
Vacation rentals with outdoor seating in Oakwood Village
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Oakwood Village
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

Luxe Forest Hill Retreat
Experience luxury in this Forest Hill home by renowned architect Richard Wengle. Featuring 4 spacious bedrooms (1 king, 3 queens) and 3.5 modern bathrooms, including a spa-like tub, it's perfect for families or groups. Enjoy a home gym, PS 5, Disney+, and Prime Video. Free driveway parking 2 SUVs, Tesla charger, towels, and toiletries included. Just a 10-minute walk to public transit & 15 minutes to downtown. Steps from top dining and shopping, this elegant retreat blends style and convenience.

Modern Basement Apartment
Stay in style and comfort at our centrally located Toronto Airbnb basement apartment. Just steps from the #90 bus, which takes you on a short 15-minute ride to St. Clair West subway station, or enjoy a pleasant walk to the station. Exploring Toronto has never been easier. This apartment has two bedrooms and three beds, ensuring ample space for you and your guests to relax in comfort. After a day of sightseeing, unwind in the fenced-in backyard, providing a serene oasis in the heart of the city.

Modern Private Suite By Subway w Free Parking
An entire floor is yours to use privately. Newly renovated with modern amenities, includes a 55" Smart OLED TV, Fibre Optic High-Speed WIFI, and backyard full of fun activities for couples and families. Next to public transit, a quick walk away, is TTC Eglinton W station. Centrally located, quick access to downtown or any neighbouring city (Vaughan, Markham, Brampton, Mississauga). Situated on a quiet street and walking distance from grocery stores, pharmacies, coffee shops, and eating places.

Home Away from Home on St. Clair W./Corso Italia
This charming and beautiful 3-bedroom Century home, full of unique character and warmth, has been lovingly maintained to preserve its original charm with a modern touch. Nestled in a quiet neighbourhood just steps from Corso Italia and St. Clair Avenue West, it comfortably sleeps 6 guests. More than just a place to stay, it’s a true getaway where the vibrant city is at your doorstep, yet the peaceful front and back gardens offers a serene oasis that feels like an Italian villa for relaxation

Welcome to Greenhills, a Charming Home w/ Parking
Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

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. Parking ✅ Not a shared space.

Toronto Vacation | ➊ The One Toronto Villa
The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Boutique Toronto Home near Downtown
Charming Toronto Retreat – Steps to Shops, Dining & Transit Welcome to a cozy and stylish home located in Toronto’s vibrant York neighborhood. Surrounded by beautiful local restaurants, and boutiques, just minutes from downtown and steps from transit. Cozy & Comfortable: – Bright, inviting spaces – Fully equipped kitchen – Peaceful backyard Short walk to St. Clair West, parks and groceries Perfect for a city getaway, work trip, or family stay, enjoy comfort and in a quiet, central spot.

Stylish 1870s Home near Distillery District & Old Toronto
“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Family Home Near St Clair W and Public Transport
Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

Free parking new and modern home downtown toronto
Brand new modern luxury custom laneway house in downtown Toronto. It has 14-foot ceilings and floor-to-ceiling windows that fill the space with natural light. Both bedrooms feature Casper king mattresses for a restful night's sleep. Though this listing is new, you’re in expert hands. I’m a Superhost with 10+ years managing 11 other highly rated properties. Hospitality is my passion—I’m here to make your stay seamless and memorable.

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.
Popular amenities for Oakwood Village outdoor seating rentals
House rentals with outdoor seating

Luxury modern Victorian - private parking included

Designer 6 Bedroom Sanctuary in Davisville

Newly Renovated Bright Suit with Free Parking

Charming Cosy Nestled Retreat

Comfy Oasis In Historic Downtown Neighborhood

Luxury Home in Trinity Bellwoods | Hot Tub

Daydream Treehouse

Home, away from home !
Apartment rentals with outdoor seating

Your home in Toronto

St Lawrence Market | DT Toronto | Free Parking|Gym

The Fort York Flat

Downtown Condo With a View! - Casa di Leo

Cute Private Apartment near University of Toronto

Toronto's Perfect View Apartment

Condo in Heart of Mississauga

One bedroom vacation rental at The Beaches
Condo rentals with outdoor seating

Bright & Stylish 1 Bedroom Condo in King West

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

The Penty: Luxurious Penthouse with Pool, Hot Tub

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

Hidden gem in Humber bay shores Toronto w/ parking

Luxury Entire Condo At Downtown+parking

Stylish Apartment in Toronto - Long term available

Large & Bright 2BR+Den in Midtown w/ Free Parking
When is the best time to visit Oakwood Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $96 CAD | $96 CAD | $115 CAD | $98 CAD | $130 CAD | $148 CAD | $151 CAD | $155 CAD | $130 CAD | $138 CAD | $126 CAD | $104 CAD |
| Avg. temp | -3 °C | -3 °C | 2 °C | 8 °C | 14 °C | 20 °C | 23 °C | 22 °C | 18 °C | 11 °C | 5 °C | 0 °C |
Quick stats about vacation rentals with outdoor seating in Oakwood Village

Total vacation rentals
Explore 60 vacation rentals in Oakwood Village

Nightly prices starting at
Oakwood Village vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 2,210 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
60 of Oakwood Village vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oakwood Village rentals

4.8 Average rating
Oakwood Village stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Family-friendly rentals Oakwood Village
- Pet-friendly rentals Oakwood Village
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- Rentals with outdoor seating Toronto
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




