
Vacation rentals in Rosedale
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Top-rated vacation rentals in Rosedale
Guests agree: these stays are highly rated for location, cleanliness, and more.

Digs on Danforth
Enjoy easy access to everything from this perfectly located home base. In a quiet residential area steps from bustling greektown, on the subway line, walk to restaurants, coffee, bars, live music etc. Separate entrance to bright, newly renovated one bedroom basement apt. fridge, hot plate, toaster oven, microwave. Washer/Dryer. Overnight street parking available at modest cost if needed * basement apt with separate entrance; family with small kids live upstairs. Only registered guests allowed.

Danforth Nook - Laundry included onsite
Enjoy easy access to everything from this centrally located home base for 2 adults, 1 child. This lower unit boasts all you need for a stay in the city. Just around the corner from Chester TTC subway station, and the thriving heart of The Danforth, this home away from home has all you need for rest through your stay. Self-check in at our side entrance takes you down 6 steps to your own entry way into a full kitchen, washer/dryer, washroom, queen bed, couch, TV, wifi, & a small separate office.

Four Bedroom Rosedale Home
Spread out at this peaceful and centrally located place., in the most prestigious downtown neighbourhood, wooded and tranquil Rosedale. With three work stations, 4 TVs including a 65 inch screen television with over 22,000 live TV channels. The main work station has a computer monitor at a sit-stand desk that turns your modern laptop into an internet connected workhorse. A fully stocked pantry and neighbourhood food shops make cooking in a breeze. Local fine restaurants are a brief stroll away.

Dec Deal/Toronto/3bdrs/Subway/Greektown/2 Parkings
Our newly renovated elegance 3-bedroom unit, boasting an array of luxurious amenities. Enjoy the convenience of complimentary parking, high-speed internet, and laundry facilities. Whether you’re traveling for business, embarking on a family getaway, or simply seeking leisurely adventures, our property offers the perfect retreat. Nestled in one of Toronto’s most vibrant neighborhoods, just steps away from the subway station, with easy access to major highways, exploring the city is a breeze.

Modern Victorian
Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Town Inn Suites
Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Grande Victorian Retreat
Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Newly Decorated 4BR House in Popular Rosedale!
Welcome to our stunning three-story home, nestled in the heart of Rosedale, one of Toronto’s most prestigious and picturesque neighbourhoods. This area is renowned for its tree-lined streets, historic architecture, and tranquil atmosphere, offering a serene escape just minutes from the city's vibrant downtown core. Enjoy easy access to world-class shopping, fine dining, cultural attractions, and public transit, all while being tucked away in a peaceful, green enclave.

Chic Laneway Home in Riverdale / Leslieville
Welcome to your private retreat where Riverdale meets Leslieville! This bright, modern 1,000 sq. ft. laneway home offers you warmth, comfort, and style—perfect for solo travellers, couples, or families. Steps to Queen and Gerrard’s amazing restaurants, bars, coffee shops, and bakeries. You can easily explore Chinatown, Little India, and the Danforth nearby. Walk to Riverdale Park for stunning skyline views or hop on a streetcar—downtown is just 25 minutes away.

Boutique Suite in Historic Cabbagetown (King Bed)
Stay in a beautifully renovated private suite in Toronto’s iconic Cabbagetown—home to the largest collection of Victorian homes outside of England. This stylish, hotel-style lower level suite has its own entrance, ensuite bathroom, kitchenette and a Palm Springs-inspired design. Located in the heart of the city, guests can access many destinations including downtown, the Distillery District, Yorkville, Danforth Greek Town, Leslieville and Riverdale parks.

Chic 2BR Condo, Heart of Toronto
Brand new condo in downtown Toronto’s TIFF District! Enjoy stylish comfort, breathtaking skyline views, and a central location near the city’s best restaurants, shops, and attractions. Perfect for film festivals, business trips, or sightseeing adventures. This modern 2-bedroom suite includes 1.5 baths, a queen bed, sofa bed, high-speed internet, in-suite laundry, and a fully equipped kitchen—your ideal base to explore and experience Toronto in style.

Chic Yorkville Condo • Sleeps 3 • Prime Location
Experience upscale city living in the heart of Yorkville. This stylish brand-new 1-bedroom condo offers modern finishes, luxury Miele appliances, and a fully equipped kitchen — perfect for business travelers, couples, or small families. Nestled in one of Toronto’s most desirable new developments, you’ll be steps from world-class dining, high-end shopping, and the best of downtown.
Popular amenities for Rosedale vacation rentals
Other great vacation rentals in Rosedale

Serene Garden Retreat

Room in Scarborough

Bright Bedsit in basement of cozy home!

Cozy Room at the Park

Private Room with a View

Bloor/Yorkville/U ofT, clean, steps to subway

TTC Station:BrightCozy PrivateRoom+PublicTransport

Private room near subway & shops
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,068 ZAR | R2,085 ZAR | R2,358 ZAR | R2,444 ZAR | R2,478 ZAR | R2,495 ZAR | R2,324 ZAR | R2,529 ZAR | R2,341 ZAR | R2,051 ZAR | R2,324 ZAR | R2,085 ZAR |
| 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 in Rosedale

Total vacation rentals
Explore 110 vacation rentals in Rosedale

Nightly prices starting at
Rosedale vacation rentals start at R513 ZAR per night before taxes and fees

Verified guest reviews
Over 2,700 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Rosedale vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Rosedale rentals

4.8 Average rating
Rosedale stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Rosedale's top spots, include Evergreen Brick Works, Bloor–Yonge Station, and Bay Station
Destinations to explore
- 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
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Christie Pits Park




