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Oakville vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Oakville vacation rentals

Stay near Oakville's top sights

St. Louis Bar & Grill71 locals recommend
Oakville Place36 locals recommend
Whole Foods Market42 locals recommend
Fortinos35 locals recommend
Metro30 locals recommend
Cineplex Cinemas Winston Churchill30 locals recommend

Oakville apartment rentals

Superhost
A spacious living area features light wood flooring and large windows that allow natural light to fill the room. A comfortable sofa is positioned near a sleek entertainment unit, while a dining table with chairs is visible in the background.
Apartment in Downtown Toronto
4.79 out of 5 average rating, 61 reviews

2-Bedroom Apartment in Downtown Toronto!

CassidyRating, 5 stars2 weeks ago
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!
Superhost
A spacious bed is positioned against a neutral wall, complemented by two dark blue pillows and a soft gray blanket. A neatly folded towel set is placed at the foot of the bed, while a small nightstand stands beside it, adding functionality to the room.
Apartment in Streetsville
4.68 out of 5 average rating, 19 reviews

Fully Furnished 2 Bedroom Apartment

UchechiRating, 5 stars20 months ago
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.
Superhost
A modern living room features a sleek brown sofa with tufted design, positioned against a light-colored wall. A glass side table is located next to the sofa, and a soft green area rug complements the decor. Natural light softly illuminates the space.
Apartment in Dixie
4.77 out of 5 average rating, 111 reviews

1 Bedroom Apartment with spacious living room

MyriahRating, 5 stars1 week ago
She was so sweet & accommodating for my little fam! She even came out to give my little one some Easter treats. Very friendly and communicative :) Space was very clean
Guest favorite
A cozy corner is featured, showcasing a patterned sofa with two gray cushions beside a glass table. A flat-screen television is positioned in front of the seating area. A framed artwork of tulips adds a touch of decor to the wall, enhancing the neutral tones of the room.
Apartment in Caledon
4.82 out of 5 average rating, 200 reviews

Basement for Rent Bolton South Hill

SatyendraRating, 5 stars1 month ago
It was a nice pleasant stay. The host were extremely nice and respectful. We had a great time, also the great spot to be staying. They responded to my message in like no time. Such nice people. God bless them. Can’t wait to visit again.
Guest favorite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Apartment in Midtown
4.94 out of 5 average rating, 157 reviews

Cute Private Apartment near University of Toronto

KelleyRating, 5 stars3 months ago
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.
Top guest favorite
The spacious open-concept living and dining area features a sectional sofa with decorative pillows, a dining table with chairs, and a wall-mounted television. Light-colored walls and warm flooring create a welcoming environment, while artwork adorns the walls, enhancing the contemporary design.
Apartment in Mississauga
4.95 out of 5 average rating, 65 reviews

Spacious, Private & Secure 1 Bdrm Apt near Airport

ShawnRating, 5 stars6 months ago
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.
Guest favorite
A modern living area features a comfortable gray sofa with a patterned accent cushion. A round dining table with matching chairs is positioned opposite the sofa. Light streams through two windows, complemented by soft green walls and a flat-screen TV mounted on the wall.
Apartment in Leslieville
4.85 out of 5 average rating, 137 reviews

Stylish 2BR Suite in Leslieville with Parking!

ThomasRating, 5 stars4 months ago
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.
Top guest favorite
An open living space is visible, featuring a large leather sofa and a glass coffee table. A modern kitchen equipped with high-end appliances is adjacent, complemented by a round dining table with four stylish chairs. Natural light brightens the area.
Apartment in Davisville Village
4.95 out of 5 average rating, 134 reviews

Midtown modern 1 bedroom suite

TheresaRating, 5 stars1 week ago
Amir's place was wonderful. It was very clean, well furnished, quiet, and in a great location. Check-in and out was very easy, and communication was very good! Amir had many extras (in both the kitchen and bathroom), which made everything very pleasant. Thanks for these extra touches Amir!

