Holiday rentals with outdoor seating in Oakwood Village

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Oakwood Village

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite
The serene backyard features a stone pathway surrounded by lush green landscaping and autumn foliage. The three-floor home is set back, with large windows illuminated in warm light, enhancing the natural beauty of the evening atmosphere.
Home in Yonge-Eglinton
4.93 out of 5 average rating, 27 reviews

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.

Guest favourite
A serene bedroom features a wooden bed frame with a full-sized mattress layered with light bedding. Two decorative frames hang above the headboard. A bedside table holds a lamp and a basket, while a soft curtain allows for diffused light.
Flat in Dovercourt Village
4.83 out of 5 average rating, 41 reviews

Live like a local in Dovercourt Village

This renovated, self contained, private basement apartment is part of our historic home located in Toronto's Dovercourt village. There are bars, restaurants, cafes within walking distance. Close to the subway, you can be downtown in 30 minutes. Enjoy being a local, while crashing here at night away from the hustle and bustle of the city. We're bustling family of four that live above you with two dogs and a cat. Sometimes the dogs bark and the cat meows, but if you let us know we'll keep it down.

Top guest favourite
A cozy backyard space is presented, featuring comfortable seating surrounding a glass table with a fire pit. Soft lighting and a large umbrella create an inviting atmosphere. Greenery and decorative elements enhance the serene environment, with a charcoal grill visible in the background.
Home in Oakwood Village
4.96 out of 5 average rating, 27 reviews

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.

Guest favourite
The open-concept living area features a gray couch and a small round coffee table, complemented by a patterned area rug. A dining set with yellow chairs is placed near the kitchen, which showcases modern appliances and sleek cabinetry.
Guest suite in Eglinton West
4.85 out of 5 average rating, 153 reviews

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.

Top guest favourite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Flat in Annex
4.93 out of 5 average rating, 222 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.

Top guest favourite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Apartment in Yorkdale
5 out of 5 average rating, 126 reviews

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

Top guest favourite
The exterior of a modern two-story home is viewed at night, featuring large windows that reflect warm light. A spacious driveway is lined with manicured grass, and mature trees frame the entrance, creating an inviting atmosphere.
Home in Etobicoke
4.98 out of 5 average rating, 55 reviews

Luxurious Getaway in the City of Toronto

Net Zero Ready home in Toronto designed for professionals, families, and large groups. This architectural gem blends luxury with creative design features. The homes abundant natural lighting gives a warm feel. You can savour a morning coffee on the balcony and relax in the spa like ensuite bathroom. The open concept main room has 12 ft ceilings and creates an inviting space to gather and spend moments with your family and friends. Located close to Toronto's downtown, highways and the airport.

Guest favourite
The entrance of a charming home is surrounded by a vibrant garden. Colorful flowers bloom in the foreground, while a stone pathway leads to a welcoming front door. Lantern-style lights stand on either side of the entrance, enhancing the inviting atmosphere.
Home in Oakwood Village
4.94 out of 5 average rating, 36 reviews

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

Top guest favourite
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in York
4.99 out of 5 average rating, 199 reviews

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

Top guest favourite
A modern living area features a sectional sofa and a coffee table on a colorful area rug. A fireplace adds warmth, positioned below a wall-mounted television. Accent chairs in yellow and green provide additional seating, while natural light spills in from a small window.
Guest suite in Swansea
4.93 out of 5 average rating, 140 reviews

Bright & Cheery Full Basement Suite walk to Subway

Our basement with private keypad entry in Toronto's tree-lined West End is ideal for tourists or folks coming to the city to work. It was completely renovated in early 2025 with a 1950s vintage travel vibe you'll love. Brand new bathroom, full separate bedroom with queen size bed (ENDY mattress), TV, desk, plus living area with fireplace & sofa bed. There is also a kitchenette/laundry. 3 min walk to Jane subway. Ceiling 6'5" with 1 lower beam. We live upstairs--the unit is noise insulated.

Guest favourite
The entrance of the home features a set of steps leading up to a porch flanked by two lamp posts. A well-maintained garden with potted plants is visible along the pathway. The exterior showcases a combination of light-toned siding and dark accents.
Flat in Earlscourt
4.91 out of 5 average rating, 174 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. Parking ✅ Not a shared space.

Guest favourite
A spacious living area is furnished with a large blue couch and a comfortable beige armchair. A patterned area rug is centered on the wooden floor, while framed artwork and photographs decorate the walls. Natural light floods in through large windows, enhancing the cozy environment.
Home in Earlscourt
4.95 out of 5 average rating, 19 reviews

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.

Popular amenities for outdoor seating rentals in Oakwood Village

When is the best time to visit Oakwood Village?

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Avg. price$90 SGD$90 SGD$108 SGD$93 SGD$123 SGD$140 SGD$142 SGD$146 SGD$123 SGD$131 SGD$119 SGD$98 SGD
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Quick stats about holiday rentals with outdoor seating in Oakwood Village

  • Total holiday rentals

    Explore 60 holiday rentals in Oakwood Village

  • Nightly prices starting at

    Oakwood Village holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    60 of Oakwood Village holiday 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!