
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.

Toronto Cozy Home Retreat
**Entire space**with kitchen and bathroom **Cozy Bedroom**: 2 comfy beds and quality linens. **Modern Bathroom**: A clean and updated bathroom equipped with fresh towels and toiletries. **Fully Stocked Kitchen**: Prepare meals with ease using our modern appliances and kitchenware. Includes a microwave, fridge, and stove. **Living Space**: A comfortable area with a desk and Wi-Fi, perfect for work or relaxation. **Fitness Corner**: Keep up with your fitness routine with the onsite exercise bike

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.

Amazing 1BR Suite Near Downtown!
A private one bedroom luxury basement suite in popular Wychwood has it all: amazing kitchen; open living area with oversized sofa - watch Netflix or cable on the wide-screen TV; dine at a reclaimed wood table; sleep great on a queen size Sealy Posturepedic mattress in the bedroom, 8ft ceilings, private entrance; new washer/dryer! Public transit is steps away. Visit famous Wychwood Barns or shop on St. Clair West - less than 10 min walking. High speed unlimited wifi, premium cable TV, and more!

Private 1-br Apartment: Your Secluded Getaway!
Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

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.

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

Basement Apartment - New Build!
Full basement apartment of a brand new home which was recently featured in Toronto Life Magazine. Fully loaded with brand new appliances, including a dishwasher and laundry. The best sound dampening we could implement - it's very quiet. Incredible home gym and foosball table. Nice outdoor dining and BBQ area. 1 parking space in the driveway included, however, street parking isn't usually an issue, although technically not allowed. Kipling station and Loblaws are close by (pics attached).

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.”

Luxury Home - 5 min from airport, 15 to downtown
The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

Charming coach house / guest house downtown
Private and secluded, completely separated, fully serviced and renovated guest house / urban cottage with a beautiful private patio nestled among the mature trees of Dufferin Grove - one of Toronto's most vibrant and interesting neighbourhoods. Find quiet, peace and tranquility in a private oasis, tucked away behind trees and the residential streets, located in the middle of Toronto's trendiest urban centres: Little Italy, Dundas West, Ossington, Little Portugal and Queen West.
Popular amenities for Oakwood Village house rentals
House rentals with a pool

Stunning & Spacious Heritage Home in Bridal Path

Award Winning Luxury Home with Heated Pool + Sauna

Heated Pool-tub Open 365 Days

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Guest suite 10 min to subwy w kitchen FREE parking

private backyard SPA oasis in Toronto

Modern Designer Home w/ Pool Open Game Rm/Fire Pit

Victorian Charm – TIFF/FIFA Base in King West
Weekly house rentals

Newly Renovated House Sunnybrook Toronto 3parkings

Cozy One Bedroom Retreat

Charming Cosy Nestled Retreat

The Shannon House - 4Bed/2Bath + Free Parking!

Luxe Forest Hill Retreat

Modern 2 bedroom apartment

City Escape

*Architectural Masterpiece* In Prestigious Area
Private house rentals

2 level spacious apartment by the lake

Toronto Oasis: Home Near Ossington Strip

Free parking, New and modern home downtown toronto

Spacious Feng Shui 3BR w/ 2 Full WR & Chef Kitchen

Sunny Prime Toronto Location!

Morning sunlight fills the living room, a cup of coffee is super healing

Custom Home in Etobicoke [20 Minutes to Downtown]

Boho 2 bed, 2 bath home - west end Toronto
Quick stats about house rentals in Oakwood Village
Total rentals
200 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Destinations to explore
- Fitness-friendly rentals Oakwood Village
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- Rentals with a patio 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
- House rentals Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara