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Vacation rentals in Oakwood Village

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oakwood Village

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

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Superhost
A cozy bedroom is presented with two comfortable beds adorned with quality linens. Soft lighting from recessed fixtures casts a gentle glow over the space. A television is positioned on a dark stand, and a piece of wall art adds a touch of color.
Home in Oakwood Village
4.92 out of 5 average rating, 38 reviews

Toronto Cozy Home Retreat

**Entire space**with kitchen and bathroom **Cozy Bedroom**: 2 comfy beds and quality linens. **Modern Bathroom**: A clean and updated bathroom equipped with fresh towels and toiletries. **Fully Stocked Kitchen**: Prepare meals with ease using our modern appliances and kitchenware. Includes a microwave, fridge, and stove. **Living Space**: A comfortable area with a desk and Wi-Fi, perfect for work or relaxation. **Fitness Corner**: Keep up with your fitness routine with the onsite exercise bike

Guest favorite
Private room in North York
4.9 out of 5 average rating, 125 reviews

Private Guest Suite in Toronto with Private Bath

Come relax in one of Toronto's most sought after neighborhoods! This is the perfect place to come home to relax after seeing all that Toronto has to offer. This bright spacious updated private 1 bedroom basement apartment offers on-site laundry & free WIFI. Minutes to Yorkdale mall, highways, parks, transit, restaurants & many other amenities. Towels & sheets are provided for your convenience. Ideal for 1-2 guests. Please note there is no use of the backyard or parking. No smoking at all.

Guest favorite
A Mid-Century Modern themed bedroom features a queen bed with crisp white linens and decorative pillows in warm tones. Floral artwork adorns the walls above the bed. A nightstand holds a lamp and a small vase with flowers, adding a touch of color to the space.
Guest suite in Earlscourt
4.95 out of 5 average rating, 145 reviews

Midtown Mid-Mod

Bright, clean and spacious lower-level guest suite located in Mid-Town’s trendy St. Clair West neighbourhood. Our suite is best suited for adults who want to explore the city and take in the sites, business travelers who want privacy and a comfortable workspace or families visiting relatives. We offer the amenities you’d need and some you wouldn’t expect. Mid-mod inspired bedroom with Queen bed makes for a great place to rest your head after a visiting one of our many trendy local restaurants.

Guest favorite
An open-concept basement suite is shown, featuring a spacious bed with fresh linens. A large smart television is mounted on the wall, and a kitchenette with modern appliances, including a fridge and coffee maker, is visible in the background. Light wood flooring enhances the room's brightness.
Guest suite in Earlscourt
4.91 out of 5 average rating, 160 reviews

A cozy suite in transit friendly Corso Italia.

A newly, hotel inspired, renovated cozy basement suite in the transit-friendly neighbourhood of Corso Italia. The suite includes an open-concept living, kitchenette, high-speed internet and everything you need for a perfect stay in Toronto. Less than a 10 minute walk from a variety of restaurants, a park, and shops on St. Claire avenue. With public transportation steps away( 1 minute to a bus stop), it's a perfect base for exploring the neighbourhood and the city. Parking is available!

Guest favorite
The private bedroom is illuminated by soft lighting, featuring a spacious double bed with white linens and navy accents. Two nightstands hold lamps beside the bed. A desk and chair sit in the corner, complemented by a mirror. Decorative artwork adorns the wall.
Private room in Eglinton West
4.92 out of 5 average rating, 133 reviews

Bright Cozy Room | Kitchen, Parking | 5 Min Subway

Enjoy a private and bright bedroom in a clean home located in Midtown Toronto. This cozy space offers free parking and access to a lovely deck on the main floor. Perfectly situated, it’s within walking distance to Eglinton West Station, local restaurants, and conveniently close to major highways. The private, keyed bedroom includes a double bed, desk, chair, closet, and TV. Shared spaces include bathroom, kitchen, living room, and dining room.

