
Holiday rentals in Oakwood Village
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Top-rated holiday rentals in Oakwood Village
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Entire Condo Lakeview Luxury Escape – Toronto
Welcome to your modern 1-bedroom retreat in South Etobicoke — perfectly located just 17 minutes from downtown Toronto and 12 minutes from Pearson Airport. Situated on the 25th floor, you’ll experience stunning views of the lake and city skyline, with unforgettable sunsets right from your window. Whether you’re here to work remotely, discover the best of Toronto, or unwind in comfort, this condo offers the ideal home base for your stay. Enjoy a stylish experience at this centrally located place.

Chic Midtown Toronto Suite / Newly Renovated
Welcome to our stylish and newly renovated suite located in the trendy St. Clair Avenue West area of Midtown Toronto! The suite features a spacious bedroom with a plush queen-sized bed, a fully equipped kitchen with brand-new appliances, and a sleek bathroom with a luxurious rain shower. Enjoy the convenience of being just steps away from top restaurants, cafes, and shopping in one of Toronto’s most vibrant neighbourhoods. 20 minutes walk to St. Clair West station, 5 minutes to the streetcar.

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.

Blue Haven- Beautiful home in perfect location
Relax in this spacious private retreat minutes to downtown. This stylish place to stay is perfect for those looking to experience life in a multi-cultural Toronto neighborhood. Located in the heart of the city's Corso Italia, this quiet, spacious home offers comfort and style. Experience life like a Toronto local, with stores, coffee shops, restaurants, bakeries, and parks at your doorstep. Explore Salsa on St. Clair, historic Casa Loma and Wychwood Barn Farmers Market. NO SMOKING NO PETS

Cozy Toronto Midtown Basement Apartment
Welcome to our cozy basement apartment in the heart of Midtown Toronto! This fully furnished space features a comfortable bedroom, a stylish living area, a well-equipped kitchenette, and a modern bathroom. Enjoy high-speed Wi-Fi, a smart TV, and convenient access to public transportation, shops, and restaurants. Ideal for solo travelers or couples looking for a quiet retreat in a vibrant neighborhoods. Babies are welcome too. Book your stay today and experience the best of Toronto living!

Cozy 1BR Suite - Near Downtown!
Greetings! We are excited to offer our one bedroom unit basement in the popular midtown Wychwood/ Hillcrest neighbourhood. 2 Mins. of walk connects you to the transit system. Separated Entrance & courtyard. Brand new full kitchen & bathroom, Wifi & Crave TV. An excellent short stay for couples and duo travellers. Daytime Street Parking is available, the nightly municipal parking lot is a 1 min walk. $5 fixed rate from 6 pm to 7 am. Please note our ceiling height is 6'4" (2m).

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.

1 x Bedroom Modern Apartment (2xBeds)
Enjoy the bright 1 x bedroom and business friendly basement apartment with complete separate entrance. Newly renovated space. 8ft Ceilings throughout. Centrally located for easy access to downtown and uptown. In suite laundry & wifi and Netflix as well. It is a basement apartment so people live in the unit above. The apartment has been built to code with acoustic insulation. No parking available. Street parking permits available. No parties, smoking or loud groups.

Luxe Edition Private Room#2 Koreatown DT Toronto
Kick back & relax in this calm, stylish space ✨ Enjoy a cozy private bedroom 🛌 in a detached home 🏡 with your own washroom 🚿, workspace 💼 & shared living area 🛋️. Perfect for solo travelers, students 🎓 or professionals 👩💻. Located in a peaceful neighborhood 🌳 with easy access to transit 🚆, shops 🛍️ & food (close to Korean town) 🍽️. Clean, quiet & comfy — your home away from home 💖 Feel free to reach out with any questions! 😊

#2 Private room close to Lansdowne Subway Station
Clean Private room that locate close to Lansdowne subway station. This room for 1 person only. if you have an extra guest, please book room 1 or 3. A 8 minute walk or 2 mins with Bus (3 stops away) from Lansdowne station. No Kitchen. Full size bed, wifi, shared washroom, towel, Shampoo and bodywash Bathroom will be clean daily. Street parking only (midnight - 7AM need permit) for parking options, please check "other details"

Newly Renovated Ideally Located Annex Ensuite
We are located on a quiet leafy residential street in the Annex neighbourhood. Our home is 5 minutes on foot from the subway and a short walk to Bloor Street, U. of T., Yorkville and the Royal Ontario Museum. The park at the corner has a public bike-share. The area has an abundance of restaurants, pubs, coffee shops, grocery stores, and specialty food shops.

Comfy Bungalow in Midtown TO
You and your guests will enjoy this cozy, spacious bungalow in the heart of Toronto. Located in Humewood/Oakwood, it’s easy to get around from here to all parts of the city. The house is tidy and well-maintained with lovely landscaping and artful touches. A great spot for you to enjoy in your downtime visiting the city.
Popular amenities for Oakwood Village holiday rentals
Other great holiday rentals in Oakwood Village

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(2) Private room close to Dufferin Subway Station

Comfy Home Downtown Toronto

Private Oakwood Gem Cozy Urban Retreat
When is the best time to visit Oakwood Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $83 SGD | $80 SGD | $82 SGD | $86 SGD | $93 SGD | $100 SGD | $109 SGD | $114 SGD | $111 SGD | $101 SGD | $108 SGD | $89 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 holiday rentals in Oakwood Village

Total holiday rentals
Explore 300 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 9,520 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
300 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
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- Pet-friendly rentals Oakwood Village
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- Rentals with a firepit Oakwood Village
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- Rentals with a washing machine and dryer Oakwood Village
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- Flat rentals Oakwood Village
- 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
- BMO Field
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Christie Pits Park




