
Apartment vacation rentals in Oakwood Village
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Top-rated apartment rentals in Oakwood Village
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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.

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.

Clean Private Basement Apt.
One bedroom apartment located in the heart of vibrant Junction/High Park area, near trendy restaurants and bars. Suitable for a couple or single person. Strictly only 2 guests. First day breakfast items provided, full kitchen, shared laundry. Separate walk down entrance with keypad entry. Bike rental/hiking trail steps away. Walk or short bus ride to the subway. Unfortunately only street parking available, also the train passes at any time of day of night. Outside smoking allowed.

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.

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.

Modern Apartment in Historic Home near Trinity Bellwoods
Chill under the vintage LPs in this hip and cozy Trinity Bellwoods apartment. Showcasing clean lines and open-plan living, the newly renovated home is bright, white, and comfortable with colorful accents that add a retro vibe to its modern aesthetic. The flat sits on the lower level of a heritage home nestled between Dundas West, Queen West, The Ossington Strip, and Toronto's lively park, Trinity Bellwoods. STR-2009-GLXRPG

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.

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.

Cute Getaway in Toronto’s Oakwood Village
Welcome to your charming home-away-from-home in the heart of Toronto’s vibrant Oakwood Village! This beautifully maintained cute unit blends cozy comfort, playful charm, and city convenience—ideal for couples, solo travelers, small groups, or remote workers looking for a unique Toronto stay.

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
Popular amenities for Oakwood Village apartment rentals
Weekly apartment rentals

Serene Lakefront Stay, Steps to Parks & Sights!

Pet Friendly Condo, Private Terrace, Pool & Gym

Wadsworth Suite - Private 1 Bedroom Suite

Rare One of a Kind Sub-Penthouse + Parking

Sky-High Condo in Toronto’s Best Spot

CN Tower View 4BD Penthouse+Rogers Centre+Parking

Unbeatable Location, Endless Vibes, CN Tower View!

1 Bedroom Basement Apartment
Private apartment rentals

St Lawrence Market | DT Toronto | Free Parking|Gym

Fresh, stylish boutique retreat

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

Cozy & Chic Stay | Ossington Station

Condo in Heart of Mississauga

Luxury Downtown 2BR with Stunning View| Queen West

Luxury City Vacation Getaway

Downtown apt, Casper mattresses hot tub garage
Apartment rentals with a hot tub

2 Bedroom 2Bath CN-Tower/Parking

180° CN Tower View - Parking - Pool - City Center!

Cozy Condo Next to CN Tower

5-Star Modern Suite|Free Parking|Scotiabank Arena

Amazing Waterfront View +1 Free Parking

The Fort York Flat

Luxury Stay w/phenomenal view!

Toronto's Perfect View Apartment
When is the best time to visit Oakwood Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$12,547 GYD | G$12,965 GYD | G$14,638 GYD | G$16,311 GYD | G$16,729 GYD | G$18,611 GYD | G$19,030 GYD | G$19,448 GYD | G$20,075 GYD | G$17,984 GYD | G$17,775 GYD | G$15,684 GYD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about apartment rentals in Oakwood Village

Total vacation rentals
Explore 70 vacation rentals in Oakwood Village

Nightly prices starting at
Oakwood Village vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 2,030 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Oakwood Village vacation rentals include wi-fi 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
- Family-friendly rentals Oakwood Village
- Private suite rentals Oakwood Village
- Pet-friendly rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with a washer and dryer Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Rentals with a fire pit Oakwood Village
- House rentals Oakwood Village
- Rentals with outdoor seating Oakwood Village
- Rentals with a fireplace Oakwood Village
- Apartment rentals Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




