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

ROYAL BnB 1+1DEN Downtown Toronto
Experience the epitome of royal elegance in this stylish downtown Toronto Airbnb. This one-bedroom plus den offers luxurious accommodations with a comfortable sofa bed, ensuring stay for up to 6guests. The central location provides access to the city's vibrant attractions and cultural gems. Impeccable design and sophisticated decor create an ambiance of refined comfort. Looking for an early check in or late checkout , just let us know we can accommodate that for $30 depending on availability

Bright Two Story Loft, Downtown TO, FREE Parking
Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

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.

Centrally Located Haven
Quick access to all downtown venues from this perfectly located unit - entire apartment to yourself :) Enjoy Yorkville, Church & Yonge streets, the distillery district etc. Restaurants, groceries, and a subway station all within walking distance. The world's at your fingertips. ! Perfect WFH space with high speed internet Welcoming respectful guests who will be on the quieter side and won't disturb my neighbors. Building amenities (exercise room, laundry, etc) available upon request.

Private & Spacious with Laundry by Greektown
The perfect home base for your stay in Toronto! Our spacious, cozy suite is located on the lower level of our family home. You'll have access to a bedroom, kitchen, living room, dining area, small den, 3-piece bathroom w/standing shower, and laundry. Rest and relax on a quiet street, then make your way downtown in just 10-20 mins, or stroll to lively Greektown and The Danforth in 11 mins to find fabulous cafes, restaurants, shops, bars, the Danforth Music Hall, and transit stations.

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.

The One in Yorkville-Previously Four Seasons Hotel
Our chic apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

Modern & Sleek Condo Near Everything + 1 Parking
Located in Toronto’s historic Cabbagetown, this chic condo is the perfect spot for those looking to enjoy both the tranquility of green spaces and the excitement of downtown. Explore nearby attractions like the Distillery District and Allan Gardens, or relax in this professionally decorated, private condo. With no shared spaces and professional cleaning between each guest, your stay will be both comfortable and effortless.

Chic Urban Escape in Cabbagetown + 1 Free Parking
Enjoy a private, professionally decorated condo in a charming and quiet neighbourhood near historic Cabbagetown. This thoughtfully curated space offers comfort and style, and is professionally cleaned between every stay. Walk to nearby parks, heritage homes, and local cafes, or explore top Toronto attractions just minutes away, including Yonge Street, the Village, and the Eaton Centre. Ideal for work or leisure.

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.

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.

Cozy 1BR Getaway | Steps to Bay St & Downtown core
Experience modern downtown living in this stylish condo located in Toronto’s vibrant Bay Street neighbourhood. The home features elegant wooden panel accents in both the bedroom and living room. Surrounded by top restaurants, shops, and attractions, this condo offers the perfect blend of comfort and city convenience.
Popular amenities for Rosedale holiday rentals
Other great holiday rentals in Rosedale

Beautiful Loft in Victorian House with Hot Tub

Riverdale Suite Artist Retreat

Chic, Centrally Located 1 Bedroom Suite

Private suite in Riverdale, 5 mins to the subway

Unique and stylish in The Danforth!

Premiere 1 Bedroom Suite

Sunrise & City Views - Downtown - Comfortable Stay

Modern High-Rise Haven + 1 Free Parking
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 SGD | $155 SGD | $176 SGD | $182 SGD | $185 SGD | $186 SGD | $173 SGD | $188 SGD | $174 SGD | $159 SGD | $143 SGD | $160 SGD |
| 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 holiday rentals in Rosedale

Total holiday rentals
Explore 110 holiday rentals in Rosedale

Nightly prices starting at
Rosedale holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 2,960 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Rosedale holiday 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
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara




