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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 favorite
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
4.77 out of 5 average rating, 39 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 favorite
A cozy living area is presented with a dark gray sofa and a light wood coffee table, situated on a patterned area rug. A flat-screen television is placed on a contemporary media console. Large glass sliding doors lead to another space, framed by the bright, neutral walls.
Home in Old East York
4.96 out of 5 average rating, 52 reviews

Cozy One Bedroom Retreat

Kick back and relax in this calm, stylish home. Cottage feel in the heart of the city! This basement apartment walks out to a lush ravine, next door to a parkette. Newly renovated 1 bedroom with a queen bed and full size kitchen. Right off of one of Toronto’s main highways, walking distance to Greektown (the Danforth) with lively restaurants and bars. TTC access at your doorstep. 15 mins to downtown. 10 min walk to expansive cycling and walking trails through the Toronto Parks system.

Top guest favorite
A bright kitchen area features a central island with seating for three. Modern cabinetry and appliances are visible, including a microwave and coffee maker. Warm wooden floors and recessed lighting enhance the inviting space.
Apartment in Upper Jarvis
4.99 out of 5 average rating, 84 reviews

King bed, Big kitchen, Free Parking, Central

Welcome to 9 Selby St. Downstairs Apartment. We genuinely hope that you have an enjoyable stay in our home and in our city. We know just how ideal our neighbourhood is for sightseeing, great walks in every direction and convenient stores across the street. One minute from subway/transit -Private apartment with own laundry -Spacious and bright kitchen -Smart tv, working desk, fast Wi-Fi -Cozy living room with a huge TV -Sleeping: Bedroom has luxury King bed, living room has 2 futons (full size)

Guest favorite
Home in Summerhill
5 out of 5 average rating, 9 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 favorite
A spacious studio suite showcases a plush queen-sized bed with soft linens and pillows. A comfortable living area includes a smart TV and a cozy gas fireplace. A dining table with white chairs sits invitingly, and plants add a touch of greenery to the decor.
Home in Cabbagetown
5 out of 5 average rating, 57 reviews

Private, Peaceful Suite w/ Conveniences Steps Away

*No Cleaning or Service Fees* Welcome to this bright, private suite with its own separate keyless entry, located on the upper floor of a heritage home. Enjoy plenty of natural light, a cozy gas fireplace, and two balconies. Equipped with a full kitchen, in-suite laundry & A/C, this suite offers a perfect blend of comfort and convenience. Food & Shopping: 200m-450m TMU: 1.8 km U of T: 2.6 km Dundas Square: 2.7 km Please note: The suite is located on the 3rd floor, and access is via stairs.

Top 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, 157 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.

Apartment in Playter Estates-Danforth
5 out of 5 average rating, 3 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. Parking available if needed. * basement apt with separate entrance; family with small kids live upstairs. Only registered guests allowed in the suite.

Guest favorite
The living area features large windows that allow natural light to fill the space, highlighting a comfortable sofa and two armchairs. A glass coffee table is positioned in the center atop a patterned area rug, complemented by a tall bookshelf and decorative elements.
Condo in Saint James Town
4.91 out of 5 average rating, 69 reviews

Rare Luxury 3 Bedroom Residence -Yonge/Bloor Area

Welcome to Luxurious Residence. This rare and stunning 1600 sq. foot 3 bedroom condo comes with luxury finishes, soaring 11 foot ceilings and large windows. Gourmet kitchen with all essentials is perfect for entertainment. In suite laundry and locker. Underground parking available. Stay in the heat of city near Bloor street shops, Rosedale ravine and Yorkville Village. Subway station across the street. First class amenities such as sauna, gym, 24 hour concierge.

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, 44 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.

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Apartment in Toronto
New place to stay

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.

Condo in Yorkville
5 out of 5 average rating, 3 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 favorite
A modern kitchen features crisp white cabinetry and sleek countertops. The stainless steel appliances are complemented by a stylish faucet. Natural light filters in, highlighting the warm hardwood floors and providing a spacious feel. A staircase is visible in the background, leading to the upper level.
Bungalow in Old East York
4.98 out of 5 average rating, 60 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.

Popular amenities for Rosedale vacation rentals

When is the best time to visit Rosedale?

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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 ﺩ.ﺇ110 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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