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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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Guest favourite
A cozy living area is presented with a light-colored sofa facing a wooden coffee table. A textured rug covers the floor, adding warmth to the space. In the background, a modern kitchenette is visible, equipped with appliances and shelving for convenient storage.
Guest suite in Rosedale
4.77 out of 5 average rating, 39 reviews

Private Suite in Downtown Home

A perfect balance of quiet convenience with a private suit in the basement of a newly built unit in the residential Toronto neighbourhood of Rosedale only steps away from the subway and a quick walk from the downtown core. - High-speed Wifi & work station in room, perfect for remote work. - Modern living space and fridge, sink and coffee/tea. - Queen sized bed to sleep 2 comfortably. - The summer allows for shared backyard. - 6min walk to Castle Frank subway station, 19min walk to Bloor Yonge

Top guest favourite
A cozy living area is presented with a dark gray sofa and a light wood coffee table, situated on a patterned area rug. A flat-screen television is placed on a contemporary media console. Large glass sliding doors lead to another space, framed by the bright, neutral walls.
Home in Old East York
4.96 out of 5 average rating, 52 reviews

Cozy One Bedroom Retreat

Kick back and relax in this calm, stylish home. Cottage feel in the heart of the city! This basement apartment walks out to a lush ravine, next door to a parkette. Newly renovated 1 bedroom with a queen bed and full size kitchen. Right off of one of Toronto’s main highways, walking distance to Greektown (the Danforth) with lively restaurants and bars. TTC access at your doorstep. 15 mins to downtown. 10 min walk to expansive cycling and walking trails through the Toronto Parks system.

Guest favourite
Home in Summerhill
5 out of 5 average rating, 7 reviews

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.

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
4.9 out of 5 average rating, 20 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.

Top guest favourite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Flat in Cabbagetown
4.93 out of 5 average rating, 153 reviews

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.

Top guest favourite
A bright living area features a light-colored sofa and a round dining table surrounded by two chairs. A decorative area rug adds texture to the tiled floor. A television is placed on a low stand, while a door leads to an outdoor space.
Flat in Playter Estates-Danforth
5 out of 5 average rating, 49 reviews

Steps to Greektown/Danforth

Cozy, quiet apartment just steps from Toronto’s vibrant Danforth/Greektown neighbourhood. Short 2-minute walk to Pape subway, hundreds of restaurants, cafes and shops. Nearby access to greenspace, bike/running paths in the Don Valley and just a short trip down to downtown or Woodbine Beach. Modern, quiet and clean space with high 8+ ft. ceilings, well-appointed with 100% cotton linens, fully equipped kitchen and TV. 1.5 gigabit fiber internet, private entrance laundry included.

Guest favourite
A cozy living space is highlighted by a flat-screen television on a light wood media console. An armchair and a small side table are positioned nearby, with a floor lamp providing soft illumination. Natural light enters through a small window, complementing the neutral wall color.
Guest suite in Parkview Hills
4.96 out of 5 average rating, 69 reviews

Fabulous home in Toronto

Welcome Home! We are delighted to open our doors and hearts to you, inviting you to experience a stay that combines the warmth of home with the luxury of a dreamy getaway. Nestled in the heart of Toronto/East York, our charming basement apartment offers a unique blend of modern convenience and homely comfort. Whether you are traveling for business, planning a romantic escape, or embarking on a family adventure, our carefully curated space is designed to cater to all your needs.

Top guest favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Flat in Annex
5 out of 5 average rating, 41 reviews

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Top guest favourite
A bright living area is furnished with a light-colored sofa and a pair of wooden side tables. A textured area rug covers the hardwood floor, while natural light is allowed in through a nearby window. A small desk and chair are positioned against the wall.
Home in Earlscourt
5 out of 5 average rating, 64 reviews

Cozy and Modern Lower-Level Suite in Corso Italia

Welcome to your home away from home! This newly updated, bright and cozy suite is nestled in Toronto’s buzzing Corso Italia neighbourhood. This apartment offers the perfect blend of comfort, privacy, and convenience. Whether you're here for a short stay or a longer getaway, you'll enjoy a comfortable retreat in this recently renovated and thoughtfully designed space. You will have access to the entire apartment accessible via a separate entrance located in the backyard.

Flat in Playter Estates-Danforth
5 out of 5 average rating, 3 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. Parking available if needed. * basement apt with separate entrance; family with small kids live upstairs.

Top guest favourite
Private room in Davisville Village
5 out of 5 average rating, 173 reviews

Mid town Toronto LGBTQ Friendly Chic & Comfortable

This urban chic place is perfect for solo, or couples/friends on vacation or business. Centrally located in mid-town Toronto between two subway stops (St Clair and Davisville on Line 1) plus 24 hour bus service, you are only 15 minutes from downtown or a 8 minute drive. On street parking is free! I look forward to hosting you in Toronto, the world’s most multicultural city !

Guest favourite
Flat in Discovery District
4.89 out of 5 average rating, 9 reviews

Sleek & Stylish Stay in City Core + 1 Free Parking

Enjoy a stylish and private stay in this modern condo in downtown Toronto. With major attractions like the Eaton Centre, Queen Street West, and the AGO just steps away, you’ll be at the center of it all. Professionally cleaned between each guest, this condo offers a fresh, comfortable retreat for both business and leisure travelers.

Popular amenities for Rosedale holiday rentals

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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 € 26 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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