
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.

Cozy & Chic Stay | Ossington Station
Welcome to your urban sanctuary in the heart of Toronto's vibrant Dovercourt Village. This bright and modern suite offers the perfect blend of city convenience and neighborhood charm. Guests rave about the stylish interiors, comfy furnishings, and the unbeatable location. Whether you're enjoying coffee in the sunlit living room, discovering local gems like Paradise Grapevine and Civil Liberties, or enjoying a stroll through Christie Pits or Bloor Street West, this is your ideal home base.

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

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

Casa Savoia
Cozy and bright bedroom/with private entrance, , 3-piece bathroom, laundry available if staying for three nights or more. Beautiful outdoor patio and free parking. Very centrally located - 2 minute walk to subway, restaurants, coffee shops, grocery stores - 15 minute drive to downtown Toronto and to Pearson International Airport. Established and safe neighbourhood

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

Fresh, stylish boutique retreat

Live like a local in Dovercourt Village

Brightly Lit Suite Centrally Located |UofT|Ryerson

Tranquility in Toronto

Luxury City Vacation Getaway
Private apartment rentals

Luxury 1+Den, Balcony, City View, Free Parking

Good Looking Condo Across from CN TOWER & MTCC

2 Bedroom 2Bath CN-Tower/Parking

Modern Apartment in Historic Home near Trinity Bellwoods

Modern Victorian

Bloordale Hideaway

Spacious 2BR Modern Apt Downtown

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

Modern Condo with Sauna, Gym + Gorgeous City View!

Luxury CN Tower and Lake View Penthouse Sleeps 10

Cozy Condo Next to CN Tower

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

The Royal Winter Fair in comfort style; TO 2-Bdrm,

The Fort York Flat

Luxury Stay w/phenomenal view!

Modern 1 Bed Condo Mississauga
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 | $111 SGD | $98 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
- Pet-friendly rentals Oakwood Village
- Family-friendly rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with a firepit Oakwood Village
- Private suite rentals Oakwood Village
- Rentals with a washing machine and dryer Oakwood Village
- House rentals Oakwood Village
- Rentals with outdoor seating Oakwood Village
- Rentals with a fireplace Oakwood Village
- Fitness-friendly rentals Oakwood Village
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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