Other great vacation rentals in Oakville

Guest favorite
An open kitchen and living area is presented, featuring sleek, modern cabinetry and appliances. A dining table with seating for four is visible, alongside a black leather couch. Natural light filters through large windows, highlighting the warm wooden flooring and decorative green plants.
Apartment in Downtown Toronto
5 out of 5 average rating, 5 reviews

The Snug 1+1 Suite w/ Free Parking

Paul LRating, 5 stars3 days ago
Excellent apartment everything is close the host responds to any h it's really appreciated
Guest favorite
The exterior view features a modern two-story house with a stone facade and a welcoming front porch. A neatly landscaped yard with shrubs and a tree provides a touch of greenery. The double garage doors are prominently displayed, complementing the home's elegant design.
Home in Churchill Meadows
4.9 out of 5 average rating, 39 reviews

Holiday retreat in Toronto

GokilaRating, 5 stars2 weeks ago
Really wonderful experience staying here. The house was perfect for our family. Everything was clean and comfortable. Would definitely stay again, highly recommend!!
Superhost
The kitchen features modern cabinetry and a sleek countertop made of speckled granite. Stainless steel appliances include a refrigerator, oven, and dishwasher. A coffee maker is positioned for easy access, and natural light filters through the window above the sink.
Home in Brampton
4.75 out of 5 average rating, 4 reviews

My Charming Getaway

MichelleRating, 5 stars8 months ago
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. .
Superhost
The living area features a sectional sofa adorned with cushions, a round dining table, and a backdrop of large windows displaying city views. An exposed brick wall adds character, while a hanging planter and stylish light fixtures enhance the space. A TV is mounted on the wall, complemented by a sleek media console.
Apartment in Downtown Toronto
4.83 out of 5 average rating, 41 reviews

Jungle Made of Concrete: Free Parking & City View

CatharineRating, 5 stars1 month ago
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!!
Top guest favorite
A modern living area features a cozy gray sofa adorned with soft cushions and a textured throw. A sleek entertainment center holds a 55" smart TV. Large windows provide panoramic views of the city, while light streams in, creating a bright atmosphere.
Apartment in Downtown Toronto
5 out of 5 average rating, 10 reviews

Bright & Stylish Suite | Prime Location + Parking

JennyRating, 5 stars1 week ago
Excellent! Met our expections ! Will definitely return! Very much recommend the apartment and Michael was a great host! Thank you for everything !
Guest favorite
A spacious studio area features large floor-to-ceiling windows offering urban views. A comfortable bed, adorned with fresh linens, is positioned near a modern dining space. A stylish floor lamp provides soft lighting, while greenery adds a touch of nature to the contemporary decor.
Apartment in Downtown Toronto
4.86 out of 5 average rating, 44 reviews

Amazing 2-Bedroom Condo + 1 Free Parking

PeterRating, 5 stars6 days ago
This spot is in prime downtown location. Park the car in the garage and walk to most everywhere you want to visit. One of the best Thai restaurants is the next block over. We really enjoyed our stay.
Top guest favorite
A light-filled living area is presented with pale blue walls and wooden flooring. Comfortable white seating is arranged around a coffee table, near a gas fireplace. A large television is mounted above the fireplace, and greenery is provided by potted plants in the corners.
Townhouse in Mimico
4.95 out of 5 average rating, 21 reviews

Modern Toronto Townhome by the Lake - Free Parking

KanashiroRating, 5 stars3 weeks ago
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!
Superhost
A light-filled living area is portrayed with a mix of modern furnishings, including a gray sofa and wooden accent chairs. The open layout connects to a private outdoor space through glass doors, while a sleek kitchen with a bar seating area is visible in the background.
Home in Midtown
4.7 out of 5 average rating, 93 reviews

Stunning Bright 2+ Bdrm Luxury w/Free Parking

John And IlsaRating, 5 stars3 months ago
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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