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Vacation rentals in Oakwood Village

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Top-rated vacation rentals in Oakwood Village

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
A cozy bedroom is presented with two comfortable beds adorned with quality linens. Soft lighting from recessed fixtures casts a gentle glow over the space. A television is positioned on a dark stand, and a piece of wall art adds a touch of color.
Home in Oakwood Village
4.92 out of 5 average rating, 38 reviews

Toronto Cozy Home Retreat

**Entire space**with kitchen and bathroom **Cozy Bedroom**: 2 comfy beds and quality linens. **Modern Bathroom**: A clean and updated bathroom equipped with fresh towels and toiletries. **Fully Stocked Kitchen**: Prepare meals with ease using our modern appliances and kitchenware. Includes a microwave, fridge, and stove. **Living Space**: A comfortable area with a desk and Wi-Fi, perfect for work or relaxation. **Fitness Corner**: Keep up with your fitness routine with the onsite exercise bike

Guest favorite
An open living area features a light-colored sofa covered with a protective cover, a coffee table, and a flat-screen TV mounted on the wall. Natural light enters through large windows dressed with sheer curtains, complementing the warm wood tones of the flooring.
Guest suite in Oakwood Village
4.92 out of 5 average rating, 51 reviews

Chic Midtown Toronto Suite / Newly Renovated

Welcome to our stylish and newly renovated suite located in the trendy St. Clair Avenue West area of Midtown Toronto! The suite features a spacious bedroom with a plush queen-sized bed, a fully equipped kitchen with brand-new appliances, and a sleek bathroom with a luxurious rain shower. Enjoy the convenience of being just steps away from top restaurants, cafes, and shopping in one of Toronto’s most vibrant neighbourhoods. 20 minutes walk to St. Clair West station, 5 minutes to the streetcar.

Guest favorite
A Mid-Century Modern themed bedroom features a queen bed with crisp white linens and decorative pillows in warm tones. Floral artwork adorns the walls above the bed. A nightstand holds a lamp and a small vase with flowers, adding a touch of color to the space.
Guest suite in Earlscourt
4.95 out of 5 average rating, 146 reviews

Midtown Mid-Mod

Bright, clean and spacious lower-level guest suite located in Mid-Town’s trendy St. Clair West neighbourhood. Our suite is best suited for adults who want to explore the city and take in the sites, business travelers who want privacy and a comfortable workspace or families visiting relatives. We offer the amenities you’d need and some you wouldn’t expect. Mid-mod inspired bedroom with Queen bed makes for a great place to rest your head after a visiting one of our many trendy local restaurants.

Top guest favorite
A modern dining area is presented, featuring a round glass table supported by a wooden base. Two white chairs are positioned around the table. A decorative bowl sits at the center, while a small indoor plant adds a touch of greenery nearby. Bright white walls enhance the space.
Home in Earlscourt
5 out of 5 average rating, 21 reviews

Cozy Home in Corso Italia

The whole group will enjoy easy access to everything from this centrally located bright, separate entrance basement apartment. Five minute walk to a Main Street bus and streetcar, can park on both sides of the street during the day and free parking 6pm-7am on the adjacent street. This unit has high ceilings, ample light with a private room and option to convert sectional to a 2nd Queen size bed. Walking distance from restaurants & shops and a streetcar ride to subway & major city attractions.

Guest favorite
An open-concept basement suite is shown, featuring a spacious bed with fresh linens. A large smart television is mounted on the wall, and a kitchenette with modern appliances, including a fridge and coffee maker, is visible in the background. Light wood flooring enhances the room's brightness.
Guest suite in Earlscourt
4.91 out of 5 average rating, 163 reviews

A cozy suite in transit friendly Corso Italia.

A newly, hotel inspired, renovated cozy basement suite in the transit-friendly neighbourhood of Corso Italia. The suite includes an open-concept living, kitchenette, high-speed internet and everything you need for a perfect stay in Toronto. Less than a 10 minute walk from a variety of restaurants, a park, and shops on St. Claire avenue. With public transportation steps away( 1 minute to a bus stop), it's a perfect base for exploring the neighbourhood and the city. Parking is available!

Guest favorite
A modern living area features a sleek white sofa adorned with yellow and gray pillows. A round black coffee table is positioned in front, displaying magazines. A vibrant artwork hangs on the wall, complemented by a floor lamp and a decorative lantern in the background.
Home in Oakwood Village
4.89 out of 5 average rating, 96 reviews

Spacious 1 BD basement apartment

Forget your worries in this spacious and serene space. Peaceful neighborhood in central Toronto. This unit is everything you need. Perfect for couples. 700 sq ft, brand new furniture, transit-friendly and a 10 minute walk to a variety of restaurants and coffee shops. Transit will take you in Downtown in 20 min. Fresh linens, towels, Wi-Fi, coffee maker, toaster are provided. Guests have a private seperate entrance. I want people to feel comfortable in the space 6ft max height is recomended.

