
Holiday rentals in Rosedale
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Top-rated holiday rentals in Rosedale
Guests agree: these stays are highly rated for location, cleanliness and more.

Stylish Loft in Midtown Toronto
This beautifully maintained loft features a modern open-concept layout with high ceilings and large windows that fill the space with natural light. The interior design combines contemporary touches with warm, homey elements to create a truly inviting atmosphere. Each of the two bedrooms is comfortably furnished with cozy beds, high-quality linens, and ample storage space. The updated bathroom is clean and modern, stocked with fresh towels and essentials for your stay. 7 Years Super host in a row

2-Bedroom House In Deer Park
Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Island Getaway
Toronto Island cottage apartment Two bedroom, newly renovated, furnished with full kitchen Adjacent to park and beaches, easy access to the downtown, public transit, the Rogers Centre, CN tower, the aquarium, harbour front The island is a car free community accessible in 8 min by ferry or water taxi and does not have grocery stores although there are several restaurants and cafes to eat at. My island retreat is a 2 min walk from the Wards ferry. Winter guests note last City ferry is at 11:15 pm

Luxurious Annex/Yorkville 1300 Sq Ft & Parking
Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

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.

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Comfy Oasis In Historic Downtown Neighborhood
According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

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.

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Stunning Historic Upscale Toronto Home
Stunning Victorian home w/ huge windows (very bright) & 10 foot ceilings. 1300 SQ feet + basement. Located in prime upscale Summerhill district. Toronto skyline views. Walking distance to Toronto's finest: - 10 mins to Bloor Street (Toronto's 5th avenue) which boasts many designer boutiques, restaurants and galleries' - 2 mins to Summerhill subway station - 2 mins to wine bars, coffee shops and a variety of upscale restaurants - 2 mins to parks - 5 mins to ravine walks

King bed, Big kitchen, Free Parking, Central
Welcome to 9 Selby Street – Downstairs Apartment. We hope you enjoy your stay in our home and city. Our neighbourhood is close to popular attractions, offers great walks, and has convenient stores across the street. The subway and transit are a one-minute walk away. -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)

Modern and bright private suite.
Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.
Popular amenities for Rosedale holiday rentals
Other great holiday rentals in Rosedale

Huge 2 Storey Loft W designer furniture and art

Luxe Private Family Home Near Downtown Toronto

Brand New Luxury Suite Danforth

The Treehouse

John's Island House

2 beds+1 bath, downtown

City Center Comfort: Private Balcony, Pool and Gym

Cozy 1BR/1Bath @Yonge/Bloor Subway 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 | £91 | £92 | £104 | £107 | £109 | £110 | £102 | £111 | £103 | £94 | £84 | £95 |
| 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 £23 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
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Niagara Falls State Park
- Massey Hall
- Casa Loma
- Downsview Park
- Horseshoe Falls
- Dufferin Grove Park
- Casino Niagara
- Lakeridge Ski Resort




