
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.

Breathtaking Hot Tub Oasis 6 Guests 3BR 2WR Firepl
Relax and unwind in this downtown Toronto oasis. Trendy St. Clair West is a short 7 minute walk from your doorstep, and offers a wide range of excellent restaurants, bars, cafes, bespoke grocery stores, health food stores and shopping to suit every taste. On Saturdays, make your way to the bustling Wychwood Barns farmer's market for fresh goodies. Need a nature fix? A five minute walk brings you to Cedarvale Park, one of the city's best kept nature preserves. Bus stop located right outside.

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.

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.

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.

Fully Private Suite in Midtown Toronto + Netflix
Enjoy in your private basement: ✅ TV + Netflix in living room ✅ Desk and chair ✅ Complimentary coffee and tea ✅ High-speed WiFi ✅ Laundry facilities ✅ Shampoo, conditioner, body wash & towels This is a private one bedroom basement, with private washroom, private kitchen, and private living room. During your stay, you’ll have access to my beautiful backyard, where you can enjoy the fireplace and BBQ. Please note that this outdoor space is shared with other Airbnb guests and with me.

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!

Handy Studio in Oakwood Village
Cosy midtown laneway studio is 440 square feet of private, quiet space, 75 ft from street parking. Easy access from Pearson. Large windows on north and south ends ensure great natural light. There are solar shades to keep out the summer heat while allowing the occupant to see out, and privacy curtains for times when they are needed. 4 minutes walk to TTC buses, 12 to subways. Full kitchen, fridge, dishwasher and stove. Wifi. Queen sized Murphy bed folds to maximize space.

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.

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!

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.

Mid Town MidMod | Private 1BR Unit
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 exploring the city, business travelers seeking privacy and a comfortable workspace, or families visiting relatives. Our private 1-bedroom suite features a queen bed, separate futon, full kitchen, and all the amenities you need for a comfortable stay. Walk to great restaurants, cafés, shops, and transit.

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
Other great holiday rentals in Oakwood Village

Junction Private Laneway Suite with Backyard

Private Lower-Level Suite in Corso Italia

Modern Rustic Laneway Entire Home w/Patio

Home Away from Home on St. Clair W./Corso Italia

Classic Toronto 2 bedroom Apartment

The Cozy Bungalow in North York Nest

Blue Haven- Beautiful home in perfect location

Cozy suite in Oakwood Village
Destinations to explore
- Pet-friendly rentals Oakwood Village
- Private suite rentals Oakwood Village
- Family-friendly rentals Oakwood Village
- Rentals with a fire pit Oakwood Village
- Fitness-friendly rentals Oakwood Village
- House rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with a fireplace Oakwood Village
- Apartment rentals Oakwood Village
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Niagara Falls State Park
- Toronto Eaton Centre
- Scarborough Town Center
- Toronto Zoo
- Niagara Falls
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Casino Niagara