Superhost
A stylish living area showcases a yellow sofa adorned with decorative pillows, paired with a glass coffee table. Vibrant curtains framed by large windows enhance natural light. A flat-screen TV is mounted on the wall, and a wooden sideboard adds warmth to the space.
Apartment in Earlscourt
4.78 out of 5 average rating, 55 reviews

Blue Haven- Beautiful home in perfect location

Relax in this spacious private retreat minutes to downtown. This stylish place to stay is perfect for those looking to experience life in a multi-cultural Toronto neighborhood. Located in the heart of the city's Corso Italia, this quiet, spacious home offers comfort and style. Experience life like a Toronto local, with stores, coffee shops, restaurants, bakeries, and parks at your doorstep. Explore Salsa on St. Clair, historic Casa Loma and Wychwood Barn Farmers Market. NO SMOKING NO PETS

Guest favorite
A welcoming living area features a plush circular ottoman at the center, surrounded by two vibrant blue armchairs. A comfortable blue sofa is positioned against a wall of large windows, offering ample natural light. A decorative area rug adds warmth, while soft lighting enhances the inviting space.
Home in Oakwood Village
5 out of 5 average rating, 11 reviews

Spacious 3BR Home with Backyard • Great Location

Welcome to a spacious 3-bedroom home—perfect for remote work, or family getaways. With a fully equipped kitchen, large dining area, and cozy living room, there's plenty of room to relax. The lower-level features a big-screen TV, loaded bookshelf, games, and an office desk. Each bedroom offers comfortable sleeping arrangements with fresh linens. Enjoy the private backyard, fast Wi-Fi, and in-suite laundry. A well-designed space that feels like home—whether you're staying a week or a month.

Top guest favorite
A bright living area is furnished with a light-colored sofa and a pair of wooden side tables. A textured area rug covers the hardwood floor, while natural light is allowed in through a nearby window. A small desk and chair are positioned against the wall.
Home in Earlscourt
5 out of 5 average rating, 64 reviews

Cozy and Modern Lower-Level Suite in Corso Italia

Welcome to your home away from home! This newly updated, bright and cozy suite is nestled in Toronto’s buzzing Corso Italia neighbourhood. This apartment offers the perfect blend of comfort, privacy, and convenience. Whether you're here for a short stay or a longer getaway, you'll enjoy a comfortable retreat in this recently renovated and thoughtfully designed space. You will have access to the entire apartment accessible via a separate entrance located in the backyard.

Superhost
An inviting sleeping area is highlighted by a spacious bed with neatly arranged pillows. A stylish lamp provides warm lighting, while a full-length mirror is positioned beside the wall. A cozy throw blanket is draped over the bed, and a magazine rests on the bedside table.
Home in York
4.82 out of 5 average rating, 199 reviews

Cozy and Chic Gem in the City

Entire lower level unit. Very clean and cozy unit in a great friendly neighborhood. The unit is bright and airy. The bathroom and kitchen is yours to use. Separate entrance through the side door of the house. Closet space to store your luggage and clothes. Coffee machine with pods and kettle are at your disposable. Extra blankets and pillows are available upon request. While the unit offers a private setup, the main house may also be accessed or shared as per your needs.

Guest favorite
The living area is furnished with a gray sofa facing a black coffee table and wall-mounted flat-screen TV. Large sliding glass doors allow natural light and provide access to a balcony. A bedroom is visible in the background, showcasing a neatly made bed.
Condo in Yorkdale
5 out of 5 average rating, 13 reviews

Luxury Condo w. Pool @ Yorkdale, Free Parking!

No 3rd party booking! No parties! No visitors staying overnight! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE! Smokers are not welcome! Designer one-bedroom plus den condo with Alexa smart home and lighting control. Features a queen pillow-top bed, dedicated office, fully equipped kitchen, Keurig coffee, spa shower, and soaker tub. Includes 1Gbps high-speed WiFi and smart TV. 5-min drive to Yorkdale Mall, Lawrence West Subway, 20-min drive to downtown or the airport.

A modern kitchen with dark wooden cabinetry is complemented by stainless steel appliances, including a refrigerator and microwave. A countertop provides space for meal preparation, while a neutral backsplash enhances the overall design. Natural light illuminates the wood-patterned floor, creating a welcoming environment.
Apartment in Oakwood Village
4.86 out of 5 average rating, 69 reviews

1 x Bedroom Modern Apartment (2xBeds)

Enjoy the bright 1 x bedroom and business friendly basement apartment with complete separate entrance. Newly renovated space. 8ft Ceilings throughout. Centrally located for easy access to downtown and uptown. In suite laundry & wifi and Netflix as well. It is a basement apartment so people live in the unit above. The apartment has been built to code with acoustic insulation. No parking available. Street parking permits available. No parties, smoking or loud groups.

Popular amenities for Oakwood Village vacation rentals

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Quick stats about vacation rentals in Oakwood Village

  • Total vacation rentals

    Explore 300 vacation rentals in Oakwood Village

  • Nightly prices starting at

    Oakwood Village vacation rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 9,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Oakwood Village vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakwood Village rentals

  • 4.8 Average rating

    Oakwood Village stays are highly rated by guests—averaging 4.8 out of 5!

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