Apartment vacation rentals in Oakwood Village

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Top-rated apartment rentals in Oakwood Village

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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, 219 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.

Guest favorite
A warm and inviting living area features exposed brick walls and a large wooden dining table surrounded by black chairs. Soft lighting from a vintage chandelier casts a gentle glow over a cozy sofa and a stylish entertainment unit, creating a sense of comfort.
Apartment in Annex
4.94 out of 5 average rating, 118 reviews

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.

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, 173 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.

Guest favorite
A neatly made bed is presented, featuring a neutral-toned quilt and three pillows arranged in shades of gray. The bed frame is metal with a simple design, contributing to the room's aesthetic. Light is visible from a nearby window, illuminating the laminate flooring.
Apartment in Junction Area
4.72 out of 5 average rating, 146 reviews

Clean Private Basement Apt.

One bedroom apartment located in the heart of vibrant Junction/High Park area, near trendy restaurants and bars. Suitable for a couple or single person. Strictly only 2 guests. First day breakfast items provided, full kitchen, shared laundry. Separate walk down entrance with keypad entry. Bike rental/hiking trail steps away. Walk or short bus ride to the subway. Unfortunately only street parking available, also the train passes at any time of day of night. Outside smoking allowed.

Guest favorite
Apartment in North York
4.97 out of 5 average rating, 189 reviews

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

Top guest favorite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Cabbagetown
4.94 out of 5 average rating, 159 reviews

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.

Top guest favorite
The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.
Apartment in Davisville Village
4.95 out of 5 average rating, 157 reviews

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.

Superhost
A modern dining area is highlighted by a round glass table surrounded by two black wire chairs. A colorful framed poster depicting a cyclist hangs on the white brick wall, while a small vase with fresh flowers sits at the center of the table.
Apartment in Trinity-Bellwoods
4.8 out of 5 average rating, 199 reviews

Modern Apartment in Historic Home near Trinity Bellwoods

Chill under the vintage LPs in this hip and cozy Trinity Bellwoods apartment. Showcasing clean lines and open-plan living, the newly renovated home is bright, white, and comfortable with colorful accents that add a retro vibe to its modern aesthetic. The flat sits on the lower level of a heritage home nestled between Dundas West, Queen West, The Ossington Strip, and Toronto's lively park, Trinity Bellwoods. STR-2009-GLXRPG

Top 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, 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.

Superhost
A spacious living area is showcased, featuring a gray sofa accompanied by patterned cushions. A light-colored coffee table sits at the center, with a decorative plant atop. The kitchen and dining space are visible in the background, illuminated by a stylish chandelier.
Apartment in Yorkville
4.85 out of 5 average rating, 130 reviews

Luxurious Condo in Yorkville + 1 Free Parking

Stay in Toronto’s prestigious Yorkville neighborhood, where high-end shopping, gourmet dining, and art galleries await you. This sleek condo offers total privacy and is professionally cleaned between each guest. Enjoy a stylish, comfortable space with all the amenities for a perfect urban getaway. Ideal for both leisure and business travelers.

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
4.81 out of 5 average rating, 27 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, 110 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$12,547 GYDG$12,965 GYDG$14,638 GYDG$16,311 GYDG$16,729 GYDG$18,611 GYDG$19,030 GYDG$19,448 GYDG$20,075 GYDG$17,984 GYDG$17,775 GYDG$15,684 GYD
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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 G$2,091 GYD 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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