
Apartment vacation rentals in Oakwood Village
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Oakwood Village
Guests agree: these apartments are highly rated for location, cleanliness, and more.

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.

Luxurious Annex/Yorkville 1300 Sq Ft & Parking
Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

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 & Vibrant upstairs apartment
There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. A dog within minutes from the home. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Parking ✅ Not a shared space.

Keele off 401 (1.4km to Humber River Hospital)
Welcome to our cozy private one-bedroom basement apartment! Situated in the basement of our home, this space features a bedroom, a bathroom, a kitchen, and a combined living and dining area. Please note that our apartment is located on Keele Street, a main road, so it may not be suitable for light sleepers. Proximity to/from Pearson International Airport: 15 minute drive Proximity to/from Downtown Toronto: 50 minute drive Proximity to/from Humber River Hospital: 2 minute drive

Modern Victorian
Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

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.

Lovely 1-Bedroom Apartment in Corso Italia
The whole group will enjoy easy access to everything from this centrally located place. Fruit stands and restaurants and bars all at your footstep, with convenient transit to help you get anywhere in the city! Fully Private Apartment. Spacious 1 Bedroom Lower-Level Apartment, full kitchen and laundry all to yourself! Book confidently with an Airbnb Superhost with 80+ reviews.

Luxurious Condo in Yorkville + 1 Free Parking
Stay in Toronto’s prestigious Yorkville neighborhood, where high-end shopping, gourmet dining, and art galleries await you. This sleek condo offers total privacy and is professionally cleaned between each guest. Enjoy a stylish, comfortable space with all the amenities for a perfect urban getaway. Ideal for both leisure and business travelers.

Cozy Mississauga Condo 20 min to Downtown Toronto
-Spectacular Luxury Condo in the Heart of Downtown Mississauga -15 Minutes from Toronto Pearson International -20 Minutes from Downtown Toronto -Steps from Square One Shopping Centre with 360+ retail stores -Bus terminal is a short walk away -Go train is 5 minutes away

Cozy & Cute 2-Bedroom Retreat in Oakwood Village
Welcome to your charming home-away-from-home in the heart of Toronto’s vibrant Oakwood Village! This delightful upper-level unit blends comfort, character, and a sprinkle of whimsy—perfect for couples, small groups, or solo travelers looking for a unique city stay.

Toronto apartment in historical building
The entire place to yourself!. Located in the luxury and safe Forrest Hill residential neighbourhood, my cozy place is 10 minutes walk to the subway line (st clair west). 15 minutes walk from local restaurants, pharmacy and grocery stores.
Popular amenities for Oakwood Village apartment rentals
Weekly apartment rentals

5 min walk to MimicoGo. Mimico->Exhibition->Union.

Lovely 2 bedroom, 2 washroom and living room

Elegant Escape | 1BR w/ View

Modern & Stylish Basement Suite

1 bedroom apartment on Bloor St

Chic 1BR King Suite TOs Entertainment District

Apartment in Dovercourt Village

Tranquility in Toronto
Private apartment rentals

Sunset view 1 bed/1 bath in North York/ 1 parking

Entire Condo in Toronto, Canada

Main fl Annex, private garden oasis, welcome dogs!

Modern 1-Bedroom Loft

Modern Apartment in Historic Home near Trinity Bellwoods

Elegant & Cozy 2 BR Condo, Parking, City view.G

Rare One of a Kind Sub-Penthouse + Parking

Downtown Condo With a View! - Casa di Leo
Apartment rentals with a hot tub

Modern Condo in Downtown Core

Luxury CN Tower and Lake View Penthouse Sleeps 10

Walk to CN Tower | 1+1 BR | Free Parking

Celebrate the Season in the City; Toronto 2-Bdrm

Resort Style Condo Apartment in Humber Bay

The Fort York Flat

Luxury Stay w/phenomenal view!

Modern 1 Bed Condo Mississauga
Quick stats about apartment rentals in Oakwood Village
Total rentals
70 properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Rentals with a washer and dryer Oakwood Village
- Rentals with a fire pit Oakwood Village
- Pet-friendly rentals Oakwood Village
- House rentals Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Family-friendly rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
- Private suite rentals Oakwood Village
- Rentals with outdoor seating Oakwood Village
- Rentals with a patio Oakwood Village
- Apartment rentals Toronto
- Apartment rentals Ontario
- Apartment rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara