
House vacation 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.

Year-Round Heated Pool & Hot Tub Family Oasis
Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year. In the colder months, enjoy a winter sk

3BDRM/2Bath near subway/Toronto w/parking
Welcome to our newly renovated 3 bedroom home, in the heart of Toronto. With just a 10-min walk to your nearest subway/metro station, commute to the city is a breeze. A quick 15-20 min drive to the vibrant Downtown Toronto or Toronto Pearson airport. Our location offers convenience & accessibility. Restaurants, shops, cafes, groceries & transit are nearby. * 3 bedroom / 2 bath– Sleeps 6 * Free Wifi * Fully equipped kitchen * Washer & dryer * Professionally Cleaned * Private Parking: 3 cars

CHARMING 3 BEDROOM HOME IN THE CITY W FREE PARKING
Welcome to our clean, cozy 3 bedroom country style bungalow situated in the middle of the city. Close to anywhere you wish to go, but just far enough from all the hustle and bustle. Designed to host visiting families or multiple couples. 3 bedrooms (1 King and 2 Queen size beds). Free parking. 2 televisions, Wifi, Netflix all included for your entertainment. Kitchen, 2 washrooms, enclosed private patio and a backyard. Laundry washer available on site. High speed internet and working space

Adorable — One Bedroom Guest Unit in Vaughan, ON
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

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

Luxury modern Victorian - private parking included
This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Comfy Oasis In Historic Downtown Neighborhood
According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

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

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

Award Winning Luxury Home with Heated Pool + Sauna

Seraya Wellness Retreat

Luxury Spa Escape with Pool & Jacuzzi

Toronto Pool Retreat

private backyard SPA oasis in Toronto

Chic King West Studio – TIFF & FIFA at Your Door

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

Casa Meya - Toronto Poolhouse Villa
Weekly house rentals

Luxury 4BR w/rooftop + parking

New Entire Unit-Upper Beaches w/ Parking & Laundry

Designer 6 Bedroom Sanctuary in Davisville

Luxury Home in Trinity Bellwoods | Hot Tub

The Crescent North.

Luxury Haven in Little Tibet

Junction! Spacious Basement Unit

Modern 2BR House | Cozy, Family-Friendly & Central
Private house rentals

Elegant Full Basement. ~1000 sq ft

Eglinton Escape | 15 mins YYZ Airport & Yorkdale

Ravine Retreat | Chef Kitchen | Toronto Zoo | SPA

Private Bedroom, Bathroom, Kitchen -Basement Apt

Charming Cosy Nestled Retreat

Luxury & Modern Home in Thornhill, Parking, Yard

Cozy Studio Near the Subway

Bright 2BR Apartment in Stockyards+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 | $86 CAD | $79 CAD | $84 CAD | $87 CAD | $96 CAD | $102 CAD | $111 CAD | $115 CAD | $108 CAD | $100 CAD | $109 CAD | $89 CAD |
| 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 vacation rentals
Explore 190 vacation rentals in Oakwood Village

Nightly prices starting at
Oakwood Village vacation rentals start at $14 CAD per night before taxes and fees

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

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
190 of Oakwood Village vacation 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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- Rentals with a patio Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Private suite rentals Oakwood Village
- Rentals with a firepit Oakwood Village
- Rentals with a washer and dryer Oakwood Village
- Apartment rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
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- House rentals Toronto
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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
- BMO Field
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




