
Vacation rentals with outdoor seating in Oakwood Village
Find and book unique outdoor seating rentals on Airbnb
Quick stats about vacation rentals with outdoor seating in Oakwood Village

Total vacation rentals
Explore 80 vacation rentals in Oakwood Village

Nightly prices starting at
Oakwood Village vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 2,720 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
80 of Oakwood Village vacation rentals include wi-fi access

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

4.9 Average rating
Oakwood Village stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated outdoor seating rentals in Oakwood Village
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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.

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

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.

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

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

Handy Studio in Oakwood Village
Cosy midtown laneway studio is 440 square feet of private, quiet space, 75 ft from street parking. Easy access from Pearson. Large windows on north and south ends ensure great natural light. There are solar shades to keep out the summer heat while allowing the occupant to see out, and privacy curtains for times when they are needed. 4 minutes walk to TTC buses, 12 to subways. Full kitchen, fridge, dishwasher and stove. Wifi. Queen sized Murphy bed folds to maximize space.

Stylish 1870s Home near Distillery District & Old Toronto
Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Spacious & Vibrant
Stay comfortably in this spacious Toronto 1-bedroom apartment that sleeps up to 4 guests—perfect for couples, friends, or World Cup visitors. Located in vibrant Corso Italia, you’re just steps from transit with easy access to downtown and stadium events. Enjoy a bright, private upstairs unit with plenty of space to relax after a day exploring the city . This unit comfortably sleeps 2–4 guests. A second queen bed is set up. Parking available for up to 2 vehicles.

Casa del Jo | Boho 2BR + Parking + Workspace
☀️ Summer Stays in Toronto! Stylish boho 2BR main-floor suite in a quiet, walkable neighbourhood with easy access to downtown, the Entertainment District, and top Toronto attractions. Relax with fast WiFi, Smart TV, a newly renovated spa-like bathroom, dedicated workspace, and free parking. Featuring cozy king + queen beds, in-suite laundry, and thoughtful touches throughout. Perfect for couples, friends, professionals, remote workers, or longer stays.

Stylish Apartment in Toronto - Long term available
Stay at our modern 1-bdrm in Toronto’s downtown west end. This private apartment in a classic brick home was recently renovated and features a spacious patio for summer evenings. Inside, modern design mixes with eclectic details, plus a full kitchen and laundry. Local transit is just steps away for exploring the city. Note: Guests must have reviews. We cannot host stays with young children (no stair gate, outlet covers, etc.)
Popular amenities for Oakwood Village outdoor seating rentals
House rentals with outdoor seating

Comfy Oasis In Historic Downtown Neighborhood

Spacious 3BR Home • Backyard • Great Location
Garden Home @ Trinity Bellwoods Park

World Cup - Queen West Unique Laneway Home

Weston Garden Cottage (park & walk to UP train)

Toronto Pool Retreat

Luxurious 2 Bedroom in the heart of the city!

Light-filled design house + easy World Cup access
Apartment rentals with outdoor seating

Main fl Annex, private garden oasis, welcome dogs!

Your home in Toronto

Toronto Island Wonderland View

Apartment in Dovercourt Village

King bed, Big kitchen, Free Parking, Central

Gorgeous Park House on Queen West With Parking

Midtown Penthouse - Toronto City Skyline View

Designer Annex Loft with Sunset Deck / EV Parking
Condo rentals with outdoor seating

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

Bright & Cozy Condo w/ Private Balcony - Ent. Dist

Lakeside condo/Pool/Rooftop Hottub/ParkingFIFAzone

Luxury Entire Condo At Downtown+parking

Central condo in heart of Liberty Village +parking

Large & Bright 2BR+Den in Midtown w/ Free Parking

Downtown | Gym | Sauna | Parking

Amazing Views, King Bed, Easy Access to World Cup!
Destinations to explore
- Pet-friendly rentals Oakwood Village
- Private suite rentals Oakwood Village
- Family-friendly rentals Oakwood Village
- Rentals with a fire pit Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Rentals with a washer and dryer Oakwood Village
- House rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with a fireplace Oakwood Village
- Apartment rentals Oakwood Village
- Rentals with outdoor seating Toronto
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Nike Square One Shopping Centre
- Niagara Falls
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Coca Cola Coliseum





