Holiday rentals in Oakwood Village

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Top-rated holiday rentals in Oakwood Village

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern dining area is presented, featuring a round glass table supported by a wooden base. Two white chairs are positioned around the table. A decorative bowl sits at the center, while a small indoor plant adds a touch of greenery nearby. Bright white walls enhance the space.
Home in Earlscourt
4.96 out of 5 average rating, 25 reviews

Cozy Home in Corso Italia for World Cup Stay

You will enjoy easy access to everything from this centrally located bright, separate entrance basement apartment. Located in the centre of Corso Italia, the unit is located steps away from transit and has street parking. Perfect for your next city adventure! ✅ FIFA World Cup - only 6km away from stadium, steps from the bus stop for direct transit or 14min drive ✅ Self check in ✅ Sleeps up to 4 (Separate Queen bed + Sofa Pull-out) ✅ Washer/Dryer ✅ Nespresso and Kettle ✅ 1.5GB Wifi and Smart TV

Top guest favourite
A compact bedroom is furnished with a spacious bed dressed in striped linens. Artwork is displayed on the walls, and a mirrored closet adds depth to the space. Natural light enters through partially covered windows, while soft bedside lamps provide illumination.
Flat in Oakwood Village
4.96 out of 5 average rating, 140 reviews

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.

Top guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Centre Island
4.94 out of 5 average rating, 213 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Guest favourite
A well-lit living area features a large window allowing natural light to flow in. Seating is provided by a dark sofa and a dining table with two white chairs. Decorative curtains add a touch of warmth, complemented by a mounted television on the wall.
Home in Oakwood Village
4.82 out of 5 average rating, 103 reviews

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. Entire property with 3 bedrooms (1 King and 2 Queen size beds). - Free parking on a private lot for multiple vehicles - 2 televisions - Wifi - Netflix - Kitchen - 2 washrooms - Enclosed private patio and a backyard - Steps to TTC bus stop and 10 min walk to Oakwood Subway - High speed internet and working space

Guest favourite
An open-concept living area is visible, featuring a modern gray sectional sofa positioned near a circular coffee table. A large abstract painting decorates the wall, and a sleek kitchen with stainless steel appliances is seen in the background. Recessed lighting illuminates the space.
Flat in Yonge-Eglinton
4.88 out of 5 average rating, 103 reviews

Contemporary Apt in Central Toronto

Ultimate modern living in this exquisite, newly renovated suite nestled in the heart of central Toronto! This immaculate unit features 2 bedrooms, 3 beds, and a stylish 3-piece bathroom. Discover vibrant Midtown and Yonge/Eglinton, with superb restaurants, cafes and picturesque parks/ walking trails at your fingertips. Commuting is a breeze with a TTC bus stop conveniently situated right in front of your doorstep, or take a leisurely ten-minute stroll to reach Eglinton Subway Station.

Guest favourite
A view from the kitchen showcases a modern living space filled with natural light. A granite countertop highlights sleek appliances, while the background reveals a cozy seating area and a large window with city views. A TV and decorative plant enhance the inviting environment.
Apartment in North Toronto
4.9 out of 5 average rating, 41 reviews

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Welcome to your ideal retreat in Midtown Toronto 👋🏻 , a sophisticated and inviting stay nestled near the vibrant Eglinton Station (🚶🏻4 min walk). This prime location offers guests unparalleled access to a dynamic neighborhood teeming with exceptional dining, cozy cafés, and a plethora of entertainment options. Whether you’re visiting for business, a weekend getaway, or an extended stay, this stylish rental provides the perfect blend of comfort, convenience, and urban excitement.

Top guest favourite
A modern studio apartment is showcased, featuring a sleek kitchen with stainless steel appliances and a light-colored dining area. A comfortable seating area is arranged with two small tables and decorative elements, while a large wall-mounted TV is visible, reflecting a contemporary design.
Flat in Toronto
5 out of 5 average rating, 16 reviews

Fresh, stylish boutique retreat

Private apartment in detached home. 20-30 min away from downtown and 15/20 minutes from the airport. Located near the Humber River and golf courses, you will be surrounded by parks and green space . This unique little stylish hideaway allows your spirit to feel uplifted and envigorated. Hand picked details make your stay a memorable one. Lots of reading material to browse while relaxing on a cosy evening. In warmer weather enjoy the outdoor space to listen to the sounds of nature.

Top guest favourite
A private bedroom is featured, showcasing a spacious bed dressed in a textured black and white duvet. A soft area rug adds warmth to the carpeted floor. Light is filtered through large windows, and a mirrored closet reflects the room's contemporary design.
Flat in Bloordale Village
4.98 out of 5 average rating, 93 reviews

Stunning place in Bloordale

This stylish suite is ideal for couples, a small family, solo guests and business travellers. Nestled in the heart of vibrant Bloordale, my suite gives you a direct tap into the pulsing beat of the city. Explore our diverse neighbourhood and enjoy the cool vibe that is a mix of grungy, artsy, hip, trendy, and eclectic. Hop on a subway and explore Toronto - the subway is literally below the unit! Please note slight noise/rumbling from the subway below the unit and street noise.

Guest favourite
Flat in Downtown Toronto
4.92 out of 5 average rating, 51 reviews

Modern 1BR Condo by Yorkville w Sofa Bed!

Welcome to our chic urban oasis in downtown Toronto, nestled next to the vibrant Yorkville district and prestigious University of Toronto. Enjoy the perfect blend of luxury and convenience in our stylishly furnished apartment, boasting stunning city views. Explore renowned shopping, dining, and cultural attractions just steps away. Our home sleeps 4 with a Sofa Bed and a plush Queen sized mattress in the bedroom.

Top guest favourite
A spacious room is displayed with a comfortable queen bed positioned against the wall, accompanied by two bedside lamps. A soft sofa and a green accent chair create a cozy sitting area, while framed artworks and a large window provide a bright, airy ambiance.
Guest suite in Toronto
5 out of 5 average rating, 149 reviews

Private, Spacious,Separate Entrance, Bath, Parking

My Airbnb is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Top guest favourite
A modern living area features a large sectional sofa with colorful accents and a wooden coffee table. Natural light fills the space through tall windows, while a round dining table with two chairs is positioned nearby. A California Republic flag adds a stylish touch to the decor.
Loft in Liberty Village
5 out of 5 average rating, 101 reviews

Luxurious Downtown Loft - with Parking

We’re so proud to have been named a top 5% listing worldwide. Our urban hideaway is a perfect blend of open-concept living in a prime location. Our space provides a peaceful retreat right on the edge of Toronto's most vibrant neighbourhoods. Enjoy a stylish home base, with the excitement of city life right at your doorstep. Perfect for those who want to explore by day and relax by night.

Top guest favourite
Flat in Toronto
4.95 out of 5 average rating, 20 reviews

Modern & Stylish Basement Suite

Enjoy a comfortable stay in this clean, cozy basement apartment with a private entrance, washer/dryer, and modern furnishings. Located in a peaceful neighbourhood, it's perfect for solo travellers or couples. Please note, there may be occasional noise from children visiting the homeowners upstairs. A great spot for your Toronto visit, blending privacy, comfort, and convenience!

Popular amenities for Oakwood Village holiday rentals

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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 £7 per night before taxes and fees

  • Verified guest reviews

    Over 9,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 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!

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