
Apartment holiday rentals in Oakwood Village
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Top-rated apartment rentals in Oakwood Village
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

Cute Private Apartment near University of Toronto
This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

Stunning Skyline View Condo, Steps to CN Tower
Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Contemporary Apt in Central Toronto
Ultimate modern living in this exquisite, newly renovated suite nestled in the heart of central Toronto! This immaculate unit features 2 bedrooms, 3 beds, and a stylish 3-piece bathroom. Discover vibrant Midtown and Yonge/Eglinton, with superb restaurants, cafes and picturesque parks/ walking trails at your fingertips. Commuting is a breeze with a TTC bus stop conveniently situated right in front of your doorstep, or take a leisurely ten-minute stroll to reach Eglinton Subway Station.

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Stunning place in Bloordale
This stylish suite is ideal for couples, a small family, solo guests and business travellers. Nestled in the heart of vibrant Bloordale, my suite gives you a direct tap into the pulsing beat of the city. Explore our diverse neighbourhood and enjoy the cool vibe that is a mix of grungy, artsy, hip, trendy, and eclectic. Hop on a subway and explore Toronto - the subway is literally below the unit! Please note slight noise/rumbling from the subway below the unit and street noise.

Midtown modern 1 bedroom suite
Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

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 & Vibrant
Stay comfortably in this spacious Toronto 1-bedroom apartment that sleeps up to 4 guests—perfect for couples, friends, or World Cup visitors. Located in vibrant Corso Italia, you’re just steps from transit with easy access to downtown and stadium events. Enjoy a bright, private upstairs unit with plenty of space to relax after a day exploring the city . This unit comfortably sleeps 2–4 guests. A second queen bed is set up. Parking available for up to 2 vehicles.

Lovely 2 bedroom, 2 washroom and living room
* Sleeps 6 with 1 King bed in a private room, 1 Queen bed in a private room and a hideaway Queen-size couch bed in the den. * Newly Built Legal 2 Bedroom, 2 Washroom Basement w Den * 1000 Square Feet * Newly renovated & spacious * Separate private entrance * 8-foot ceilings * TTC is 5 houses away, 10 minutes to St. Clair West subway station. * Beautiful parks and green spaces are close by. * New appliances * Very bright and sunny apartment with large windows

Modern Retreat in Trendy JUNCTION Neighbourhood
A newly renovated, hotel-inspired lower level suite nestled in Toronto’s buzzing Junction neighbourhood. This vibrant, bright basement, brought to life by its charming and colourful accents, is a quick stroll from a variety of restaurants, breweries, parks, and shops. With public transportation steps away, it's the perfect base for exploring the neighbourhood and the city beyond. And, of course, for unwinding afterward.

Renovated Modern 2 Bedroom Suite w/ City Views
Experience the city like a local in this newly renovated two-bedroom suite. This ample, bright, airy space has beautiful city line views. We are centrally located (steps away from Casa Loma and downtown) with plenty of options for food, drinks, and local shops. The area has excellent walkability and great transit access. 24km from/to Pearson Airport and 6km from/to Billy Bishop Airport
Popular amenities for Oakwood Village apartment rentals
Weekly apartment rentals

Cozy 1+1 Condo in Yorkville + free parking

Stylish Loft in Midtown Toronto

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng

Modern & Stylish Basement Suite

1 bedroom apartment on Bloor St

Stylish 2BR Condo w/ Patio & Free Parking

1 Bedroom entire apartment in Midtown Toronto

PS5 & Skyline Views, Near Transit for FIFA 2026
Private apartment rentals

A+ Location! Walk to stores, shops & transport.

Modern 1-Bedroom Loft

Warm 1BR Suite Steps to Subway City Views!

Downtown Modern Loft - 2 Car Parking & Terrace!

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Stylish 3BR Urban Retreat near Christie Sleeps 6

Luxury 2-Story Loft• Free Parking Steps to Transit

Yorkville Views & Gym | Walk to Bloor Subway
Apartment rentals with a hot tub

Beautiful High Rise View Condo W/Pool&Free Parking

Luxury CN Tower and Lake View Penthouse Sleeps 10

The Farmer's Cottage

The Location Suite w/ Free Parking|Rogers Centre

RentX|Yorkville Suite /1-Bed/Gym/Pool

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Urban Gem, 3 Mins to Wellesley Station, Balcony
Quick stats about flat rentals in Oakwood Village

Total holiday rentals
Explore 90 holiday rentals in Oakwood Village

Nightly prices starting at
Oakwood Village holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Oakwood Village holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakwood Village rentals

4.7 Average rating
Oakwood Village stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with outdoor seating Oakwood Village
- Pet-friendly rentals Oakwood Village
- House rentals Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
- Rentals with a washing machine and dryer Oakwood Village
- Private suite rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Family-friendly rentals Oakwood Village
- Rentals with a firepit Oakwood Village
- Flat rentals Toronto
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- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Casino Niagara
- Fallsview Indoor Waterpark
- Dufferin Grove Park





