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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
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, 124 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
Guest suite in Earlscourt
4.95 out of 5 average rating, 144 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
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
Private room in Lawrence Heights
4.94 out of 5 average rating, 127 reviews

Newly renovated master bedroom-private bathroom

Beautiful and spacious master bedroom with private bathroom. Conveniently located by Yorkdale Mall, Subway Station, Bus Routes, Restaurants, Banks, connecting with all amenities within a few minutes' walk. Newly renovated home with new furniture, kitchen, bedroom, bathroom. New memory foam mattress/pillows. Free parking spot may be arranged. Free coffee, tea and high speed Wi-Fi. Great for staycation, work-from-home alternative, business, and families.

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

Cozy private suite in 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
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.

Guest favorite
Home in Earlscourt
5 out of 5 average rating, 5 reviews

4BR home - Patio, BBQ & Parking in St Clair West

Stay in a stylish and spacious four-bedroom home in Toronto’s vibrant St. Clair West Village, steps from Corso Italia. This home has comfy queen beds, two full bathrooms, a bright living room and dining room, a backyard with a BBQ, and free parking. Walk to great restaurants, shops, and parks. Public transit is nearby, so you can get around the city easily.

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
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, 116 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.

Popular amenities for Oakwood Village vacation rentals

Quick stats about vacation rentals in Oakwood Village

  • Total rentals

    300 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 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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