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Holiday houses in Oakwood Village

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Oakwood Village

  • Total holiday rentals

    Explore 290 holiday rentals in Oakwood Village

  • Nightly prices starting at

    Oakwood Village holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 9,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    290 of Oakwood Village holiday 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!

Top-rated holiday rentals in Oakwood Village

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

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Top Guest favourite
A cozy backyard space is presented, featuring comfortable seating surrounding a glass table with a fire pit. Soft lighting and a large umbrella create an inviting atmosphere. Greenery and decorative elements enhance the serene environment, with a charcoal grill visible in the background.
Home in York
4.97 out of 5 average rating, 33 reviews

Modern Basement Apartment

Stay in style and comfort at our centrally located Toronto Airbnb basement apartment. Just steps from the #90 bus, which takes you on a short 15-minute ride to St. Clair West subway station, or enjoy a pleasant walk to the station. Exploring Toronto has never been easier. This apartment has two bedrooms and three beds, ensuring ample space for you and your guests to relax in comfort. After a day of sightseeing, unwind in the fenced-in backyard, providing a serene oasis in the heart of the city.

Top Guest favourite
A compact bedroom is furnished with a spacious bed dressed in striped linens. Artwork is displayed on the walls, and a mirrored closet adds depth to the space. Natural light enters through partially covered windows, while soft bedside lamps provide illumination.
Apartment in York
4.97 out of 5 average rating, 151 reviews

Cozy 1-bdm suite filled with amenities & parking

A whimsically decorated basement apartment with a separate entrance that welcomes all. The exposed brick gives it a unique character and the location means you're not too far from downtown, close to public transportation and away from congestion. Enjoy amenities such as a kitchenette with all the fixings for a continental breakfast, plentiful snacks and refreshments. The kitchen offers an induction cooktop & toaster oven instead of a stove. Guests can enjoy Netflix, Wifi, and free parking.

Top Guest favourite
A living area features large glass doors allowing natural light to fill the space and offering a view of the city skyline. A comfortable sofa and accent chair provide seating, complemented by a low coffee table and a decorative area rug beneath. A potted plant adds a touch of greenery.
Apartment in Davisville Village
5 out of 5 average rating, 34 reviews

Midtown Penthouse - Toronto City Skyline View

Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) on the main floor of the building. Great restaurants nearby.

Apartment in Toronto
5 out of 5 average rating, 3 reviews

Entire basement suite in Corso Italia

This stylish, cozy, and clean basement unit offers a welcoming private space within a family home. The 1-bedroom suite has a queen bed, full bathroom, and kitchen with everything you need for a comfortable stay. With a private entrance, guests can enjoy a peaceful residential neighbourhood close to multiple transit routes. Stores, cafés, grocers, restaurants, shops, and parks only a short walk away. As children live in the home above, occasional household noise may be heard. No parking onsite

Superhost
Apartment in York
5 out of 5 average rating, 4 reviews

Private Basement Apt • Transit to Downtown • 1–4

This comfortable basement apartment is perfect for solo travelers, couples, or business guests. Whether you want to explore Little Jamaica’s Caribbean flavours, shop at Yorkdale Mall, or head downtown, you’ll be perfectly located for an amazing Toronto experience! ✔ Self Check-In ✔ Queen Bed ✔ Fully Equipped Kitchen ✔ WiFi & Smart TV (Netflix included) ✔ Steps from Public Transit Enjoy this charming space with reading material, warm lighting, and all the essentials in a vibrant neighborhood!

Guest favourite
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 York
4.92 out of 5 average rating, 178 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!

Top Guest favourite
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in York
4.99 out of 5 average rating, 210 reviews

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Guest favourite
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 Toronto
4.82 out of 5 average rating, 66 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

Home in York
4.93 out of 5 average rating, 14 reviews

FIFA 1 Bus to BMO Stadium/ Downtown | Free Parking

Beautifully renovated Toronto home in Corso Italia. Close to downtown and BMO field where FIFA world cup games will be, cafes, and restaurants. This bright, modern space features an open living area, quartz counters and stainless steel appliances, fast Wi-Fi, Smart TV, and in-suite laundry. Located on a quiet residential street with easy access to parks and transit. Perfect for couples, business travelers, or small groups seeking comfort, style, and convenience during their Toronto stay.

Top Guest favourite
Apartment in York
4.95 out of 5 average rating, 20 reviews

Urban Retreat Steps to Transit, Dining, & Shops

Welcome to your modern urban retreat in Toronto’s vibrant St. Clair West neighborhood! This bright, stylish 1 bedroom apartment sits in a lively area surrounded by cozy cafes, restaurants, local boutiques, and parks. Enjoy being just steps from express transit for quick access downtown or sites across the city. Our space is perfect for business trips, solo travelers, couples, small groups, or families looking for a home base in one of Toronto’s most vibrant neighborhoods!

Guest favourite
Home in York
4.81 out of 5 average rating, 16 reviews

Casa del Jo | Boho 2BR + Parking + Workspace

☀️ Summer Stays in Toronto! Stylish boho 2BR main-floor suite in a quiet, walkable neighbourhood with easy access to downtown, the Entertainment District, and top Toronto attractions. Relax with fast WiFi, Smart TV, a newly renovated spa-like bathroom, dedicated workspace, and free parking. Featuring cozy king + queen beds, in-suite laundry, and thoughtful touches throughout. Perfect for couples, friends, professionals, remote workers, or longer stays.

Guest favourite
Guest suite in Toronto
5 out of 5 average rating, 9 reviews

Lovely Basement Suite

Enjoy your time at my centrally located private apartment. It's a very stylish basement apartment. It has all the amenities of a home with a kitchen, private entrance, laundry,and a full bathroom. It sleeps 4 with 1 double bed and a double pull out sofa bed. There is permit street parking available You will be close to many restaurants,grocery stores,bars etc Only 15 minutes to the downtown core whether by bus,street car, Uber or subway.

Popular amenities for Oakwood Village holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Oakwood Village