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.

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Top guest favourite
Flat in Playter Estates-Danforth
5 out of 5 average rating, 10 reviews

Digs on Danforth

Enjoy easy access to everything from this perfectly located home base. In a quiet residential area steps from bustling greektown, on the subway line, walk to restaurants, coffee, bars, live music etc. Separate entrance to bright, newly renovated one bedroom basement apt. fridge, hot plate, toaster oven, microwave. Washer/Dryer. Overnight street parking available at modest cost if needed * basement apt with separate entrance; family with small kids live upstairs. Only registered guests allowed.

Top guest favourite
Home in Toronto
5 out of 5 average rating, 8 reviews

Bright Modern Laneway Home| Riverdale/Leslieville

Welcome to your private retreat where Riverdale meets Leslieville! Fronting on a laneway, this newly built 1000 sq ft detached home offers you warmth, comfort & style. Perfect for solo travellers, couples & families. Steps to Queen, Gerrard & Danforth’s amazing restaurants, bars, coffee shops & bakeries. Neighbouring Cabbagetown, The Beaches & Distillery. Walk to Riverdale Park for famous skyline views or hop on a streetcar-downtown is just a few km away. The perfect hub for your urban getaway!

Top guest favourite
Guest suite in Playter Estates-Danforth
5 out of 5 average rating, 12 reviews

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.

Guest favourite
The image captures a compact bedroom featuring a spacious bed dressed in a patterned burgundy cover. A comfortable rocking chair sits beside the bed. In the background, light filters through a window covered with sheer curtains, and wooden cabinetry offers additional storage.
Home in North York
4.82 out of 5 average rating, 11 reviews

Private Bedroom, Bathroom, Kitchen -Basement Apt

Take a break and unwind at this peaceful oasis. This is a rare gem as the bedroom, bathroom and kitchen are all private, for an affordable price. It is very simple and some of our personal belongings are in the space but we keep the price low to make up for it. Most rentals in this area of Toronto have shared bathroom or kitchen or are very expensive. Within walking distance to Parkway Mall. 5 minute drive to the 401 or DVP which will take you to downtown Toronto in 25 minutes (if no traffic).

Guest favourite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Flat in Saint James Town
4.97 out of 5 average rating, 78 reviews

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!

Top guest favourite
A modern living space showcases an open layout with a comfortable tan sofa and a wooden coffee table. The kitchen is equipped with stainless steel appliances and features a spacious island with seating. Exposed brick walls complement the contemporary design, creating a welcoming atmosphere.
Home in The Beaches
5 out of 5 average rating, 62 reviews

2 level spacious apartment by the lake

Beautiful, newly renovated 1 bedroom apartment in the Beaches neighbourhood of Toronto with free parking. Very spacious, with two levels of living space over the main floor and basement of a three storey century home. Close to Lake Ontario, boardwalk, Woodbine Beach, cycling and walking trails by the lake, and Queen St. The apartment is conveniently located between the Beaches and Leslieville. Getting downtown is very simple, with the Queen streetcar being only a block away from the house.

Guest favourite
A spacious room features a comfortable bed and a sitting area with elegant leather chairs. A desk is positioned by the window, offering natural light. Light hardwood flooring complements the room's neutral color scheme, while a piece of artwork adds a touch of color.
Flat in Yorkville
4.92 out of 5 average rating, 25 reviews

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.

Guest favourite
A serene bedroom features a spacious bed with soft, neutral bedding, complemented by matching bedside tables and lamps that add a gentle glow. A mountain-themed mural creates a calming backdrop, and a textured rug adds warmth underfoot.
Guest suite in East York
4.97 out of 5 average rating, 37 reviews

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.

Flat in Toronto
5 out of 5 average rating, 3 reviews

Spacious Central Downtown Condo Yonge/Bloor

Stylish Downtown Stay with Amazing 44th-Floor Views - The bedroom features a comfortable queen bed, and an additional queen-size air mattress is available for use in the living room—perfect for extra guests. Take in stunning city views from the 44th floor, and make yourself at home with a fully equipped kitchen and a modern full bathroom. Whether you’re here for business or leisure, this space offers comfort, convenience, and an unbeatable location.

Flat in Yorkville
5 out of 5 average rating, 3 reviews

Luxury TIFF District Condo

Experience a stylish getaway in the heart of downtown Toronto’s TIFF District. This modern condo offers breathtaking skyline views and the perfect blend of comfort and charm. Located in a central spot, you’re close to everything — restaurants, attractions, and the middle of all stores. Whether you’re here for the festival or city adventures, this is your perfect base to explore Toronto in style.

Flat in Toronto
5 out of 5 average rating, 3 reviews

Live Stylishly in Yorkville + 1 Free Parking

Located in Toronto’s sought-after Yorkville area, this modern, professionally decorated condo offers the ideal space for those who enjoy the finer things in life. Walk to upscale shopping, art galleries, and chic restaurants. With no shared areas and professional cleaning between guests, this condo ensures comfort, privacy, and a seamless stay in Toronto's most stylish neighbourhood.

Guest favourite
Flat in Garden District
5 out of 5 average rating, 19 reviews

Modern Condo Steps from Eaton Centre & Sonkofa Sq

Located in the heart of downtown Toronto, this stylish condo is ideal for couples, solo travelers or small groups. This 1-bedroom, 1-bathroom condo comfortably sleeps 4 guests and features a queen bed, sofa bed, 55-inch TV, and a fully equipped kitchen. With top attractions and restaurants just minutes away, you’ll enjoy both comfort and convenience in the city’s vibrant core.

Popular amenities for Rosedale holiday rentals

When is the best time to visit Rosedale?

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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 £22 per night before taxes and fees

  • Verified guest reviews

    Over 2,700 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

    50 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

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