
Vacation rentals in Rosedale
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Top-rated vacation rentals in Rosedale
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Private Suite in Downtown Home
A perfect balance of quiet convenience with a private suit in the basement of a newly built unit in the residential Toronto neighbourhood of Rosedale only steps away from the subway and a quick walk from the downtown core. - High-speed Wifi & work station in room, perfect for remote work. - Modern living space and fridge, sink and coffee/tea. - Queen sized bed to sleep 2 comfortably. - The summer allows for shared backyard. - 6min walk to Castle Frank subway station, 19min walk to Bloor Yonge

Summerhill Designer 2BR Home • Must See • Sleeps 4
✦ Design-forward retreat with a sunlit living room—large leather sofa, lounge chairs, wall-mounted TV, and a sleek linear fireplace. Glass-top dining for four flows to a chef-ready galley kitchen with wall oven, quartz counters, and a breakfast bar for two; slide the doors to a private, greenery-framed deck. Two serene bedrooms (king + queen). Spa bath with walk-in shower, and soaking tub. In-home laundry, hardwood floors and fast Wi-Fi. Modern and thoughtful decor—perfect base for your stay.

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!

Fabulous home in Toronto
Welcome Home! We are delighted to open our doors and hearts to you, inviting you to experience a stay that combines the warmth of home with the luxury of a dreamy getaway. Nestled in the heart of Toronto/East York, our charming basement apartment offers a unique blend of modern convenience and homely comfort. Whether you are traveling for business, planning a romantic escape, or embarking on a family adventure, our carefully curated space is designed to cater to all your needs.

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.

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.

Mid town Toronto LGBTQ Friendly Chic & Comfortable
This urban chic place is perfect for solo, or couples/friends on vacation or business. Centrally located in mid-town Toronto between two subway stops (St Clair and Davisville on Line 1) plus 24 hour bus service, you are only 15 minutes from downtown or a 8 minute drive. On street parking is free! I look forward to hosting you in Toronto, the world’s most multicultural city !

Unique townhouse studio
Welcome to your urban oasis in the heart of Toronto! Nestled between the vibrant "GreekTown" and the charming "Lesliville" neighborhoods, my cozy multilevel townhouse studio awaits your arrival. With a plethora of restaurants, cafes, and green spaces just steps away, you'll be perfectly situated to explore all that this dynamic city has to offer.

Beautiful Suite in Victorian House with Hot Tub
Perfect for business travelers and tourists alike, this property offers you to enjoy a soothing Alaskan hot tub while you stay in one of the most unique and beautiful properties in the heart of Toronto. The house was fully renovated to meet the highest Airbnb guests' expectations and will remind you of traveling in a European Boutique Hotel.

Chic & Modern Escape Near Yorkville
Welcome to our home at James Cooper Mansion condos! A cozy unit in a modern building that's nearby incredible Bloor shopping and trendy Yorkville restaurants. ✓ 1st floor unit = no elevator wait! ✓ Spacious 1100 sq ft ✓ Safe indoor parking ✓ 24/7 security desk ✓ Subway station (1 min walk)
Popular amenities for Rosedale vacation rentals
Other great vacation rentals in Rosedale

Cozy Toronto (Eglinton Way) Double-bed Suite

Stunning Upscale Toronto - Historic Home/ Hot Tub

Charming Private Suite, Subway Access + Parking

Cozy house @Toronto downtown

Close to Subway-1 minute walk to Bus - Cozy Bdrm

Cozy Room in Renovated Home

East York Parkside Stay: Cozy 1BR Suite by Transit

Eccentric Luxury Office Suite
Quick stats about vacation rentals in Rosedale
Total rentals
110 properties
Nightly prices starting at
€ 26 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Niagara Falls State Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara