Apartment vacation rentals in Oakwood Village

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Top-rated apartment rentals in Oakwood Village

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Guest favorite
A serene bedroom features a wooden bed frame with a full-sized mattress layered with light bedding. Two decorative frames hang above the headboard. A bedside table holds a lamp and a basket, while a soft curtain allows for diffused light.
Apartment in Dovercourt Village
4.83 out of 5 average rating, 41 reviews

Live like a local in Dovercourt Village

This renovated, self contained, private basement apartment is part of our historic home located in Toronto's Dovercourt village. There are bars, restaurants, cafes within walking distance. Close to the subway, you can be downtown in 30 minutes. Enjoy being a local, while crashing here at night away from the hustle and bustle of the city. We're bustling family of four that live above you with two dogs and a cat. Sometimes the dogs bark and the cat meows, but if you let us know we'll keep it down.

Top guest favorite
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, 222 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 favorite
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 favorite
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 favorite
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 favorite
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.

Top guest favorite
A modern kitchen area features a high wooden table with three bar stools, positioned beside a large window that offers views of the backyard greenery. A sleek silver refrigerator stands nearby, and a black leather couch is visible in the living space, complemented by a decorative plant arrangement on a glass table.
Apartment in Runnymede
5 out of 5 average rating, 116 reviews

Unique Apartment near Subway with Parking

Enjoy your stay in a brand new spacious and bright 1 bedroom apartment in a quiet, family friendly neighborhood, walking distance to great restaurants and shopping. 5 minutes walk to Runnymede Subway Station. 20 minutes to Downtown by subway. Free parking on the premises. Private rear entrance. No shared common spaces, 10 feet high ceilings, lofty windows, in-floor heating, comfortable bedroom. The kitchen is equipped for your basic cooking needs. Wi-Fi, TV(Netflix).

Guest favorite
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, 352 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 favorite
A dining area is presented with a wooden table set for meals. A textured vase holds an arrangement of greenery and foliage. Black-framed photographs adorn the wall, creating an artistic backdrop, while a pendant light offers soft illumination.
Apartment in Wychwood
4.97 out of 5 average rating, 94 reviews

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

Superhost
A corner of a cozy living area features a softly upholstered couch adorned with a light throw and decorative pillows. A whimsical fish mural adds a pop of color to the white wall. The adjoining kitchen area is equipped with modern appliances and decorative shelving.
Apartment in Oakwood Village
4.82 out of 5 average rating, 28 reviews

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.

Guest favorite
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

Popular amenities for Oakwood Village apartment rentals

When is the best time to visit Oakwood Village?

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Avg. priceﺩ.ﺇ220ﺩ.ﺇ228ﺩ.ﺇ257ﺩ.ﺇ286ﺩ.ﺇ294ﺩ.ﺇ327ﺩ.ﺇ334ﺩ.ﺇ342ﺩ.ﺇ353ﺩ.ﺇ316ﺩ.ﺇ312ﺩ.ﺇ275
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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 ﺩ.ﺇ37 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

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