
Pet-friendly vacation rentals in Oakwood Village
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Oakwood Village
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Spacious & Vibrant upstairs apartment
There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. Dog parks are close by. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Parking for 2 vehicles ✅ Not a shared space.

Bright East-Toronto 2 Bedroom Near Subway
2 bedroom private second floor unit, clean, bright, very clean and comfortable beds. A 5 minute walk gets you to the subway station, 10 the other direction will take you to the GO train station for a quick ride downtown. Locally, almost everything you might need is nearby; playgrounds, parks, grocery stores, restaurants and pubs, and a quick bus ride will get you to the beach. I am close enough to the train line that you will hear the trains a bit. The bedrooms face the other way, though.

Cozy Private Apt DT Toronto + Free Parking
Step into this bright, cozy 1BR 1BA private suite in Toronto’s West End—minutes to great cafés, restaurants, shops, and easy transit to downtown. Ideal for couples, friends, or business travelers who want comfort and convenience. ✔ Queen Bedroom + Sofa Bed (Sleeps 4) ✔ Full Kitchen + Dining ✔ Workspace ✔ Smart TV + Streaming ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Shared Backyard ✔ Self Check-In Enjoy Toronto like a local! Coming for the 2026 World Cup? BMO Field is ~7 mins by car/taxi!

Midtown Luxury Yonge/Lawrence Close to Downtown
Located in the upscale Yonge & Lawrence Village in Midtown Toronto. Steps to Yonge St. bus, 5 min walk to the Subway. The heart of the city is within minutes. There are several restaurants, coffee shops, pubs & bars within a 1-5 min walk. Public tennis courts, parks. The suite is completely self-contained. We live on the main floor above, we are usually available help. There is a 75"Samsung TV, 2 Extra large washers and 2 Extra large Gas dryers for all of your laundry needs.

Bright, clean basement Little Portugal
Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub
Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

Family Home Near St Clair W and Public Transport
Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

One bedroom vacation rental at The Beaches
Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

Chic Garden Suite. Walk to City's Best Areas.
Welcome to the Garden Suite @HighParkHomes *Quiet block near all the fun: Dundas W|Queen W|Trinity Bellwood|Roncy|Little Portugal|Little Italy|Bud Stage|BMO Field|Scotia Arena|Rogers Centre. *Fully private. *High ceilings. Heated floors. *Powerful rain shower. Bidet. USB ports all over. Quality furnishings. *Sunlight fills the suite thru the 9 foot glass entryway. (NB, this is a bsmt reno'd to 9'). *Full kitchen. Full laundry in suite.

Stylish Apartment in Toronto - Long term available
Stay at our modern 1-bdrm in Toronto’s downtown west end. This private apartment in a classic brick home was recently renovated and features a spacious patio for summer evenings. Inside, modern design mixes with eclectic details, plus a full kitchen and laundry. Local transit is just steps away for exploring the city. Note: Guests must have reviews. We cannot host stays with young children (no stair gate, outlet covers, etc.)

Stunning Yorkville Townhome Backing onto Park
Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

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.
Popular amenities for Oakwood Village pet-friendly home rentals
Pet-friendly house rentals

Cozy Leslieville 2-Bedroom Home

Dani's Den: Private suite w. separate entrance.

Luxurious Spacious Dream Home with Parking!

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Downtown Gem | Free Parking + Private Rooftop Deck

Downtown Toronto Heritage Home

Cozy Studio Near the Subway

Luxury Haven in Little Tibet
Pet-friendly home rentals with a pool

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

Ravine Paradise ! heated pool and hot tub!

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Designer Condo, steps to CN tower

Beautiful Lake View Studio Condo + 1 free Parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Charming Condo w Parking, CN Tower View & Pool

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Private, pet-friendly home rentals

City Views, Pool & Gym Access, Prime Location

Great Davenport Hillcrest House

Dupont & Relax – 2BR Comfy Stay

Bloordale Marvel FIFA - easy transit to BMO Field

Modern & Cozy 2BR/2BA Apartment | Great Location

Home Away from Home on St. Clair W./Corso Italia

Bright Apartment in Casa Loma

Exceptional DT 2Bedrm+2Bath High floor w/ Pool!
When is the best time to visit Oakwood Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$14,430 GYD | G$14,430 GYD | G$17,358 GYD | G$14,849 GYD | G$15,894 GYD | G$19,031 GYD | G$20,495 GYD | G$20,286 GYD | G$18,822 GYD | G$20,077 GYD | G$19,868 GYD | G$20,077 GYD |
| 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 vacation rentals that are pet-friendly in Oakwood Village

Total vacation rentals
Explore 50 vacation rentals in Oakwood Village

Nightly prices starting at
Oakwood Village vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 1,520 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 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!
Destinations to explore
- Private suite rentals Oakwood Village
- Family-friendly rentals Oakwood Village
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- Rentals with a fireplace Oakwood Village
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- House rentals Oakwood Village
- Rentals with a washer and dryer Oakwood Village
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- Pet-friendly rentals Toronto
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- 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




