
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.

Quiet, Private Cabbagetown Suite Near Downtown
⭐No Cleaning or Service Fees⭐ Welcome to this bright, private suite with its own separate keyless entry, located on the upper floor of a Cabbagetown 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 Downtown: 1.8 km U of T: 2.6 km Hospitals: 1.3 km Please note: The suite is located on the 3rd floor, and access is via stairs.

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.

Private 3 bedroom Apartment in Downtown Toronto
Private apartment with three large private bedrooms, (one with an ensuite deck), 1 bath, full kitchen with living and dining area and laundry in a charming Victorian rowhouse. This is a Toronto Heritage building, one of the oldest homes in the city with modern conveniences. Lots of restaurants, shops, parks and beautiful streets steps away; minutes walk to bus, streetcar/tram and subway stops. Walking distance to Eaton Centre, UofT, Toronto Metropolitan University, George Brown college & ILAC

Lux Condo w/ Free Parking, King Bed, Clean, Quiet
Free underground parking! (Very hard to find in downtown Toronto) Renovated condo great for business travelers, remote workers, and arguably the best location for tourists in the city. One of Toronto’s top luxury, Airbnb-friendly buildings. 300 Front Street West sits directly across from the CN Tower and Blue Jays Stadium, just a 3-minute walk to the Rogers Centre, and in the heart of the city's best restaurants and nightlife. Despite its central location, it stays wonderfully quiet at night.

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!

The Cozy Getaway
A cozy top-floor apartment with a patio through bedroom, private walk-out, and parking spot in the back (check instructions). You may also park for free in the front, BUT only until midnight. :) Prime location in Greektown, walking distance from countless restaurants and shops on the Danforth. Also close to the newly renovated Donlands and Pape subway stations. Listing includes airconditioning, free WiFi and Netflix, coffee and tea, cookware, and bathroom amenities. Have a wonderful stay!

Downtown Oasis with Serene Patio
Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Bright Beaches Apt & Garden
Beautiful and serene studio apartment in the heart of the Beaches with a separate entrance and garden with a seating area. Walking distance to liquor/wine stores, marijuana dispensaries, History concert venue, bakeries, coffee shops, organic and regular grocery stores, streetcar/tram, and of course, Lake Ontario and the Woodbine Beach & boardwalk. For the health conscious guests, we have a Vitamix blender, weights and a yoga mat- so you can keep up your fitness routines while travelling.

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.

1Bd+ Den Cozying Apartment in Midtown Toronto
Cozy one bedroom plus a Den apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton subway Station, 15 min commute to downtown. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) at the main floor with direct access to the building. Great restaurants nearby.

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms
Beautiful detached heritage home on tree lined street in downtown Toronto. Wellesley Subway half block away. 1 bedroom w/ensuite, formal dining room, living room, kitchen w/breakfast room, separate TV room, and about a gajillion books to read :) We also have no hidden cleaning fees (don’t you hate those??) and our house keeper takes care of sheets, towels, garbage, cleaning etc when you leave.

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.
Popular amenities for Rosedale holiday rentals
Other great holiday rentals in Rosedale

The Winchester, Modern Bedroom Suite

Girls Only, Central, Charming

Cozy suite in the heart of Toronto (no kitchen)

A Sunny Bedroom + Private Bathroom in Downtown

College Street Comfort

Private suite in Riverdale, 5 mins to the subway

100% Private Studio/Own Entrance! Not Shared!

Beautiful Suite in Victorian House with Hot Tub
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 AUD | $173 AUD | $196 AUD | $203 AUD | $206 AUD | $207 AUD | $193 AUD | $210 AUD | $195 AUD | $177 AUD | $159 AUD | $179 AUD |
| 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 $43 AUD 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 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
60 properties have a dedicated workspace

Wi-Fi availability
110 of Rosedale holiday 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
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park




