
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.

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.

Toronto Island Garden Suite Private 1 Bdrm w/ Deck
FIFA PERFECT PEACEFUL A beautiful oasis on Toronto Island, a 10 min. ferry ride from Toronto's downtown then 15 minutes to BMO field. It's an island park, the largest car free community in Canada. You will find some of Lake Ontario's finest beaches and nature walks & biking trails. The brand new suite has a private entrance and deck overlooking the garden, a full kitchen, a pull out couch, dining space, a queen bedroom, and 3 piece bathroom with a heated floor LAST FERRY FROM CITY AT 11:30 PM

Four Bedroom Rosedale Home
Spread out at this peaceful and centrally located place., in the most prestigious downtown neighbourhood, wooded and tranquil Rosedale. With three work stations, 4 TVs including a 65 inch screen television with over 22,000 live TV channels. The main work station has a computer monitor at a sit-stand desk that turns your modern laptop into an internet connected workhorse. A fully stocked pantry and neighbourhood food shops make cooking in a breeze. Local fine restaurants are a brief stroll away.

Summerhill 2BR Home • Designer Style • 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.

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!!!

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.

1200 sq ft Private Space in Heart of Forest Hill
* 1200 sq ft of fully private space over 2 storeys * Upstairs: 1 bedroom (king bed), bathroom w/ 2 sinks, TV, desk, laundry * Downstairs: Pull out couch (full/double bed), bathroom w/ shower * 100” TV w/ surround sound Sonos speakers * Full kitchen, high end appliances * FREE parking * Ideal location: Steps from St Clair streetcar, short walk to Line 1 & Line 2 subways, in a famous, quiet neighbourhood in Toronto (Forest Hill), short walk to Spadina Village or shops on Yonge St

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)

The One in Yorkville-Previously Four Seasons Hotel
Our 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.

Cozy one bedroom condo + free parking
Welcome to your peaceful home away from home. Enjoy a quiet and relaxing stay in a charming neighborhood surrounded by beautiful parks, perfect for morning walks or runs. A grocery store, pharmacy, bakery, and coffee shop are just a 3-minute walk away. Minutes from Dundas St. and only a 5-minute drive to Yonge St., with its vibrant restaurants, shopping, and entertainment. Ideal for solo travelers, couples, and business guests seeking comfort and convenience.

Yorkville Views & Gym | Walk to Bloor Subway
Modern 1-bedroom in Yorkville with city views and building gym, steps from Royal Ontario Museum and Bloor Street shopping. Fully equipped kitchen, in-unit laundry, and dedicated workspace in a professionally managed building with elevator and concierge. Built for business travelers and couples seeking a polished, well-connected Toronto base with upscale neighborhood access.
Popular amenities for Rosedale holiday rentals
Other great holiday rentals in Rosedale

Modern Midtown Manor

Stunningly Renovated Victorian Rosedale Home

The Luxe Escape | Premium 1BR in Yorkville | Gym

Warm 1BR Suite Steps to Subway City Views!

Luxe 3BR - 1560 sq.ft. CN Tower View, Safe, Bidet.

Bright & Modern Stay in Cabbagetown

30% OFF ~ Lux Home | 15 mins to Downtown | Parking

2 beds+1 bath, downtown
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 €26 per night before taxes and fees

Verified guest reviews
Over 3,000 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
100 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
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Casino Niagara
- Fallsview Indoor Waterpark
- Dufferin Grove Park





