
Apartment holiday 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.

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

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.

Bright, clean basement Little Portugal
Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

Brand new lower-level studio in Toronto
Welcome to our totally renovated -modern clean- Lower Level studio apartment with everything you need for your stay. Our place is a 10 mins drive from the Pearson airport, 10 min to the subway and 30 mins - off peak - into downtown. The place is a walking distance from a grocery plaza ( Metro, Shoppers Drug Mart, LCBO ). We are located in the quiet green area, two parks are close by. We will be happy to help and to answer any questions! Short and Long stays are welcome.

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.

Modern 1-Bedroom Loft
Experience the city like a local in this unique professionally designed space. This large, bright, airy space boasts 14 ft ceilings and has in-suite heating and AC. 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

Good Looking Condo Across from CN TOWER & MTCC
*NO PARTIES OR NONSENSE TOLERATED - VIOLATORS WILL BE FINED UP TO $500 AND EVICTED*** A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This 650 sq ft condo unit has 8 ft ceilings, hardwood flooring , High-speed WiFi, Cable TV, and basic amenities will all be available.

Stay like a Real Torontonian on trendy St Clair W!
Come stay like a true Torontonian on trendy St Clair Avenue West in our newly-renovated basement apartment; steps from amazing restaurants, bars, parks, markets and the streetcar that will easily connect you to your adventures elsewhere in the city!. We're sure you'll love our neighborhood as much as we do!

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.
Popular amenities for Oakwood Village apartment rentals
Weekly apartment rentals

2-Storey Loft in Trendy Dundas W

Luxurious Yorkville Condo with Glam Makeup Room

Wadsworth Suite - Private 1 Bedroom Suite

Pet Friendly Condo, Private Terrace, Pool & Gym

Charming Urban Escape!

Fresh, stylish boutique retreat

Bright & Modern Retreat in Cabbagetown

Live like a local in Dovercourt Village
Private apartment rentals

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

Keele off 401 (1.4km to Humber River Hospital)

Yorkville Penthouse- Private Rooftop & Parking 307

Modern Apartment in Historic Home near Trinity Bellwoods

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

Rare One of a Kind Sub-Penthouse + Parking

Downtown apt, Casper mattresses hot tub garage

Bright & Stylish 1BR Condo
Apartment rentals with a hot tub

Luxury CN Tower and Lake View Penthouse Sleeps 10

Cozy Condo Next to CN Tower

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

5-Star Modern Suite w/ Sauna & Gym|Free Parking

The Fort York Flat

CN Tower View 4BD Penthouse+Rogers Centre+Parking

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 | $78 SGD | $81 SGD | $91 SGD | $101 SGD | $104 SGD | $116 SGD | $118 SGD | $121 SGD | $125 SGD | $112 SGD | $110 SGD | $97 SGD |
| 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 flat rentals in Oakwood Village

Total holiday rentals
Explore 70 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 2,030 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 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
- House rentals Oakwood Village
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- Flat rentals Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Financial District
- 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




