Apartment holiday rentals in Oakwood Village

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Top-rated apartment rentals in Oakwood Village

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Guest favourite
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.
Flat in Midtown
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.

Top guest favourite
Flat in Downtown Toronto
4.92 out of 5 average rating, 140 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 .

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.
Flat in Toronto
4.81 out of 5 average rating, 63 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
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.

Guest favourite
Flat in Midtown
5 out of 5 average rating, 10 reviews

Charming Apartment with Patio in Midtown Toronto

Beautifully renovated 1-bedroom in a quiet, secure building at Oriole Parkway. Features a brand-new kitchen, modern bathroom, fresh paint, and a spacious private patio perfect for relaxing or entertaining. Steps from Yonge & Eglinton, Eglinton Park, cafés, shops, and transit. Enjoy peaceful living with city convenience - ideal for professionals or couples seeking comfort, style, and location in one of Toronto’s best neighbourhoods. 1 parking spot is available at the property.

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, 168 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
4.94 out of 5 average rating, 18 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, 186 reviews

Sleeps 4 • World Cup Ready • Quick Ride to Stadium

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, 100 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

Guest favourite
A modern communal space features a long dining table surrounded by a mix of chairs, with cozy seating areas positioned nearby. Large windows allow natural light to fill the room, highlighting light wooden flooring and indoor plants. A television is mounted on the wall.
Flat in Liberty Village
4.96 out of 5 average rating, 23 reviews

Liberty Village | 1 Bedroom Apartment with Balcony

Centrally located in the heart of Liberty Village, convenience is at your doorstep. Short walking distance to BMO Field and Budweiser Concert Stage with a direct view of Lamport Stadium Park from the comfort of your own spacious patio. Accessible to endless restaurant options with a grocery store and pharmacy within the building. 24-Hour gym access available, as well as, a daily gaming room equipped with TVs.

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, 104 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 £7 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

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