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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Guest favourite
A cozy living area is presented with a light-colored sofa facing a wooden coffee table. A textured rug covers the floor, adding warmth to the space. In the background, a modern kitchenette is visible, equipped with appliances and shelving for convenient storage.
Guest suite in Rosedale
4.78 out of 5 average rating, 41 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
Apartment in Playter Estates-Danforth
5 out of 5 average rating, 8 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.

Guest favourite
Guest suite in Playter Estates-Danforth
5 out of 5 average rating, 6 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.

Top guest favourite
A spacious studio suite is visible, featuring a large bed with navy bedding and a soft area rug. To the right, a kitchenette with cabinetry and sink is present, while soft lighting highlights the overall neutral decor. The room offers a cozy and functional design.
Private room in Riverdale
4.95 out of 5 average rating, 680 reviews

Private suite in Riverdale, 5 mins to the subway

Americans welcomed with open arms 🤗 Amazing Riverdale Location! Steps to The Danforth, <5 Walk to the Subway, Metres from Restaurants, Bars, Amenities, etc. Private Entrance to Large Studio Suite (Lower Level with High Ceilings), 3 Piece Washroom, Wet Bar, Mini Fridge, Tassimo Coffee Maker and Kettle. Large Smart TV Connected to Firestick for access to your Netflix, Prime, Disney, etc. 1 Private Parking Space Included (pls let us know if you require parking at the time of booking).

Top guest favourite
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.

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 favourite
Apartment in Toronto
5 out of 5 average rating, 5 reviews

Bright & Modern Retreat in Cabbagetown

Enjoy a private and professionally decorated condo nestled beside historic Cabbagetown. This stylish retreat is professionally cleaned between every guest to ensure a spotless, welcoming stay. Explore charming Victorian streets, local boutiques, and cozy cafes, or visit nearby attractions like Riverdale Farm, Allan Gardens, and the Distillery District. Perfectly located for both relaxation and city adventures.

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

Top guest favourite
Private room in Davisville Village
5 out of 5 average rating, 178 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
Condo in Yorkville
5 out of 5 average rating, 6 reviews

Yorkville Luxury • 2BR Condo w/ Views + Parking

Experience upscale living in the heart of Yorkville. This stylish 2-bedroom, 2-bath condo features modern finishes, luxury Miele appliances, a wine fridge, Nespresso, and in-suite laundry. With 2 bedrooms plus a sofa bed, it comfortably sleeps up to 6. Relax on the balcony with city views, then step outside to world-class dining, designer shopping, and Toronto’s top attractions.

Top guest favourite
Private room in Annex
4.96 out of 5 average rating, 332 reviews

Newly Renovated Ideally Located Annex Ensuite

We are located on a quiet leafy residential street in the Annex neighbourhood. Our home is 5 minutes on foot from the subway and a short walk to Bloor Street, U. of T., Yorkville and the Royal Ontario Museum. The park at the corner has a public bike-share. The area has an abundance of restaurants, pubs, coffee shops, grocery stores, and specialty food shops.

Guest favourite
An open living area is presented with modern finishes. The kitchen features sleek cabinetry in red and gray, accompanied by stainless steel appliances. A glass dining table is arranged for four. A comfortable gray sofa is positioned near large windows, allowing ample natural light.
Apartment in Entertainment District
4.94 out of 5 average rating, 146 reviews

A Superb Condo Across CN Tower,MTCC,Rogers Centre

*NO PARTIES OR NONSENSE TOLERATED - VIOLATORS WILL BE FINED UP TO $500 AND EVICTED*** A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This 650 sq ft condo unit has 8 ft ceilings, hardwood flooring , High-speed WiFi, Cable TV, and basic amenities will all be available.

Popular amenities for Rosedale vacation rentals

When is the best time to visit Rosedale?

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Avg. price$171 CAD$172 CAD$195 CAD$202 CAD$204 CAD$206 CAD$192 CAD$209 CAD$193 CAD$169 CAD$192 CAD$172 CAD
Avg. temp-3 °C-3 °C2 °C8 °C14 °C20 °C23 °C22 °C18 °C11 °C5 °C0 °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 $42 CAD 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 and 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

  • Wifi availability

    100 of Rosedale vacation rentals include wifi 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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