
Holiday houses in Oakwood Village
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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.

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
LocationGetting aroundIndoor spaces

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.
LocationFamilySleep quality

Bright Garden Retreat with Fireplace & Kitchen
Enjoy a bright, self-contained private suite featuring a comfortable double bedroom, a fireplace, and abundant natural light from large windows overlooking a beautiful garden. The unit includes a full kitchen, a private bathroom, a washer & dryer, and an elegant heated granite floor for year-round comfort. It is within walking distance of Toronto’s Line 1 & Line 5 subway stations and just a few blocks from city amenities & beautiful Cedarvale Park, with its extensive walking and cycling trails.
NearbyIndoor spacesKitchen

Classic Toronto 2 bedroom Apartment
Enjoy a stylishly decorated experience at this centrally located 2 bedroom unit. Self check-in at anytime, full stocked kitchen, lots of windows and lights. Professionally cleaned , High speed internet, 6 seater dining, Laundry, TV, high-end mattresses, comfortable living room and so much more. Centrally located for groceries, restaurants, bars and much more! Less than 1.5 km from subway station. Steps from public transport, malls, cafés, groceries, restaurants. 7 Years Super host in a row!
ValueFamilyCheck-in

CHARMING 3 BEDROOM HOME IN THE CITY W FREE PARKING
Welcome to our clean, cozy 3 bedroom country style bungalow situated in the middle of the city. Close to anywhere you wish to go, but just far enough from all the hustle and bustle. Entire property with 3 bedrooms (1 King and 2 Queen size beds). - Free parking on a private lot for multiple vehicles - 2 televisions - Wifi - Netflix - Kitchen - 2 washrooms - Enclosed private patio and a backyard - Steps to TTC bus stop and 10 min walk to Oakwood Subway - High speed internet and working space
FamilyValueComfort

Handy Studio in Oakwood Village
Midtown laneway studio has 440 square feet of private, quiet space, 75 ft from street parking. As of Summer 2026, this propery has solar panels and is net zero. Windows on north and south ensure natural light. There are solar shades to keep out the summer heat while allowing the occupant to see out, with privacy curtains for times when privacy is 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.
LocationValueKitchen

3BR/2BA - 2 min to Subway + 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
FamilyLocationLong stay

Modern Rustic Laneway Entire Home w/Patio
This cozy historic house is an area that many years ago used to be the apple orchard of John Oakwood, of Oakwood Ave. This rustic brick laneway home is where the apple pickers used to live and a perfect getaway. - A Queen & twin size bed, 3 ppl -A/C -Kitchen -Nespresso/ Frother -Bathroom -Backyard /patio -BBQ -2 Smart TV's -Free Wi-Fi -Laundry - 2 min to closest paid street parking Parking Info Download GreenP App Parking Rates: Day Max (7am – 6pm): $4.50 Night Max (6pm – 7am): $2.50
LocationValueParks

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.
LocationValueAccuracy

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, 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!
LocationFamilyCheck-in

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!
ValueLocationCheck-in

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!
ValueFamilyHeating
Popular amenities for Oakwood Village holiday rentals
Other great holiday rentals in Oakwood Village

Private Lower-Level Suite in Corso Italia
ValueFamilyParking

Cozy suite in Oakwood Village
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Bright & Cozy 2BR Stay in Toronto Near Transit
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Entire basement suite in Corso Italia
FamilyLocationDecor

The Cozy Bungalow in North York Nest
LocationHospitalityCleanliness

Stylish Walkout Basement & Backyard near Midtown
FamilyLocationCheckout

Sapphire Luxury 1BR Plus Sofa Bed Apartment
LocationHospitalityAccuracy

Midtown Toronto Bsmt Hideaway - Separate entrance
LocationValueGetting around
Destinations to explore
- 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
- Niagara Falls
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Sheppard–Yonge Station
- York University
- Massey Hall
- The International Centre
- Coca Cola Coliseum





