Holiday rentals in Rosedale

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Top-rated holiday rentals in Rosedale

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Top guest favourite

Apartment in Entertainment District

4.96 out of 5 average rating, 219 reviews

Condo in the Downtown City Center

Wake up to city views through the expansive floor-to-ceiling windows of this gorgeous home. It features high gloss fixtures, hardwood floors, and natural textures throughout. Lounge in the open living area and enjoy fresh air on the private balcony. One queen sized bed, but another mattress and air mattress can be provided upon request. The unit comes with an ensuite bathroom. The space comes with a Sonos sound system, WiFi, and a smart TV with Netflix for your enjoyment! A hot water boiler for tea, and a Nespresso machine is available for your use! I am an avid work traveler and this is my personal home, so I've taken a lot of care in picking the furniture, TV, sound bar, Nespresso machine with milk frother, hot water boiler, smart lights, etc. for my space and to share with you for your enjoyment! All I ask is that all guests be respectful of my personal belongings! I'll be available via phone, text, and email to answer all your questions. The apartment is located in the Entertainment District—the heart of downtown. This means walking to some of the city's top restaurants, bars and shopping is easy and convenient. There's an assortment of cafes, patios, convenience stores and gift shops sprinkled on every corner. This is a lively area filled with everything for everybody. Check out the Ripley's Aquarium and CN tower, and catch a game at the Rogers Centre or Scotiabank Arena! Close to the St. Andrew or Osgoode subway station, steps away from Queen Street and King Street (streetcars available), and you can grab an Uber in minutes from this location. Note that there is no onsite parking but there is a parking garage nearby and a few lots. There's an assortment of cafes, patios, convenience stores and gift shops sprinkled on every corner. This is a lively area filled with a lot to explore.

Superhost

Guest suite in Rosedale

4.76 out of 5 average rating, 37 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

Top guest favourite

Guest suite in Davisville Village

5 out of 5 average rating, 43 reviews

Perfect Midtown Pied-à-terre

Welcome to our cozy Midtown home! You have the entire main floor suite where you can relax and recharge. Enjoy the open plan living room with smart TV, dining nook, and full-size, fully equipped kitchen. Two bedrooms, one with a queen-sized bed and walk-in closet and one with a desk and double-size sofa bed, make this a perfect live/work space. You're in a neighbourhood with restaurants, grocery stores, pubs, bars, shopping, parks, and a movie theatre - all within 15 minutes' walking distance.

Home in Summerhill

5 out of 5 average rating, 3 reviews

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.

Top guest favourite

Private room in Riverdale

4.95 out of 5 average rating, 242 reviews

Separate studio on the Danforth

Make yourself at home in a clean and cute studio that is completely separate and independent from our newly renovated family home above. Enjoy your own entrance to your quiet, cozy, and private basement studio with a new bed, fresh bedding, and your own bathroom. A kitchenette and lots of local amenities make this an easy place for a single or couple to come and go from while you visit the area for work or play. We're steps from the Danforth and everything, making it an excellent choice.

Guest favourite

Flat in Cabbagetown

4.94 out of 5 average rating, 141 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 Church-Wellesley

4.78 out of 5 average rating, 139 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

Guest suite in Parkview Hills

4.98 out of 5 average rating, 63 reviews

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.

Guest favourite

Private room in East Danforth

4.95 out of 5 average rating, 221 reviews

Cozy room in Upper Beaches home

My home is a cozy, non toxic, environmentally friendly oasis just east of downtown Toronto with easy access to subway and GO train service. The neighborhood is quiet, yet very close to many restaurants, cafes, parks and a supermarket. PLEASE NOTE - this room is next to my own bedroom. If you know that you snore, I ask that you please not request to book, as it will affect the quality of my sleep! You are welcome to request my other room, "Charming room in Upper Beaches Home"

Top guest favourite

Private room in Davisville Village

5 out of 5 average rating, 163 reviews

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 !

Top guest favourite

Bungalow in Old East York

4.98 out of 5 average rating, 52 reviews

Private Modern Oasis in Toronto

Welcome to your new oasis! A bright and luxurious lower-level space, located in the quiet neighbourhood of East York. Take a short 12 min drive or 20 min bike/transit into the Toronto city core, hop on the DVP highway in 5 mins to explore other parts of the city, or stay local and enjoy Greektown on the Danforth, picturesque Riverdale or trendy Leslieville.

Top guest favourite

Apartment in The Pocket

4.96 out of 5 average rating, 68 reviews

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.