Apartment holiday rentals in Oakwood Village

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Top-rated apartment rentals in Oakwood Village

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Top Guest favourite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Apartment in Annex
4.93 out of 5 average rating, 221 reviews

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.

Superhost
A stylish living area showcases a yellow sofa adorned with decorative pillows, paired with a glass coffee table. Vibrant curtains framed by large windows enhance natural light. A flat-screen TV is mounted on the wall, and a wooden sideboard adds warmth to the space.
Apartment in Earlscourt
4.79 out of 5 average rating, 57 reviews

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

Guest favourite
The entrance of the home features a set of steps leading up to a porch flanked by two lamp posts. A well-maintained garden with potted plants is visible along the pathway. The exterior showcases a combination of light-toned siding and dark accents.
Apartment in Earlscourt
4.91 out of 5 average rating, 174 reviews

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.

Top Guest favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Apartment in Annex
5 out of 5 average rating, 42 reviews

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.

Guest favourite
Apartment in Little Portugal
4.84 out of 5 average rating, 199 reviews

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.

Top Guest favourite
A clean and modern studio space features a queen-size bed with soft pink bedding and a white headboard. A light-colored sofa is positioned beside a small black table. Natural light enters through two high windows, enhancing the neutral-toned walls and wooden flooring.
Apartment in Etobicoke
4.88 out of 5 average rating, 110 reviews

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.

Guest favourite
A bright entryway showcases a spacious seating area with a light-colored couch. Decorative plants are placed strategically, beside a standing mirror and a flat-screen TV mounted on the wall. Soft lighting illuminates the modern design, leading to a glimpse of the bedroom area in the background.
Apartment in Stockyards District
4.98 out of 5 average rating, 350 reviews

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.

Top Guest favourite
A spacious living area is featured with a dark sectional sofa adorned with textured cushions. A round coffee table, topped with a decorative bowl and books, complements the soft area rug beneath. Natural light filters through large windows, illuminating the neutral walls and decor.
Apartment in Wychwood
4.95 out of 5 average rating, 64 reviews

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

Superhost
An open-plan living area showcases a round wooden dining table set for four, surrounded by black chairs. A modern kitchen features dark cabinetry and stainless steel appliances. Natural light fills the space through large windows, providing a view of the cityscape.
Apartment in Entertainment District
4.83 out of 5 average rating, 114 reviews

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.

Guest favourite
A charming two-story brick facade displays a combination of stone and wood elements, featuring a welcoming entrance with steps leading to the front door. Lush greenery surrounds the property, enhancing the inviting atmosphere of the home.
Apartment in Corso Italia
4.86 out of 5 average rating, 81 reviews

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!

Guest favourite
The modern kitchen showcases sleek white cabinets and stainless-steel appliances, including a microwave and dishwasher. A spacious counter offers ample room for food preparation. Natural light floods the open-concept living area, which features a cozy pull-out sofa bed and large windows overlooking the balcony.
Apartment in Mississauga
4.96 out of 5 average rating, 111 reviews

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

Superhost
A wooden front door with a classic panel design is set against a backdrop of vertical wooden slats. A small stone step leads to the entrance, while a bench with storage sits to the side, surrounded by greenery.
Apartment in Oakwood Village
4.77 out of 5 average rating, 22 reviews

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

When is the best time to visit Oakwood Village?

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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
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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

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