
Holiday rentals in Oakwood Village
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Oakwood Village

Total holiday rentals
Explore 310 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 9,720 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
310 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!
Top-rated holiday rentals in Oakwood Village
Guests agree: these stays are highly rated for location, cleanliness and more.

Spacious 2BR Loft Near BMO Field with Parking
Welcome to our brand new loft! This designer 2 bedroom unit in Toronto’s west end is conveniently located with easy access to the transit and a minutes drive from Downtown & BMO Field. This suite features a queen bed, full bed, a pull out couch (in living room) and a unique second floor loft space with a workspace! Enjoy a smart TV, quick Wi-Fi, fully equipped kitchen, and in-suite laundry! Each room has its own A/C, making it perfect for the Toronto summers. 1 free parking spot is included!

Cozy 1-bdm suite filled with amenities & parking
A whimsically decorated basement apartment with a separate entrance that welcomes all. The exposed brick gives it a unique character and the location means you're not too far from downtown, close to public transportation and away from congestion. Enjoy amenities such as a kitchenette with all the fixings for a continental breakfast, plentiful snacks and refreshments. The kitchen offers an induction cooktop & toaster oven instead of a stove. Guests can enjoy Netflix, Wifi, and free parking.

Private Basement Apt • Transit to Downtown • 1–4
This comfortable basement apartment is perfect for solo travelers, couples, or business guests. Whether you want to explore Little Jamaica’s Caribbean flavours, shop at Yorkdale Mall, or head downtown, you’ll be perfectly located for an amazing Toronto experience! ✔ Self Check-In ✔ Queen Bed ✔ Fully Equipped Kitchen ✔ WiFi & Smart TV (Netflix included) ✔ Steps from Public Transit Enjoy this charming space with reading material, warm lighting, and all the essentials in a vibrant neighborhood!

Luxury 1+Den w/ Parking | Downtown Toronto
Enjoy a stylish stay in this modern 1+Den condo in Downtown Toronto with free parking (rare for the area). Features a cozy living area, comfortable bedroom, and dedicated workspace—ideal for business or leisure stays. Minutes from Casa Loma, CN Tower, Rogers Centre, Scotiabank Arena, BMO Field, Exhibition Place, nightlife, restaurants, cafés, grocery stores, and a subway station just a 10-minute walk away. Clean, comfortable, and well-connected. Queen air mattress available upon request.

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

Free Parking | Transit | Quartz Kitchen | Laundry
Beautifully renovated Toronto home in Corso Italia. Close to downtown and BMO field where FIFA world cup games will be, cafes, and restaurants. This bright, modern space features an open living area, quartz counters and stainless steel appliances, fast Wi-Fi, Smart TV, and in-suite laundry. Located on a quiet residential street with easy access to parks and transit. Perfect for couples, business travelers, or small groups seeking comfort, style, and convenience during their Toronto stay.

1200 sq ft Private Space in Heart of Forest Hill
* 1200 sq ft of fully private space over 2 storeys * Upstairs: 1 bedroom (king bed), bathroom w/ 2 sinks, TV, desk, laundry * Downstairs: Pull out couch (full/double bed), bathroom w/ shower * 100” TV w/ surround sound Sonos speakers * Full kitchen, high end appliances * FREE parking * Ideal location: Steps from St Clair streetcar, short walk to Line 1 & Line 2 subways, in a famous, quiet neighbourhood in Toronto (Forest Hill), short walk to Spadina Village or shops on Yonge St

Urban Retreat Steps to Transit, Dining, & Shops
Welcome to your modern urban retreat in Toronto’s vibrant St. Clair West neighborhood! This bright, stylish 1 bedroom apartment sits in a lively area surrounded by cozy cafes, restaurants, local boutiques, and parks. Enjoy being just steps from express transit for quick access downtown or sites across the city. Our space is perfect for business trips, solo travelers, couples, small groups, or families looking for a home base in one of Toronto’s most vibrant neighborhoods!

Junction Private Laneway Suite with Backyard
Welcome to a modern loft-style laneway suite nestled in the vibrant Junction Stockyards neighbourhood of Toronto, just a stone's throw away from downtown's hustle and bustle. Experience the perfect blend of convenience & local charm in the Stockyards. Our Airbnb is centrally situated; downtown Toronto a quick drive or easy transit ride away. Within a 10-minute walk, you'll find the lively Junction area, brimming with diverse restaurants, trendy shops, and cozy cafes.

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.

Brand New Designer Home Near Downtown
Welcome to our brand-new designer home, thoughtfully furnished for comfort and style. Enjoy a fully equipped kitchen, spacious living area, high-speed WiFi, and modern finishes throughout. Perfect for families, business travelers, and visitors looking for a relaxing stay near Downtown Toronto. Experience a clean, bright, and welcoming space designed to make you feel at home. Street parking is conveniently available on the rear street behind the property.

Lovely Basement Suite
Enjoy your time at my centrally located private apartment. It's a very stylish basement apartment. It has all the amenities of a home with a kitchen, private entrance, laundry,and a full bathroom. It sleeps 4 with 1 double bed and a double pull out sofa bed. There is permit street parking available You will be close to many restaurants,grocery stores,bars etc Only 15 minutes to the downtown core whether by bus,street car, Uber or subway.
Popular amenities for Oakwood Village holiday rentals
Other great holiday rentals in Oakwood Village

Gorgeous 1500 square foot ground level suite

Place to stay - midtown Toronto condo

Main fl Annex, private garden oasis, welcome dogs!

Handy Studio in Oakwood Village

Cabbagetown Victorian Restored to Designer Dream Oasis

Entire Private Cozy Basement in Midtown Toronto

St Clair West | Corso Italia | Steps to TTC

Entire basement suite in Corso Italia
Destinations to explore
- Flat rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
- Pet-friendly rentals Oakwood Village
- Private suite rentals Oakwood Village
- Family-friendly rentals Oakwood Village
- Rentals with a firepit Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Rentals with a washing machine and dryer Oakwood Village
- House rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with outdoor seating Oakwood Village
- 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
- Niagara Falls
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Casino Niagara





