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.

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Top guest favorite
Apartment in Playter Estates-Danforth
5 out of 5 average rating, 9 reviews

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.

Top guest favorite
Guest suite in Playter Estates-Danforth
5 out of 5 average rating, 8 reviews

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.

A cozy living room features a sectional sofa arranged around a striped ottoman. A comfortable armchair is positioned nearby, and a bookshelf filled with a variety of books is seen against the wall. Natural light enters through large windows, enhancing the inviting space.
Home in Rosedale
4.87 out of 5 average rating, 30 reviews

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.

Guest favorite
A well-lit living room is presented, featuring a light grey sofa adorned with decorative pillows. Two chic round tables are positioned on a soft area rug. A stylish lamp hovers above, complemented by natural light from the large window.
Home in Playter Estates-Danforth
4.91 out of 5 average rating, 53 reviews

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.

Guest favorite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Cabbagetown
4.94 out of 5 average rating, 162 reviews

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.

Superhost
The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.
Hotel room in Church-Wellesley
4.78 out of 5 average rating, 158 reviews

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!

Top guest favorite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Apartment in Annex
5 out of 5 average rating, 42 reviews

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.

Home in Rosedale
5 out of 5 average rating, 3 reviews

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.

Home in Toronto
5 out of 5 average rating, 4 reviews

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.

Top guest favorite
A cozy sleeping area features a king-size bed with a crisp white comforter. A striped headboard serves as a backdrop, complemented by decorative pillows. A nightstand holds a stylish lamp and decorative items, while soft peach tones accentuate the space.
Guest suite in Cabbagetown
5 out of 5 average rating, 50 reviews

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.

Apartment in Yorkville
5 out of 5 average rating, 4 reviews

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.

Guest favorite
Apartment in Yorkville
5 out of 5 average rating, 5 reviews

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

When is the best time to visit Rosedale?

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Avg. priceR2,068 ZARR2,085 ZARR2,358 ZARR2,444 ZARR2,478 ZARR2,495 ZARR2,324 ZARR2,529 ZARR2,341 ZARR2,051 ZARR2,324 ZARR2,085 ZAR
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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

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