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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Top guest favorite
Apartment in Playter Estates-Danforth
5 out of 5 average rating, 6 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.

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, 88 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)

Superhost
The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.
Hotel room in Church-Wellesley
4.78 out of 5 average rating, 147 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!

Superhost
Private room in East York
4.88 out of 5 average rating, 124 reviews

Maria's Oasis

This stylish room is excellent for one or two people visiting Toronto for business or for pleasure. This suite does NOT come with parking. Whoever you are, you'll appreciate Maria's Oasis as it is a spacious and stylish room that will accommodate all your needs. You will have your own private entrance, private bath and enjoy your own private patio which overlooks our back yard. Please note that there are no shared spaces to the rest of the home apart from our backyard.

Home in Rosedale
5 out of 5 average rating, 3 reviews

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.

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, 50 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.

Apartment in Yorkville
5 out of 5 average rating, 3 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.

Superhost
Apartment in Toronto
5 out of 5 average rating, 4 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, 3 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 favorite
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 !

Condo in Yorkville
5 out of 5 average rating, 5 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, 64 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,313 GYDG$25,522 GYDG$28,869 GYDG$29,915 GYDG$30,334 GYDG$30,543 GYDG$28,451 GYDG$30,961 GYDG$28,660 GYDG$25,104 GYDG$28,451 GYDG$25,522 GYD
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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 G$6,276 GYD 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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