Vacation rentals in Oakwood Village, York

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Top-rated vacation rentals in Oakwood Village, York

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Guest favorite

Apartment in York

4.96 out of 5 average rating, 84 reviews

Cozy 1-bdm suite filled with amenities & parking

A whimsically decorated basement apartment with a separate entrance that welcomes all. The exposed brick gives it a unique character and the location means you're not too far from downtown, close to public transportation and away from congestion. Enjoy amenities such as a kitchenette with all the fixings for a continental breakfast, plentiful snacks and refreshments. The kitchen offers an induction cooktop & toaster oven instead of a stove. Guests can enjoy Netflix, Wifi, and free parking.

Guest favorite

Guest suite in York

4.96 out of 5 average rating, 113 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 Toronto

4.95 out of 5 average rating, 78 reviews

A cozy suite in transit friendly Corso Italia.

A newly, hotel inspired, renovated cozy suite in the transit-friendly neighbourhood of Corso Italia. The suite includes an open-concept living, kitchenette, high-speed internet and everything you need to make this a perfect place to be during your 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, it's the perfect base for exploring the neighbourhood and the city. Parking is available!

Guest favorite

Home in York

4.91 out of 5 average rating, 35 reviews

Modern Rustic Laneway Entire Home w/Patio

This cozy historic house is an area that many years ago used to be the apple orchard of John Oakwood, of Oakwood Ave. This rustic brick laneway home is where the apple pickers used to live and a perfect getaway. - A Queen & twin size bed, 3 ppl -A/C -Kitchen -Nespresso/ Frother -Bathroom -Backyard /patio -BBQ -2 Smart TV's -Free Wi-Fi -Laundry - 2 min to closest paid street parking Parking Info Download GreenP App Parking Rates: Day Max (7am – 6pm): $4.50 Night Max (6pm – 7am): $2.50

Guest favorite

Apartment in Toronto

4.92 out of 5 average rating, 110 reviews

Spacious & Vibrant upstairs apartment

There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. A dog within minutes from the home. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Not a shared space. Parking ✔️

Guest favorite

Guest suite in York

4.92 out of 5 average rating, 39 reviews

Cozy Modern Suite with Parking - St. Clair West

Welcome to a spacious, modern and comfortable home away from home in the centrally-located St. Clair West neighborhood, a 20 minute drive from the city center. Located on a quiet residential street, you’ll be walking distance to cafés and great restaurants. Included parking in the driveway - great for driving in the city! Relax at the end of your day with a 65" 4K Smart TV w/ Sonos soundbar and multiple streaming services. High ceilings for a basement (6'7” with some lower bulkheads.)

Guest favorite

Guest suite in East York

4.97 out of 5 average rating, 108 reviews

Newly Reno’d Modern Suite By Subway w/Free Parking

Welcome to your newly renovated home away from home in Toronto’s vibrant east end. Enjoy a professionally designed outdoor living space that feels like a cottage in the heart of the city’s bustling Danforth area. You'll be a short 2 minute walk from the TTC’s Woodbine Subway Station and a quick ride to all the attractions of downtown. Although located on a quiet street, you’ll be walking distance from grocery stores, pharmacies, cafés, artisanal shops & a huge variety of restaurants.

Guest favorite

Apartment in York

4.93 out of 5 average rating, 166 reviews

New Modern and Stylish Studio in Hip Neighborhood

Stay in our newly renovated, bright comfort studio right behind the Toronto’s buzzing Junction neighbourhood, which named one of 50 coolest neighbourhoods in the world. This modern and well-appointed main level studio is a quick stroll from a variety of restaurants, breweries, parks, and shops. Very attractive location with public transportation steps away, it's the perfect base for exploring the neighbourhood and the city beyond.

Guest favorite

Apartment in York

4.99 out of 5 average rating, 292 reviews

Modern Retreat in Trendy JUNCTION Neighbourhood

A newly renovated, hotel-inspired lower level suite nestled in Toronto’s buzzing Junction neighbourhood. This vibrant, bright basement, brought to life by its charming and colourful accents, is a quick stroll from a variety of restaurants, breweries, parks, and shops. With public transportation steps away, it's the perfect base for exploring the neighbourhood and the city beyond. And, of course, for unwinding afterward.

Guest favorite

Guest suite in Toronto

4.93 out of 5 average rating, 41 reviews

Adorable brand new 1-bedroom place in Toronto

Enjoy a cozy experience, located in trendy St. Clair West area. Featuring a fully equipped kitchen, brand new mattress and comfortable bed, and dedicated workspace. It's the perfect space when visiting Toronto for leisure or business. Walk Score: 91 ... Daily errands do not require a car. Transit Score: 81 ... Transit is convenient for most trips. Bike Score: 51 ... flat as pancake! Biking is convenient for most trips.

Guest favorite

Guest suite in Toronto

4.92 out of 5 average rating, 25 reviews

Mi Casa Es Su Casa- Parking, Wi-Fi, Private Space

This centrally located basement unit has everything you need to make your stay in Toronto comfortable. Free parking and easy access to public transportation makes exploring Toronto quick and easy. We offer free Wi-Fi, Air Conditioning, Continental B-Fast, Video Games and Amazon Prime. We also offer a convection hot plate and some cooking supplies to help you make your stay feel like home. Mi Casa-Es Su Casa!

Guest favorite

Home in Midtown

4.94 out of 5 average rating, 108 reviews

Cozy private space in mid-town Toronto

Welcome to our recently renovated unit that is part our home but completely separate from it. We are located in a Hillcrest Village a great neighbourhood that includes a mix of international restaurants, pubs and independent shops. We are very close to the St. Clair streetcar (tram) which takes you downtown in less than 20 minutes.