Vacation rentals in Oakwood Village

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Top-rated vacation rentals in Oakwood Village

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Top guest favorite
An open living area features a light-colored sofa covered with a protective cover, a coffee table, and a flat-screen TV mounted on the wall. Natural light enters through large windows dressed with sheer curtains, complementing the warm wood tones of the flooring.
Guest suite in Oakwood Village
4.91 out of 5 average rating, 57 reviews

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.

Superhost
A narrow hallway leads to a living area, featuring light-colored walls and a smooth wooden floor. A small bench sits beside a large leafy plant in a pot. In the background, a neutral-toned couch is visible next to an adjoining bathroom.
Private room in North York
4.86 out of 5 average rating, 105 reviews

Charming Bedroom near Yorkdale, North York

If you need a parking space, please message me first before booking. 10 minutes drive to Rogers Stadium Comfortable private bedroom Shared kitchen and washroom Quiet neighbourhood in North York ❇️Great Location: - 1 minute walk from bus - 10 minutes walk from Wilson Subway Station - 30 minutes to downtown - Near Yorkdale Mall and Costco - Right next to a highway for easy access ❇️Perfect For: - Students and workers - Travelers exploring Toronto - Anyone wanting an affordable, convenient stay

Guest favorite
An open-concept basement space features a neutral-toned sofa with plush cushions, situated across from a queen bed and double bed. A small coffee table sits on a light rug, harmonizing with framed artwork on the walls and soft lighting creating a cozy ambiance.
Private room in York
4.94 out of 5 average rating, 242 reviews

Momma’s Big Luxurious Basement

The whole group will enjoy easy access to everything downtown from this centrally located place. A unique beautiful spacious basement apartment. Recently renovated, wide open with its own entrance. Minutes from a subway station, in a fun artsy midtown neighborhood. Large over sized bathtub, and toilet. Cutlery and dish ware including a Keurig coffee maker. Vintage reading nook. A new queen bed, two double beds and lots of blankets! Please let us know in advance if you will be needing parking!

Superhost
A stylish living area showcases a yellow sofa adorned with decorative pillows, paired with a glass coffee table. Vibrant curtains framed by large windows enhance natural light. A flat-screen TV is mounted on the wall, and a wooden sideboard adds warmth to the space.
Apartment in Earlscourt
4.79 out of 5 average rating, 58 reviews

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

Top guest favorite
A bright living area is furnished with a light-colored sofa and a pair of wooden side tables. A textured area rug covers the hardwood floor, while natural light is allowed in through a nearby window. A small desk and chair are positioned against the wall.
Home in Earlscourt
5 out of 5 average rating, 69 reviews

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.

Guest favorite
A modern kitchen with dark wooden cabinetry is complemented by stainless steel appliances, including a refrigerator and microwave. A countertop provides space for meal preparation, while a neutral backsplash enhances the overall design. Natural light illuminates the wood-patterned floor, creating a welcoming environment.
Apartment in Oakwood Village
4.86 out of 5 average rating, 73 reviews

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.

Guest favorite
Private room in Wychwood
4.89 out of 5 average rating, 285 reviews

1-bedroom study spot in St. Clair West

Located in the heart of the city, my guest room could be an ideal spot for your visit. Within a few steps out the front door, you will have easy access to major transit routes which can get you downtown in 30 minutes. Here, you will find a comfortable environment to work or recharge: gigabit WiFi and comfy bed. Check yourself in and out using the smart lock. You have access to the washroom and kitchen area as well. Happy to make you a coffee in the AM.

Guest favorite
Private room in Wychwood
4.94 out of 5 average rating, 157 reviews

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! 😊

Superhost
A clean private room features a full-size bed with neatly arranged white linens and two rolled towels placed at the foot. A small desk and chair are situated by a window, allowing natural light to brighten the space.
Private room in Toronto
4.91 out of 5 average rating, 137 reviews

#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"

Top guest favorite
Private room in Oakwood Village
4.93 out of 5 average rating, 145 reviews

Toronto-seperate apartment, free parking &laundry

**Free Parking* ***seperate entrance, keypad*** Explore Midtown Toronto on foot, by bus or streetcar; 2 minute walk to the Dufferin bus, 8 minute walk to the Oakwood bus or take a stroll, and walk 20 minutes south to St. Clair. On St. Clair, ride the streetcar or walk east and west. St. Clair offers a variety of shops, restaurants, bars and pubs. Then return home to relax and wind down in this cozy space.

Top guest favorite
Private room in Annex
4.96 out of 5 average rating, 333 reviews

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.

Guest favorite
A comfortable living area features a plush sofa against a textured wall, complemented by a wooden coffee table. A small dining table with chairs is positioned nearby, and a window allows natural light to illuminate the space. Art pieces adorn the walls, adding visual interest.
Bungalow in Oakwood Village
4.94 out of 5 average rating, 49 reviews

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 vacation rentals

When is the best time to visit Oakwood Village?

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Quick stats about vacation rentals in Oakwood Village

  • Total vacation rentals

    Explore 300 vacation rentals in Oakwood Village

  • Nightly prices starting at

    Oakwood Village vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 9,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Oakwood Village vacation rentals include wi-fi 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!

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