Vacation rentals in Oakville

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Top-rated vacation rentals in Oakville

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Guest favourite

Guesthouse in Oakville

4.93 out of 5 average rating, 200 reviews

Self Contained Luxury Studio Coach House

Your Perfect Home Away from Home! This immaculate, private studio with a separate entrance is designed for comfort and convenience. Nestled in a peaceful suburb yet centrally located near major highways, it offers walking access to restaurants, grocery stores, and a park. Thoughtfully furnished, it’s cozy in winter, cool in summer, and fully equipped for a hassle-free stay. Guests love the warm ambiance, calling it a truly special experience. Come see why our coach house is the perfect getaway!

Top guest favourite

Apartment in Oakville

5 out of 5 average rating, 9 reviews

Stylish New 2BR Suite w/ Parking

Brand-new, modern 2-bedroom apartment in Oakville, perfect accommodation for up to 4 people. Located near the highway and GO Train, it’s ideal for commuting around the city. The unit features a fully equipped kitchen, in-unit washer and dryer, and a stylish bathroom with a stand-up shower. One bedroom has a king bed, and the other has a queen bed, both designed for comfort. Enjoy high-speed internet and free on-site parking. A great space for business travellers or families in a prime location.

Top guest favourite

Apartment in Oakville

4.99 out of 5 average rating, 107 reviews

Bright, Spacious, Quiet 2 bedroom - Licensed

Quiet family neighborhood great for professionals, couples or small family. Spacious and cozy home away from home. You control heat and cooling fan.Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests must provide identification upon request

Top guest favourite

Apartment in Oakville

5 out of 5 average rating, 40 reviews

Perfect, Peaceful 1 bedroom condo

Enjoy this spacious and quiet and well-lit, 1+ Den condo. Beautiful, serene and spacious, it is perfect for those travelling for work, in need of a productive space, or a peaceful and relaxing vacation. Great for couples looking to explore the Greater Toronto Area. All you need is within 1 km:from major retail centres, grocery stores and restaurants . Walking distance to a local plaza + hiking trails. Boasts a less than 5 minute drive to 3 major highways + only 20 minute drive to Toronto

Top guest favourite

Home in Oakville

5 out of 5 average rating, 12 reviews

Spacious Private Suite | King Bed

Relax in a spacious, private suite in a newly built home. This modern retreat features a comfortable king bed, a walk-in closet, a private bathroom, and a office work area. A kitchenette is also available for your convenience of making light meals and drinks. Located in a great area, you'll be just minutes from shopping, dining, and grocery stores, making it easy to meet all your daily needs. Feel free to reach out with any questions about the suite or the neighbourhood—I’m happy to help!

Guest favourite

Townhouse in Oakville

4.94 out of 5 average rating, 67 reviews

Luxury Urban Town home

Discover urban sophistication at our modern townhome, ideally located for both comfort and convenience. Thoughtfully designed with stylish decor and all the amenities you need, you'll find grocery stores just a short walk away and easy access to highways 401 and 403 for effortless travel. - Superstore, Walmart, LCBO: 10-minute walk - Oakville Trafalgar Memorial Hospital: 10-minute drive - Oakville GO Station: 12-minute drive - Toronto Premium Outlets: 14-minute drive Book your stay today!

Top guest favourite

Apartment in Oakville

5 out of 5 average rating, 16 reviews

Oakville 2BR: Central, Comfy & Close to Everything

Enjoy the convenience of a central Oakville location perfect for families. You’ll be close to everything, including the Waltmar Superstore, Shoppers, Oakville Place, and Toronto Premium Outlets. With easy access to three major highways, public transportation, and the train station, getting around is a breeze. Plus, the nearby hospital offers extra peace of mind. This modern 2-bedroom space is thoughtfully designed for comfort, making it the ideal home base for your Oakville visit.

Top guest favourite

Apartment in Oakville

4.96 out of 5 average rating, 47 reviews

Elegant Condo in Oakville, Ontario

Welcome to this newly furnished, 1-year-old, 1-bedroom condo in the vibrant uptown core. Close to grocery stores. The open-concept layout blends the kitchen, dining, and living areas under high 10-foot ceilings, creating a serene atmosphere. The living room includes a sofa bed, accommodating up to 3 guests. The well-equipped bathroom ensures a comfortable stay. Enjoy free underground parking and access to amenities like a pool and gym. Essentials are provided for two days only.

Top guest favourite

Apartment in Oakville

4.98 out of 5 average rating, 62 reviews

Cozy Basement Apartment in Oakville

Welcome to Your Cozy Oakville Basement Apartment! Newly built, this 2 bedroom apartment holds a open-concept living room that flows into the fully-equipped kitchen, offering a cozy space to relax along with backyard area. Guests have private access through a separate entrance and independent working area. Pond facing, located in a quite neighborhood in close proximity to restaurants and grocery stores. 10-15 mins from Oakville GO Station. 25-30 mins from YYZ Airport .

Superhost

Townhouse in Oakville

4.86 out of 5 average rating, 37 reviews

Luxury Corner Home near Restaurants, Parks & Shops

Welcome to our stylish Oakville townhouse — perfect for families or business travelers! Near Dundas & Trafalgar, walk to parks, Walmart, cafés, and more. Enjoy cozy bedrooms, fast Wi-Fi, full kitchen, and a relaxing living space. Whether you're here for work or a getaway, you’re just 10–15 mins from the Oakville waterfront and Ridgeway Plaza — the largest halal food hub in town. Comfort, convenience, and location all in one! Town of Oakville STA Licence #: 25-115417

Top guest favourite

Loft in Lorne Park

4.96 out of 5 average rating, 1,034 reviews

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

Top guest favourite

Home in Oakville

5 out of 5 average rating, 17 reviews

Casa MEI

Welcome to your home away from home at the beautiful Casa MEI! 🏡 Located in the peaceful Joshua Creek neighbourhood, this newly renovated private basement apartment offers comfort, convenience, and total privacy. With its own separate entrance, Casa MEI is perfect for solo travelers, couples, or business guests looking for a cozy retreat. 10 minutes walk away from Farm Boy, Metro, LCBO, shoppers, Qwench Juice Bar, Oxygen Yoga, and F45.