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

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.

Artist's Lovely Cabbagetown Century Home Downtown
Located in a peaceful historic neighbourhood, you'll feel right at home in this Arts and Crafts residence featuring authentic finishes, hardwood floors, private courtyard garden, and deck. A quaint cottage-like gem filled with the artist's original works. Fast hi-speed Wi-Fi, premium cable. One block from streetcars. Many award-winning restaurants, jazz bars and gourmet shops. Walking distance to the core of Toronto's downtown. Street parking and city lot on the block. Superhost for 11 years.

Welcome to Greenhills, a Charming Home w/ Parking
Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

New! Private 1BR in Toronto by Danforth, Sleeps 4
Welcome to our stunning, newly renovated home in Toronto’s Old East York neighborhood, just a two minute walk from trendy Danforth Avenue and Pape Subway Station. This bright and airy, coastal-inspired retreat blends the comfort of home with the soothing simplicity of Maritime charm. This private oasis spans 750 square feet and is ideal for those seeking a peaceful escape in East York, with easy access to the best of Toronto. We'd put our accommodations up against the hotels of Toronto!!!

Entire Heritage House for Two! 1BR 3BA 2 Liv Rms
Beautiful detached heritage home on a quiet, tree-lined street in the heart of downtown Toronto. Wellesley Subway Station is just half a block. We offer one spacious bedroom with ensuite bathroom, formal dining room, living room, modern kitchen with bright breakfast area, and tv room. You’ll also find an extensive library throughout the home — perfect for curling up with a book during your stay. Our pricing is transparent, with a modest cleaning fee and no surprises at checkout :)

Luxury modern Victorian - private parking included
This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

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.

Private 3BR Whole Home for Groups Near Subway
A newly built, private 3-bedroom, 3-bath home on a quiet laneway in Toronto’s Annex West, just a 3-minute walk to the subway. Bright, modern, and thoughtfully laid out, this entire home is ideal for families or groups traveling together who want to stay in one shared space. Enjoy a full kitchen, heated floors, unlimited hot water, and fast Wi-Fi. Steps from restaurants, parks, and shops, yet calm and private inside. Best suited for guests with confirmed travel plans.

The Robert House: Masterpiece in Harbord Village
The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.

Stylish 1870s Home near Distillery District & Old Toronto
Steps from the Distillery District this Top 1% listing is a beautifully restored 1870s row-house that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located at the Distillery District, St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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.

Downtown Toronto Heritage Home
This fully renovated heritage home in the heart of downtown Toronto, minutes from the Eaton Centre, is spacious (2800 sq. ft.), bright with high ceilings and large principal rooms. Fully equipped kitchen, 4BR, 2 living rooms and a 3rd floor deck. Once you are home after a long day out, you will enjoy luxury accommodation that provides peace, quiet and privacy.
Popular amenities for house rentals in Rosedale
House rentals with a pool

Seraya Wellness Retreat

Vacation Spa Retreat! Sauna, pool, gym

Toronto Backyard w/ Pool, Hot Tub & Sauna | 4BR

Ravine Paradise ! heated pool and hot tub!

Comfortable &Stylish 4BD Stay Near Toronto Airport

private backyard SPA oasis in Toronto

Chic King West Studio – FIFA at Your Door

Casa Meya – Toronto Poolhouse Villa
Weekly house rentals

Luxury Townhouse in Downtown Toronto TH4

Brand New Luxury Suite Danforth

Newly Renovated House Sunnybrook Toronto-3parking

The Treehouse

Incredible 2BR Home • Spacious Terrace • Modern

FUN Group Getaway | 15 mins to Downtown | Parking

Custom-Built Masterpiece Multi-Level House

Bright Clean Modern Home with Backyard Oasis!
Private house rentals

Yorkville | Exec Kitchen | Office | Spa bathrooms

Bright & Cheerful Laneway Home

Luxe Forest Hill Retreat

Cozy 2 Bedrooms Bungalow Stay

Luxury Home in Trinity Bellwoods | Hot Tub

Luxury Haven in Little Tibet

Stylish 2BR Home with Front Yard & Free Parking

4BR 2BA Cozy Riverdale Gem |Danforth, Kid-Friendly
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ÂŁ131 | ÂŁ149 | ÂŁ177 | ÂŁ147 | ÂŁ134 | ÂŁ150 | ÂŁ128 | ÂŁ157 | ÂŁ151 | ÂŁ125 | ÂŁ121 | ÂŁ164 |
| 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 house rentals in Rosedale

Total holiday rentals
Explore 40 holiday rentals in Rosedale

Nightly prices starting at
Rosedale holiday rentals start at ÂŁ29 per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Rosedale holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rosedale rentals

4.9 Average rating
Rosedale stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Rosedale’s top spots include Evergreen Brick Works, Bloor–Yonge Station and Bay Station
Destinations to explore
- Family-friendly rentals Rosedale
- Pet-friendly rentals Rosedale
- Rentals with a fireplace Rosedale
- Flat rentals Rosedale
- Rentals with a washing machine and dryer Rosedale
- Fitness-friendly rentals Rosedale
- Rentals with a patio Rosedale
- Rentals with outdoor seating Rosedale
- House rentals Toronto
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Niagara Falls





