
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 $14 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.

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.

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.

3BR/2BA by Subway/ TO- Easy Access to FIFA+Parking
Welcome to our updated 3 bedroom home, in the heart of Toronto. Just a 2-min walk to Oakwood or 10-min walk to Cedarvale Metro station, commute to the city is a breeze. A quick 15-20 min drive to the vibrant Downtown Toronto or Toronto Pearson airport. Our home offers convenience & accessibility. Restaurants, shops, cafes, groceries & transit are nearby. * 3 bedroom / 2 bath– Sleeps 6 * Free Wifi * Fully equipped kitchen * Washer & dryer * Professionally Cleaned * Private Parking: 3 cars

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

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!

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

Free Parking | 1 Bus to Downtown | Newly renovated
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.

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!

Spacious Mid Century w/Patio
Adorable Historic Home with Private Patio & BBQ. ♡ 3 bedroom & 1.5 bath (1 King & 2 Queens) ♡ Hotel Inspired Home with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Steps from St. Clair transit line / connects to Subway ♡ 90/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Casa Loma | Rated #1 by BlogTO of Places to Visit in Toronto ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ♡ BBQ & Fully Equipped Kitchen ❤ Book today!

brand new city oasis
Be among the first to stay in this brand-new home, perfectly located for easy access to Toronto’s top spots. Just minutes from public transit, shopping centres, Yorkdale Mall, and Downsview Park. Enjoy quick trips downtown, to York University, or anywhere in the city with easy access to Highways 401 and 400. Designed for comfort and style, it’s ideal for families, friends, or business travellers looking for a modern retreat in a prime location

Bright and Modern Near Restaurants
Elegant 2-bedroom apartment, each with a private bathroom. The main suite features a queen bed with a 12" Beautyrest World Class mattress, walk-in closet, and 70" TV. The second bedroom offers a cozy queen bed and plenty of storage. Open-concept living area with a 50" smart TV and fully equipped kitchen, your perfect Toronto home base. Laundry after 7 p.m. by request · Smoke-free property · Paid on-street parking available

Stunning 3B+Garden Oasis @ Wychwood. Top location.
Fully renovated 3BR home in vibrant St. Clair West. Bright, open layout with full kitchen, private garden with BBQ, and sunroom with dedicated workspace. Sleeps up to 7 with 3 bedrooms + sofa bed in the lower level. Walk to top restaurants, shops, and transit. Ideal for families & professionals. Quiet, stylish, and entirely yours — the perfect Toronto stay.
Popular amenities for Oakwood Village holiday rentals
Other great holiday rentals in Oakwood Village

Gorgeous 1500 square foot ground level suite

Cool & Super Unique Container Studio w/ Fire Pit

Midtown 4 bedroom home Free Wi-Fi and parking

Bright & Cozy 2BR Stay in Toronto Near Transit

Classic Toronto 2 bedroom Apartment

Corso Italia 2-Bedroom Apartment

Entire basement suite in Corso Italia

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
- Rentals with a washing machine and dryer Oakwood Village
- House rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with outdoor seating Oakwood Village
- Rentals with a fireplace Oakwood Village
- Apartment rentals Oakwood Village
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- BMO Field
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Toronto Zoo
- Exhibition Place
- Scarborough Town Center
- Nike Square One Shopping Centre
- Niagara Falls
- Trinity Bellwoods Park
- Casa Loma
- Massey Hall
- Yorkdale Shopping Centre
- Enercare Centre
- York University
- Sheppard–Yonge Station





