
Holiday rentals with outdoor seating in Oakwood Village
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Oakwood Village
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Grand & Luxurious Historic Home | Central Toronto
Welcome to Baraset House. CONDE NAST: Toronto's best Airbnbs TRIP 101: #1 Luxury Toronto Airbnb BELLAMY LOFT: #1 Toronto Airbnb SLICE: A Toronto Airbnb fit for Royalty In the heart of Toronto, this meticulously restored Historical Home provides the perfect setting for grand family gatherings, wedding groups & corporate retreats. Relax in 3300 sq' of stately principle rooms, Chef's Kitchen & six hotel-inspired bedrooms. Gorgeous outdoor spaces & private parking. An unforgettable destination.

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.

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

Spacious 3BR Home with Backyard • Great Location
Welcome to a spacious 3-bedroom home—perfect for remote work, or family getaways. With a fully equipped kitchen, large dining area, and cozy living room, there's plenty of room to relax. The lower-level features a big-screen TV, loaded bookshelf, games, and an office desk. Each bedroom offers comfortable sleeping arrangements with fresh linens. Enjoy the private backyard, fast Wi-Fi, and in-suite laundry. A well-designed space that feels like home—whether you're staying a week or a month.

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.

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.

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’.

Waterfront Coach House Loft
This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.
Popular amenities for Oakwood Village outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Modern Comfort near Casa Loma

Designer 6 Bedroom Sanctuary in Davisville

Newly Renovated House Sunnybrook Toronto-3parkings

Modern and Cozy Space in Toronto

Cozy One Bedroom Retreat

Modern Rustic Laneway Entire Home w/Patio

Custom Home in Etobicoke [20 Minutes to Downtown]

Stylish 1870s Home near Distillery District & Old Toronto
Apartment rentals with outdoor seating

St Lawrence Market | DT Toronto | Free Parking|Gym

Your home in Toronto

The Fort York Flat

Condo in Heart of Mississauga

The Woodland Walkout

One bedroom vacation rental at The Beaches

Comfort, Style and Privacy.

Midtown modern 1 bedroom suite
Condo rentals with outdoor seating

Bright & Stylish 1 Bedroom Condo in King West

Modern Downtown Condo Free Parking/ Walk to Lake

Lux Waterfront Condo Pool Hot Tub Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Entire Condo At Downtown+parking

Stylish Apartment in Toronto - Long term available

#1 on Airbnb | 2 BR | Free Parking | Sleeps 6 | DT

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 | $122 NZD | $122 NZD | $147 NZD | $126 NZD | $167 NZD | $190 NZD | $193 NZD | $199 NZD | $167 NZD | $177 NZD | $161 NZD | $133 NZD |
| 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 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 $53 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
60 of Oakwood Village holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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- Pet-friendly rentals Oakwood Village
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- Rentals with a patio Oakwood Village
- Rentals with a fire pit Oakwood Village
- Apartment rentals Oakwood Village
- Rentals with a fireplace 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
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




