Holiday rentals in Rosedale

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Top-rated holiday rentals in Rosedale

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Superhost

Guest suite in Midtown

4.83 out of 5 average rating, 29 reviews

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

Guest favourite

Apartment in Yorkville

4.99 out of 5 average rating, 76 reviews

Luxury Stay in Yorkville/ Prime Toronto Location

Indulge in luxury living at this beautifully furnished 1-bedroom apartment, ideally located in the prestigious Yorkville neighborhood of Toronto. Designed for comfort and style, this serene retreat features high-end finishes and a warm, welcoming ambiance. Just steps from Toronto’s main transit line, you’ll be surrounded by designer boutiques, renowned art galleries, chic cafés, stylish bars, and top-rated restaurants. Whether you’re here to shop, explore, or relax, enjoy the this upscale escape

Top guest favourite

Flat in Downtown Toronto

5 out of 5 average rating, 16 reviews

Penthouse * Rare * Stunning Views * 2500 sq ft

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Guest favourite

Home in Toronto

4.92 out of 5 average rating, 37 reviews

Toronto Vacation 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.

Top guest favourite

Apartment in Yorkville

4.98 out of 5 average rating, 51 reviews

Swanky Yorkville Studio - 31st Flr

CHIC Sub-Penthouse studio situated in the heart of vibrant Yorkville. You'll find bustling streets, charming cafes, Michelin-star restaurants, upscale boutiques, art galleries, the Royal Ontario Museum (ROM), and a Whole Foods Market at your doorstep. This thoughtfully designed small space is the perfect balance between elegance, convenience, and coziness. Quiet with a stunning city view! As the owner, I personally oversee each aspect to ensure a comfortable environment for your arrival.

Top guest favourite

Apartment in Yorkville

5 out of 5 average rating, 68 reviews

Luxurious Yorkville Hotel-Style 2BR Suite w View

Enjoy this high-end luxurious two-bedroom two-bathroom condo in the former Four Seasons Hotel in the heart of Yorkville, Toronto. Breathtaking views of Toronto through large bay windows in the Living Room and Main Bedroom: KING bed w bath/shower ensuite + desk. QUEEN murphy bed w desk that converts to an office, a DOUBLE bed pull-out couch and washroom w shower. Washer & dryer + dishwasher + A/C + 60" THE FRAME TV + DYSON hairdryer + paid parking in the building + full gym in the building.

Guest favourite

Apartment in Yorkville

4.92 out of 5 average rating, 59 reviews

Yorkville, ROM, Upscale Restaurants & Shopping

Immerse yourself in the heart of Toronto's upscale Yorkville district with this chic one-bedroom condo, nestled within the iconic former 4 Season's Hotel. Indulge in a thoughtfully designed space featuring a well-equipped kitchenette, a 55" TV, and a full bath. Steps away from the U of Toronto, museums, and luxury brands like Gucci, Burberry, and Louis Vuitton, you'll be surrounded by premier shopping and the city's finest dining establishments. The nearest subway stop just a 5 min walk.

Guest favourite

Flat in Downtown Toronto

4.94 out of 5 average rating, 133 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

Hotel room in Downtown Toronto

4.81 out of 5 average rating, 104 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 favourite

Flat in Toronto

5 out of 5 average rating, 41 reviews

Steps to Greektown/Danforth

Cozy, quiet apartment just steps from Toronto’s vibrant Danforth/Greektown neighbourhood. Short 2-minute walk to Pape subway, hundreds of restaurants, cafes and shops. Nearby access to greenspace, bike/running paths in the Don Valley and just a short trip down to downtown or Woodbine Beach. Modern, quiet and clean space with high 8+ ft. ceilings, well-appointed with 100% cotton linens, fully equipped kitchen and TV. 1.5 gigabit fiber internet, private entrance laundry included.

Top guest favourite

Flat in Davisville Village

4.94 out of 5 average rating, 144 reviews

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Guest favourite

Townhouse in Midtown

4.96 out of 5 average rating, 46 reviews

Stunning Upscale Toronto - Historic Home/ Hot Tub

Stunning Victorian home w/ huge windows (very bright) & 10 foot ceilings. 1300 SQ feet + basement. Located in prime upscale Summerhill district. Toronto skyline views. Walking distance to Toronto's finest: - 10 mins to Bloor Street (Toronto's 5th avenue) which boasts many designer boutiques, restaurants and galleries' - 2 mins to Summerhill subway station - 2 mins to wine bars, coffee shops and a variety of upscale restaurants - 2 mins to parks - 5 mins to ravine walks