
Holiday houses in Oakwood Village
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Top-rated holiday rentals in Oakwood Village
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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

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.

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!

1-bedroom study spot in St. Clair West
Located in the heart of the city, my guest room could be an ideal spot for your visit. Within a few steps out the front door, you will have easy access to major transit routes which can get you downtown in 30 minutes. Here, you will find a comfortable environment to work or recharge: gigabit WiFi and comfy bed. Check yourself in and out using the smart lock. You have access to the washroom and kitchen area as well. Happy to make you a coffee in the AM.

BRIGHT MODERN STUDIO WITH TERRACE
Bright, airy, modern and new unit with private entrance in midtown Toronto. One minute to transportation, supermarket, bakeries, pharmacies, and all other conveniences. Thirty minutes to downtown and 25 minutes to Yonge and Eglinton by public transport. The space is recently renovated with a small terrace for outdoor space. The unit is self contained with a private kitchen, bathroom and laundry. Sorry, there is no smoking on the property.

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.

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.

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.

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.

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.

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.

Cute Getaway in Toronto’s Oakwood Village
Welcome to your charming home-away-from-home in the heart of Toronto’s vibrant Oakwood Village! This beautifully maintained cute unit blends cozy comfort, playful charm, and city convenience—ideal for couples, solo travelers, small groups, or remote workers looking for a unique Toronto stay.
Popular amenities for Oakwood Village holiday rentals
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Quick stats about holiday rentals in Oakwood Village
Total rentals
300 properties
Nightly prices starting at
$15 AUD 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
Destinations to explore
- Private suite rentals Oakwood Village
- Pet-friendly rentals Oakwood Village
- Rentals with a washing machine and dryer Oakwood Village
- Rentals with a patio Oakwood Village
- Family-friendly rentals Oakwood Village
- Rentals with outdoor seating Oakwood Village
- Rentals with a fire pit Oakwood Village
- House rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Apartment rentals Oakwood Village
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara