Holiday rentals in Oakwood Village, York

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Top-rated holiday rentals in Oakwood Village, York

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Guest favourite

Home in Runnymede

4.94 out of 5 average rating, 130 reviews

Cozy Private Guest Suite in Junction Area

Welcome to our cozy studio space in our home in the Upper Bloor West /Junction Neighborhood. We recently renovated our space and would love to share it with guests when we are not using it. Our home is located in a safe, friendly neighborhood, walking distance to The Junction (10 min), Bloor West Village (20 min) and High Park (30 min). We are also a short transit ride (40 min) or drive (20 min) away from Pearson International Airport or downtown Toronto. *Please make note of low ceilings*

Guest favourite

Rental unit in York

4.97 out of 5 average rating, 92 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 favourite

Guest suite in York

4.97 out of 5 average rating, 120 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 favourite

Rental unit in Midtown

4.93 out of 5 average rating, 114 reviews

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

Guest favourite

Home in York

4.89 out of 5 average rating, 38 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 favourite

Rental unit in Toronto

4.91 out of 5 average rating, 116 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 favourite

Guest suite in East York

4.97 out of 5 average rating, 113 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 favourite

Rental unit in North York

4.97 out of 5 average rating, 163 reviews

Keele off 401 #1 (1.4km to Humber River Hospital)

Welcome to our cozy private one-bedroom basement apartment! Situated in the basement of our home, this space features a bedroom, a bathroom, a kitchen, and a combined living and dining area. Please note that our apartment is located on Keele Street, a main road, so it may not be suitable for light sleepers. Proximity to/from Pearson International Airport: 15 minute drive Proximity to/from Downtown Toronto: 50 minute drive Proximity to/from Humber River Hospital: 2 minute drive

Guest favourite

Guest suite in Midtown

4.98 out of 5 average rating, 161 reviews

Bright Modern Private Oasis Lower-Level 1BR 1BA

Newly renovated private lower-level apartment with 1 BR, 1 BA, full kitchen with living and dining area located downtown in the charming Annex West neighborhood. Ideal for quarantine/isolation Your space: - WiFi (75Mbps) - Cozy heated floors - Unlimited hot water - 2-3 min walk to subway and buses - Work remotely in comfort - Child friendly - 2 55" TV's This quiet corner of downtown Toronto sports lots of restaurants, shops, parks, and beautiful streets steps away.

Guest favourite

Rental unit in York

4.99 out of 5 average rating, 297 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 favourite

Home in York

5 out of 5 average rating, 99 reviews

PRIVATE 1BR, SEPAR. ENTRANCE+kitchen

Our home is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Guest favourite

Guest suite in Uxbridge

4.97 out of 5 average rating, 173 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane