
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.

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

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.

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.

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

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.

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.

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.

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.

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.

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.

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.

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
Other great holiday rentals in Oakwood Village

1BR Condo Next to Scotiabank Arena/Rogers/Union

Lovely 2 bedroom, 2 washroom and living room

Midtown Toronto Condo!

3BR Retreat • 2 Full Baths • Gourmet Kitchen

Bloordale Loft

1200 sq ft Private Space in Heart of Forest Hill

Peaceful and Cozy High Park Laneway Studio

Lovely, private studio minutes from UP/subway
When is the best time to visit Oakwood Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £48 | £46 | £47 | £49 | £54 | £58 | £63 | £66 | £64 | £61 | £58 | £60 |
| 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 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!
Destinations to explore
- Rentals with a washing machine and dryer Oakwood Village
- Family-friendly rentals Oakwood Village
- Flat rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with a firepit Oakwood Village
- Rentals with outdoor seating Oakwood Village
- House rentals Oakwood Village
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- Private suite rentals Oakwood Village
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- York University
- Toronto City Hall




