Apartment holiday rentals in Oakwood Village

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Oakwood Village

Guests agree: these apartments are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A compact bedroom is furnished with a spacious bed dressed in striped linens. Artwork is displayed on the walls, and a mirrored closet adds depth to the space. Natural light enters through partially covered windows, while soft bedside lamps provide illumination.
Flat in York
4.97 out of 5 average rating, 147 reviews

Cozy 1-bdm suite filled with amenities & parking

A whimsically decorated basement apartment with a separate entrance that welcomes all. The exposed brick gives it a unique character and the location means you're not too far from downtown, close to public transportation and away from congestion. Enjoy amenities such as a kitchenette with all the fixings for a continental breakfast, plentiful snacks and refreshments. The kitchen offers an induction cooktop & toaster oven instead of a stove. Guests can enjoy Netflix, Wifi, and free parking.

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.
Flat in Midtown
4.94 out of 5 average rating, 238 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.

Top guest favourite
Flat in Downtown Toronto
4.92 out of 5 average rating, 144 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Guest favourite
An open-concept living area is visible, featuring a modern gray sectional sofa positioned near a circular coffee table. A large abstract painting decorates the wall, and a sleek kitchen with stainless steel appliances is seen in the background. Recessed lighting illuminates the space.
Flat in Midtown
4.88 out of 5 average rating, 103 reviews

Contemporary Apt in Central Toronto

Ultimate modern living in this exquisite, newly renovated suite nestled in the heart of central Toronto! This immaculate unit features 2 bedrooms, 3 beds, and a stylish 3-piece bathroom. Discover vibrant Midtown and Yonge/Eglinton, with superb restaurants, cafes and picturesque parks/ walking trails at your fingertips. Commuting is a breeze with a TTC bus stop conveniently situated right in front of your doorstep, or take a leisurely ten-minute stroll to reach Eglinton Subway Station.

Top guest favourite
A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.
Flat in Toronto
4.96 out of 5 average rating, 113 reviews

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Top guest favourite
A private bedroom is featured, showcasing a spacious bed dressed in a textured black and white duvet. A soft area rug adds warmth to the carpeted floor. Light is filtered through large windows, and a mirrored closet reflects the room's contemporary design.
Flat in Toronto
4.98 out of 5 average rating, 100 reviews

Stunning place in Bloordale

This stylish suite is ideal for couples, a small family, solo guests and business travellers. Nestled in the heart of vibrant Bloordale, my suite gives you a direct tap into the pulsing beat of the city. Explore our diverse neighbourhood and enjoy the cool vibe that is a mix of grungy, artsy, hip, trendy, and eclectic. Hop on a subway and explore Toronto - the subway is literally below the unit! Please note slight noise/rumbling from the subway below the unit and street noise.

Top guest favourite
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.
Flat in Davisville Village
4.95 out of 5 average rating, 169 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.

Top guest favourite
Flat in York
4.95 out of 5 average rating, 19 reviews

Urban Retreat Steps to Transit, Dining, & Shops

Welcome to your modern urban retreat in Toronto’s vibrant St. Clair West neighborhood! This bright, stylish 1 bedroom apartment sits in a lively area surrounded by cozy cafes, restaurants, local boutiques, and parks. Enjoy being just steps from express transit for quick access downtown or sites across the city. Our space is perfect for business trips, solo travelers, couples, small groups, or families looking for a home base in one of Toronto’s most vibrant neighborhoods!

Top guest favourite
Flat in Toronto
4.91 out of 5 average rating, 187 reviews

Spacious & Vibrant

Stay comfortably in this spacious Toronto 1-bedroom apartment that sleeps up to 4 guests—perfect for couples, friends, or World Cup visitors. Located in vibrant Corso Italia, you’re just steps from transit with easy access to downtown and stadium events. Enjoy a bright, private upstairs unit with plenty of space to relax after a day exploring the city . This unit comfortably sleeps 2–4 guests. A second queen bed is set up. Parking available for up to 2 vehicles.

Top guest favourite
The spacious living area features a cozy sectional sofa facing a wall-mounted television. A dining table is set for four, with design elements visible in framed art. A colorful striped rug adds vibrancy, while a small coffee table sits at the center.
Flat in York
4.95 out of 5 average rating, 102 reviews

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

Top 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.
Flat in York
4.98 out of 5 average rating, 366 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 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.
Flat in Midtown
4.97 out of 5 average rating, 105 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

Popular amenities for Oakwood Village apartment rentals

Quick stats about flat rentals in Oakwood Village

  • Total holiday rentals

    Explore 90 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 2,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Oakwood Village
  6. Flat rentals