Holiday houses in Rosedale

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Top-rated holiday rentals in Rosedale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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.

Guest suite in Playter Estates-Danforth
5 out of 5 average rating, 4 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 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, 53 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.

Guest favourite
Home in Summerhill
5 out of 5 average rating, 11 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
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, 161 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.

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 favourite
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, 49 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.

Top Guest favourite
Private room in Davisville Village
5 out of 5 average rating, 177 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, 4 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
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 holiday rentals

When is the best time to visit Rosedale?

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Avg. price$185 AUD$187 AUD$211 AUD$219 AUD$222 AUD$224 AUD$208 AUD$227 AUD$210 AUD$184 AUD$208 AUD$187 AUD
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Quick stats about holiday rentals in Rosedale

  • Total holiday rentals

    Explore 110 holiday rentals in Rosedale

  • Nightly prices starting at

    Rosedale holiday rentals start at $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Rosedale holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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