
Oakville vacation rentals
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Top-rated vacation rentals in Oakville
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Popular amenities for Oakville vacation rentals
Oakville apartment rentals

2-Bedroom Apartment in Downtown Toronto!
First time girls trip to Toronto! Perfect area with great views & the place was super clean, beds & pillows were very comfortable. 10/10 recommend staying here! We will be coming back!

Fully Furnished 2 Bedroom Apartment
Kiro's place was nice and he was responsive all the time. The place was really nice and accessible, which was important for me. I fully recommend this place to others. NB: I really liked the bathroom. This is my main concern when I rent a place.

1 Bedroom Apartment with spacious living room
Very clean apartment..just met our needs perfectly.

Basement for Rent Bolton South Hill
Exactly as pictured and described. Very convenient location and responsive hosts

Cute Private Apartment near University of Toronto
Rhuland's place was exactly what we needed! We were attending an event nearby and it was perfect. So clean and comfortable! In a nice and quiet neighbourhood as well so if you want a place that isn't right in the hustle and bustle of the city, but close enough to it to be convenient, this is the place for you.

Spacious, Private & Secure 1 Bdrm Apt near Airport
The basement apartment was very clean and very well maintained. The neighborhood is convenient to the airport and highways for access to the city, which is about 30 minutes to 1 hour away (depending on Toronto traffic). Recommend considering this as a place to stay.

Stylish 2BR Suite in Leslieville with Parking!
I needed a short temp spot to stay and this was perfect. Markus is friendly and responsive. The space was exactly as advertised, perfectly stocked, furnished, and clean.

Midtown modern 1 bedroom suite
My stay was great! The place was clean, comfortable, and exactly as described. Amir was very responsive and made the whole process easy. I would definitely stay here again!
Other great vacation rentals in Oakville

The Snug 1+1 Suite w/ Free Parking
Overall very good and a much better location than most others. The place is a quite small but you are absolutely paying for the location which is walkable to the CN Tower and close to at least 2 streetcar stations. Overall, had all the amenities listed and a very communicative host.

Holiday retreat in Toronto
We had a wonderful 5-night stay at Ali’s Airbnb in Mississauga. We are a family of 8 (parents traveling with our adult children) visiting Toronto for the first time from Florida. The layout was perfect with plenty of room for everyone. The kitchen had everything we needed and we were surprised to have small touches like shower gel and laundry soap for washing included. The beds were extremely comfortable and the home was very welcoming. Nice quiet neighborhood for those who want a good night of sleep. If we ever visit Toronto again, we will definitely stay here!

My Charming Getaway
The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .

Jungle Made of Concrete: Free Parking & City View
I was forced to book a 2nd property last minute after another host accepted our reservation request despite not being able to accommodate the check in time needed (early/immediate). The initial host charged me for their apartment before informing me that they couldnt allow for the early check in that was specifically mentioned during booking, thus rendering that reservation basically useless. I decided to put my faith in Air BnB to recover the funds for me, and focused on securing last minute accommodations with a host who was able/willing to work with our need to check in more or less that very moment. Thats when I found Cecilia's apartment. It came with a free parking space which was a huge bonus, and was just steps from my orinigal booking (exactly where i needed to be). I reached out to her directly without initiating any reservation, and Cecilia respon promptly. She invited me to come straight away and sent check in instructions just as quickly. Cecilia was fantastic! Thanks!!

Bright & Stylish Suite | Prime Location + Parking
The apartment was spotless, very clean and fresh. Michael's instructions for checking in were easy and clear and although it takes a few minutes to get in and retrieve the key and fob it is not difficult. The advantage of a parking space is priceless. The view is also wonderful we saw the sun coming up and to the West of the apartment there is a clear view out of the city. Great stay and we will be back again. Thank you

Brand New Luxury 2BR apartment in Hamilton
My family was visiting from US and I had the place booked for them. We are wonderfully surprised how amazing and clean the place was. It was certainly beyond our expectations. Kevin is an amazing host and is available promptly if anything is needed. Such a wonderful experience that I will definitely be considering this location again in near future.

Modern Toronto Townhome by the Lake - Free Parking
Nicely decorated. Very clean and comfortable bedrooms. Full bathroom per bedroom. Excellent location right off QEW. Near Lakeshore and Humber area parks with views from nearby restaurants of the city. Lots of great local restaurants. Easy access to highway if travelling outside of Toronto. Close to airport and downtown. Parking for 2 cars was appreciated. Excellent hangout living spaces. Lots of stairs it is a tall townhouse. Host was very friendly and easy to communicate with. Thank you for great stay!

Stunning Bright 2+ Bdrm Luxury w/Free Parking
This is our second time staying here, and Arti's place was perfect for our group of 3 adults, a toddler and a baby. The Beltway proved to be a wonderful alternative to walking on icy sidewalks our first evening and had a wonderful peaceful ambiance as opposed to roads and traffic. The place is exactly as advertised and we would not hesitate to stay here again.
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.
Are there vacation rentals with a dedicated workspace in Oakville?
Yes! Work meets play with ease at over 640 vacation rentals in Oakville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oakville?
Four-legged friends are welcome in Oakville. Choose from more than 200 vacation rentals for guests traveling with pets.
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- The Danforth Music Hall
- Metro Toronto Convention Centre
- Exhibition Place
- Toronto Zoo
- CF Toronto Eaton Centre
- TPC Toronto at Osprey Valley
- Massey Hall
- Royal Woodbine Golf Club
- Clifton Hill
- Harbourfront Centre
- Whistle Bear Golf Club
- Jackson-Triggs Niagara Estate
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Royal Botanical Gardens
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