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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 310 holiday rentals in Oakwood Village

  • Nightly prices starting at

    Oakwood Village holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 9,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    310 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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Guest favourite
Home in York
4.91 out of 5 average rating, 23 reviews

Renovated 2 Bed lower level apt- free parking

Welcome to this modern 2-bedroom basement apartment located in the vibrant Oakwood Village neighborhood. ideal for couples or small families. Located in one of Toronto’s most accessible pockets, steps from St. Clair Avenue West, featuring streetcar, local cafes, shops, parks, and grocery stores. Nearby amenities include Cedarvale Park, Oakwood Collegiate Institute, and the trendy Eglinton West dining strip, proximity to TTC bus routes, Yorkdale Mall, and easy access to Highway 401 via Allen Road

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
4.96 out of 5 average rating, 157 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.

Superhost
Home in Toronto
5 out of 5 average rating, 4 reviews

House w/ Free Parking | Backyard | BBQ | Piano

Stylish 2-level, 1,500 sq ft Toronto home with FREE parking, fast Wi-Fi, central AC, and a private patio with gazebo & BBQ. Enjoy a king bed, fully equipped kitchen, and 75” & 85” TVs with Netflix & Prime. Located in a lively, walkable area with groceries, cafés, restaurants, shops, parks, gym, library, FREE public pool, and 24-hour transit at your doorstep. Easy access to 3 subway stations; downtown/Bloor-Yonge is about 23 minutes by car. Close to Casa Loma, bike share & paid EV charging.

Top Guest favourite
A peaceful backyard patio is featured, with a wooden table set for two and surrounded by lush greenery. Soft, ambient lights illuminate the space, creating a tranquil atmosphere. A small, cozy building is visible in the background, enhancing the sense of privacy.
Home in Midtown
4.93 out of 5 average rating, 14 reviews

Light-filled + central design house in trendy area

Wake up in this light-filled home in central location. Walk to Bloor St. corridor and Ossington station in 15 mins. TimeOut Coolest neighbourhood Geary Ave steps away (coffee, restaurants, markets, parks, playgrounds). Open concept living & dining space. Kitchen with breakfast nook, Sonos and deck to a cozy backyard. Exercise room w/ Peloton, yoga plus laundry. Wind down in basement den with access to Netflix, HBO, Prime Video. Plug for EV Level 1 charge (small car) in detached garage.

Guest favourite
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 York
4.94 out of 5 average rating, 18 reviews

Spacious 3BR Home • 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.

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

Free Parking | Transit | Quartz Kitchen | Laundry

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.

Guest favourite
Apartment in York
4.83 out of 5 average rating, 24 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!

Top Guest favourite
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 Toronto
5 out of 5 average rating, 104 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.

Guest favourite
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 York
4.86 out of 5 average rating, 97 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.

Guest favourite
Guesthouse in York
4.97 out of 5 average rating, 71 reviews

Junction Private Laneway Suite with Backyard

Welcome to a modern loft-style laneway suite nestled in the vibrant Junction Stockyards neighbourhood of Toronto, just a stone's throw away from downtown's hustle and bustle. Experience the perfect blend of convenience & local charm in the Stockyards. Our Airbnb is centrally situated; downtown Toronto a quick drive or easy transit ride away. Within a 10-minute walk, you'll find the lively Junction area, brimming with diverse restaurants, trendy shops, and cozy cafes.

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

Stylish Queen Basement with Free Parking

Stay in this bright and newly updated basement suite in a quiet residential neighbourhood, ideal for solo travellers or couples and comfortably sleeps 3. Relax in the cozy Queen bed, with a sleeper sofa for an extra guest after a day exploring the city. Enjoy Smart TVs, complimentary WiFi, and an in-suite washer and dryer. Easy transit access connects you to downtown, dining, parks, and nearby highlights like Cedarvale Park and Corso Italia. Book your stay today!

Superhost
A bright living space features a large wall-mounted TV above a wooden console. A cozy sofa with soft throws faces two plush chairs. Green plants add a touch of nature, while a light rug ties the seating area together, creating a welcoming atmosphere.
Guesthouse in Midtown
4.94 out of 5 average rating, 51 reviews

Bright Designer Retreat • Private Deck • Workspace

Get away from it all in the middle of it all. This design-inspired space includes indoor and outdoor lounge spaces, a bedroom that converts for sleep or work, courtesy of our custom-built Queen Murphy bed, and dining space. Located in a residential neighbourhood and walkable to amazing bars, restaurants, and shops, The Urban Retreat is just a five-minute walk to the Bloor/Dufferin TTC, giving you access to downtown, the UP Train, and all Toronto offers.

Popular amenities for Oakwood Village holiday rentals

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