall and spring are mild and invite outdoor exploration.
What are some of the best things to do in Oakville?
Oakville is a treasure trove of activities. Explore the beautiful waterfront parks, wander through the Oakville Museum, or stroll through the Royal Botanical Gardens. Don't miss the opportunity to visit the Oakville Galleries for a taste of contemporary art.
What is the best time of year to visit Oakville?
Summer, from June to August, attracts many visitors to Oakville with warm weather and outdoor activities. Popular local events include the Oakville Children's Festival in July and the Downtown Oakville Jazz Festival in August, which bring a festive atmosphere to the town.
What are the best places to stay in Oakville?
You can find a range of accommodation options across Oakville. Downtown Oakville, with its historic charm, shops, and eateries is a popular choice. Bronte Village, known for its waterfront views and vibrant community, is another preferred area. Kerr Village is also appealing with its art galleries and a lively dining scene.
What are the best places to visit in Oakville?
Some popular places in Oakville include the Oakville Lighthouse, Bronte Heritage Waterfront Park, and Gairloch Gardens. History enthusiasts often explore the Oakville Museum, while art lovers enjoy the Oakville Galleries.
What are some hiking trails in Oakville?
For hiking enthusiasts, Oakville has scenic trails. The Waterfront Trail offers stunning lake views, while the Sixteen Mile Creek Trail provides diverse landscapes. The Lions Valley Park also has a network of trails through picturesque woodland.
What are some family activities to do in Oakville?
Families in Oakville can enjoy a picnic at one of the many parks, explore the interactive exhibitions at the Oakville Museum, or take a walk along the Waterfront Trail. A visit to the Bronte Creek Provincial Park, with its outdoor pool and farm, is a popular option for families.
What are some of the best day trip ideas in Oakville?
Consider a day trip to the charming town of Niagara-on-the-Lake, just 65 miles (105 km) away. You could also venture to Toronto, just 25 miles (40 km) away, for an urban adventure. Another popular option is a visit to the Royal Botanical Gardens in nearby Burlington.
How much does it cost to stay in bungalow rentals in Oakville?
Experience the best of Oakville with our bungalow rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Oakville condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Oakville, available on Airbnb. Make a splash and soak up the sun in style!
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club
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