
Vacation rentals in Oakwood Village
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Quick stats about vacation rentals in Oakwood Village

Total vacation rentals
Explore 310 vacation rentals in Oakwood Village

Nightly prices starting at
Oakwood Village vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 9,720 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
310 of Oakwood Village vacation 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 vacation rentals in Oakwood Village
Guests agree: these stays 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.

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

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.

Blue Haven- Beautiful home in perfect location
Relax in this spacious private retreat minutes to downtown. This stylish place to stay is perfect for those looking to experience life in a multi-cultural Toronto neighborhood. Located in the heart of the city's Corso Italia, this quiet, spacious home offers comfort and style. Experience life like a Toronto local, with stores, coffee shops, restaurants, bakeries, and parks at your doorstep. Explore Salsa on St. Clair, historic Casa Loma and Wychwood Barn Farmers Market. NO SMOKING NO PETS

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.

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!

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.

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!

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.

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.
Popular amenities for Oakwood Village vacation rentals
Other great vacation rentals in Oakwood Village

Junction Private Laneway Suite with Backyard

Luxury 1+Den w/ Parking | Downtown Toronto

Free Parking | Transit | Quartz Kitchen | Laundry

Handy Studio in Oakwood Village

Brand New Designer Home Near Downtown

House w/ Free Parking | Backyard | BBQ | Piano

Stunning 3B+Garden Oasis @ Wychwood. Top location.

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