Guest favorite
Private room in Earlscourt
4.95 out of 5 average rating, 124 reviews

Cozy private suite on Corso

Private basement suite in Corso Italia! A cozy, relaxed and quiet space to wind down with your own entrance, bathroom, and kitchenette. Perfect for a solo traveller or couple. Access to downtown west end Toronto by public transit: 4 bus routes 2min, 8min, 9min and 10min walk away. Food and drink nearby on St Clair, cool bars on Geary, Dupont, and Bloor. Beautiful walks nearby in Prospect Cemetery.

Superhost
Home in Oakwood Village
4.88 out of 5 average rating, 8 reviews

Casa del Jo | Boho 2BR Retreat + Free Parking

Stylish boho 2BR main-floor suite tucked in a quiet, walkable neighbourhood — just 1 bus to downtown Toronto, Entertainment District, and Financial District! Enjoy a luxury renovated bathroom, cozy king + queen beds, fast WiFi, and free parking. Ideal for professionals, mature students, or digital nomads on longer stays. Close to transit, St. Clair, Casa Loma, George Brown, Yorkdale & more.

Guest favorite
A spacious living area features a large gray sofa adorned with decorative pillows and a vibrant yellow throw. Warm lighting illuminates the wood-grain floor. A cozy blue chair sits to the side, while curtains divide the space from the kitchen area, visible in the background.
Apartment in Earlscourt
4.84 out of 5 average rating, 90 reviews

Lovely 1-Bedroom Apartment in Corso Italia

The whole group will enjoy easy access to everything from this centrally located place. Fruit stands and restaurants and bars all at your footstep, with convenient transit to help you get anywhere in the city! Fully Private Apartment. Spacious 1 Bedroom Lower-Level Apartment, full kitchen and laundry all to yourself! Book confidently with an Airbnb Superhost with 80+ reviews.

A modern kitchen with dark wooden cabinetry is complemented by stainless steel appliances, including a refrigerator and microwave. A countertop provides space for meal preparation, while a neutral backsplash enhances the overall design. Natural light illuminates the wood-patterned floor, creating a welcoming environment.
Apartment in Oakwood Village
4.85 out of 5 average rating, 67 reviews

1 x Bedroom Modern Apartment (2xBeds)

Enjoy the bright 1 x bedroom and business friendly basement apartment with complete separate entrance. Newly renovated space. 8ft Ceilings throughout. Centrally located for easy access to downtown and uptown. In suite laundry & wifi and Netflix as well. No parking available. Street parking permits available. No parties, smoking or loud groups.

Guest favorite
A comfortable living area features a plush sofa against a textured wall, complemented by a wooden coffee table. A small dining table with chairs is positioned nearby, and a window allows natural light to illuminate the space. Art pieces adorn the walls, adding visual interest.
Bungalow in Oakwood Village
4.94 out of 5 average rating, 47 reviews

Comfy Bungalow in Midtown TO

You and your guests will enjoy this cozy, spacious bungalow in the heart of Toronto. Located in Humewood/Oakwood, it’s easy to get around from here to all parts of the city. The house is tidy and well-maintained with lovely landscaping and artful touches. A great spot for you to enjoy in your downtime visiting the city.

Guest favorite
Private room in Earlscourt
4.91 out of 5 average rating, 117 reviews

Super Cozy Room in Corso-Italia

This is a super-cozy room located in the centre of Toronto. Great for solo travelers looking to stay on the cheap and to take advantage of the proximity to Corso-Italia, Bloordale and Little Italy. Just steps from the Dufferin bus that runs 24-7. Fantastic back patio with a stylish and simple living space.

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
4.81 out of 5 average rating, 16 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 vacation rentals

Quick stats about vacation rentals in Oakwood Village

  • Total rentals

    300 properties

  • Nightly prices starting at

    € 9 before taxes and fees

  • Total number of reviews

    9.5K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

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