
House holiday rentals in Oakwood Village
Find and book unique houses on Airbnb
Top-rated house rentals in Oakwood Village
Guests agree: these houses are highly rated for location, cleanliness and more.

2-Bedroom House In Deer Park
Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Breathtaking Hot Tub Oasis 9 Guest 4BR 3WR Firepl
Relax and unwind in this downtown Toronto oasis. Trendy St. Clair West is a short 7 minute walk from your doorstep, and offers a wide range of excellent restaurants, bars, cafes, bespoke grocery stores, health food stores and shopping to suit every taste. On Saturdays, make your way to the bustling Wychwood Barns farmer's market for fresh goodies. Need a nature fix? A five minute walk brings you to Cedarvale Park, one of the city's best kept nature preserves. Bus stop located right outside.

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean
Fully renovated, modern, Bright, luxurious, and spacious ( over 1800 sq/ft) 2-bedroom, 2-bathroom high ceiling above ground apartment, separate entrance, and Patio for your next cozy home away from home! 5-star rated and top 5% of homes in AirBnB! As central as it gets in the GTA. You'll be close to Pearson Airport, Highway 401/404/407, shopping malls, grocery stores, and an array of trendy restaurants, movie theaters, parks, and bicycle/ hiking trails all around Book With Confidence!

Spacious 1 BD basement apartment
Forget your worries in this spacious and serene space. Peaceful neighborhood in central Toronto. This unit is everything you need. Perfect for couples. 700 sq ft, brand new furniture, transit-friendly and a 10 minute walk to a variety of restaurants and coffee shops. Transit will take you in Downtown in 20 min. Fresh linens, towels, Wi-Fi, coffee maker, toaster are provided. Guests have a private seperate entrance. I want people to feel comfortable in the space 6ft max height is recomended.

Toronto Modern Haven: 1 BR w/ Queen Sofa Bed
Welcome to your urban oasis in the heart of Toronto located on the main floor! This modern retreat offers a fully equipped kitchen, a cozy living room with a sofa bed, and a bedroom with a queen-size bed. Immerse yourself in the vibrant energy of the city during the day, and relax in this peaceful haven at night. Indulge in local flavors at nearby eateries, discover hidden gems in eclectic neighborhoods, and soak in the city's iconic skyline views. Your perfect Toronto getaway starts here!

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

Uptown Separate Bright Suite ( Free Parking )
Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

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.”

Cozy and Modern Lower-Level Suite in Corso Italia
Welcome to your home away from home! This newly updated, bright and cozy suite is nestled in Toronto’s buzzing Corso Italia neighbourhood. This apartment offers the perfect blend of comfort, privacy, and convenience. Whether you're here for a short stay or a longer getaway, you'll enjoy a comfortable retreat in this recently renovated and thoughtfully designed space. You will have access to the entire apartment accessible via a separate entrance located in the backyard.

Cozy and Chic Gem in the City
Entire lower level unit. Very clean and cozy unit in a great friendly neighborhood. The unit is bright and airy. The bathroom and kitchen is yours to use. Separate entrance through the side door of the house. Closet space to store your luggage and clothes. Coffee machine with pods and kettle are at your disposable. Extra blankets and pillows are available upon request. While the unit offers a private setup, the main house may also be accessed or shared as per your needs.

Mississauga Bsmt Apartment off of Bloor St!
Basement apartment with seperate entrance and complete privacy, located in Mississauga bordering Toronto. A minute walk to Bloor Street which goes directly to downtown Toronto. For people taking public transportation there is a great connection on Bloor St to the Kipling Subway station and to Square One Mall. If looking to visit downtown Toronto by public transportation, it will take about 50 minutes. Parks and lots of attractions near by. New Baby and Toddler in house.

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’.
Popular amenities for house rentals in Oakwood Village
House rentals with a pool

Award Winning Luxury Home with Heated Pool + Sauna

Seraya Wellness Retreat

Year-Round Heated Pool & Hot Tub Family Oasis

Luxury Spa Escape with Pool & Jacuzzi

private backyard SPA oasis in Toronto

Victorian Studio in King West – TIFF/FIFA Ready

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Casa Meya - Toronto Poolhouse Villa
Weekly house rentals

Luxury 4BR w/rooftop + parking

Designer 6 Bedroom Sanctuary in Davisville

Modern Rustic Laneway Entire Home w/Patio

Custom Home in Etobicoke [20 Minutes to Downtown]

Weston Garden Cottage

Luxury Haven in Little Tibet

Home in Central Etobicoke, TO

Stylish Private 2BDRM 3BED
Private house rentals

beautiful modern apartment

2 level spacious apartment by the lake

Cozy One Bedroom Retreat

Sunny Prime Toronto Location!

Prestigious Private Forest Hill Estate

Incredible Modern 2BR Home with Spacious Terrace!

Cozy, Clean Apartment in Toronto

Muskoka
When is the best time to visit Oakwood Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $81 SGD | $74 SGD | $80 SGD | $82 SGD | $90 SGD | $97 SGD | $104 SGD | $108 SGD | $102 SGD | $94 SGD | $103 SGD | $84 SGD |
| 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 house rentals in Oakwood Village

Total holiday rentals
Explore 190 holiday rentals in Oakwood Village

Nightly prices starting at
Oakwood Village holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 5,510 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
190 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!
Destinations to explore
- Family-friendly rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with a firepit Oakwood Village
- Pet-friendly rentals Oakwood Village
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- Rentals with a washing machine and dryer Oakwood Village
- Rentals with outdoor seating Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Flat rentals Oakwood Village
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- 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
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- 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




