
Vacation rentals in Rosedale
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Rosedale
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

Modern Downtown Loft with Private Garden
Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

Riverdale Suite Artist Retreat
Private large and sunny basement room with ensuite bath located just steps from the Danforth Music Hall, restaurants, shops, parks, trails and Broadview Station. Retro metro decor, sofa, desk, armoire, dining table, coffee and tea maker, mini fridge, bathtub/shower, antenna TV, streaming Roku, DVDs, and books help you to feel at home. Great for the pedestrian experience, with transit located around the corner, or if you drive there's a lit public parking lot a 3-minute walk away.

Toronto Island Cottage
This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

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!

Stylish 1870s Home near Distillery District & Old Toronto
“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

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.

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.

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.

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 !

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
Other great vacation rentals in Rosedale

Cozy Toronto (Eglinton Way) Double-bed Suite

Bright large private bedroom

Stunning Upscale Toronto - Historic Home/ Hot Tub

Bright Bedsit in basement of cozy home!

Private Room with a View

lakeshore house!street car/parking/RoomC

Private Room in a home in The Beaches Toronto, CA

My other little room in Toronto
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ444 | ﺩ.ﺇ448 | ﺩ.ﺇ507 | ﺩ.ﺇ525 | ﺩ.ﺇ533 | ﺩ.ﺇ536 | ﺩ.ﺇ499 | ﺩ.ﺇ544 | ﺩ.ﺇ503 | ﺩ.ﺇ441 | ﺩ.ﺇ499 | ﺩ.ﺇ448 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°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 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
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park