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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
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
A bright common area features a stylish seating arrangement with colorful cushions on a wooden coffee table. A potted plant adds a touch of greenery, and a wooden bench provides additional seating. The staircase leads to the upper level, and overhead lights illuminate the space.
Private room in Bathurst Manor
4.95 out of 5 average rating, 154 reviews

Garden view private room near subway Line 1

* Newly renovated, hotel-inspired with excellent track record * Super responsive host, can support in-person * Private attached bathroom * Free parking on the driveway * 15-min walk or 2-min walk + 5-min bus to Sheppard West Subway Station * 16-min drive to Pearson airport (YYZ) * 45-min drive or public transportation to Union station/downtown * 15-min drive to York University or Sobeys Stadium * 7-min drive to Rogers Stadium (Downsview)

Guest favorite
Private room in North York
4.86 out of 5 average rating, 419 reviews

FREE parking-QUEEN bed-GROUND level! Cozy room

Enjoy your place in our cozy place at very convenient location. This apartment is prepared especially for you, . We have free Wifi with fiber optic cable and more than 4 parking space so that you can enjoy your stay. We provide breakfast with cereal, breads, milk, tea, coffee with many flavors to choose. If you need iron, shampoo, or any travel essentials, we got them all for free. Note: *PLEASE REMOVE SHOES AT THE ENTRANCE

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.

Top guest favorite
Private room in Davisville Village
5 out of 5 average rating, 170 reviews

Mid town Toronto LGBTQ Friendly Chic & Comfortable

This urban chic place is perfect for solo, or couples/friends on vacation or business. Centrally located in mid-town Toronto between two subway stops (St Clair and Davisville on Line 1) plus 24 hour bus service, you are only 15 minutes from downtown or a 8 minute drive. On street parking is free! I look forward to hosting you in Toronto, the world’s most multicultural city !

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, 68 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.

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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