
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.

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.

Grande Victorian Retreat
Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

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!

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.
Popular amenities for Oakwood Village apartment rentals
Weekly apartment rentals

Serene Lakefront Stay, Steps to Parks & Sights!

Wadsworth Suite - Private 1 Bedroom Suite

2 Bedroom 2Bath CN-Tower/Parking

Charming Urban Escape!

Fresh, stylish boutique retreat

Designer 2 Bedroom Apartment in Toronto

Apartment in Dovercourt Village

Live like a local in Dovercourt Village
Private apartment rentals

Keele off 401 (1.4km to Humber River Hospital)

Yorkville Penthouse- Private Rooftop & Parking 307

Modern Victorian

Modern Apartment in Historic Home near Trinity Bellwoods

Beautiful 1BR Condo Coveted Yorkville!

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Ultra Luxury Custom Downtown Penthouse

CN Tower View 4BD Penthouse+Rogers Centre+Parking
Apartment rentals with a hot tub

COMFY 1BR - FREE Parking - Downtown - Pool - Gym

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,

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

The Fort York Flat

Luxury Stay w/phenomenal view!

Penthouse Corner Suite w/ Panoramic 12 FT Windows
When is the best time to visit Oakwood Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $106 NZD | $109 NZD | $123 NZD | $137 NZD | $141 NZD | $157 NZD | $160 NZD | $164 NZD | $169 NZD | $152 NZD | $150 NZD | $132 NZD |
| 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 holiday rentals
Explore 70 holiday rentals in Oakwood Village

Nightly prices starting at
Oakwood Village holiday rentals start at $18 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Oakwood Village holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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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




