Holiday rentals in Rosedale

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Top-rated holiday rentals in Rosedale

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Top guest favourite
A spacious living area features a plush, light grey sofa adorned with colorful throw pillows. Two bold artwork pieces hang on the wall above, accompanied by a sleek coffee table with a marble surface and decorative plants. A modern accent chair adds a pop of color.
Flat in Cabbagetown
4.99 out of 5 average rating, 70 reviews

Cabbagetown Victorian Restored to Designer Dream Oasis

This is a gorgeous, renovated and spacious 1 bedroom private apartment in the prime of Cabbagetown! Bright, light and airy, charming basement apartment with above ground windows, so it does not feel like a basement.... feels like part of a home with tons of natural sunlight. We have designed this space with a classic/mid-century modern feel and tons of cool editorial artwork :) The space is upgraded with all new appliances (stainless steel throughout the kitchen and a high end Miele washer/dryer for all your deluxe laundry needs) and designer furniture throughout. Boasts tons of natural light and has all of the requirements you would need from a charming Victorian Gem (Nespresso coffee maker with pods, new appliances, cable tv/netflix/high speed internet/dedicated laundry). Cabbagetown is one of North America's largest preserved continuous areas of restored Victorian homes and within walking distance to several beautiful parks (Riverdale Park/Farms - with a live functioning farm!) and Allen Gardens with a spectacular park and beautiful greenhouses. Walking distance to Eaton Centre and other major attractions. Get away from the hustle and bustle of Toronto with this downtown oasis! This place has it all. Natural light, a hotel comfort Queen bed, luxe linens, renovated bathroom with high end Porcelanosa toilet and gorgeous vanity. A light-filled kitchen with lovely stainless steel appliances. Super comfy GUS Modern sofa, marble & gold accents, fresh florals and fresh coffee (plus a stocked pantry!). This is a gorgeous gem in a wonderful neighbourhood that comes alive in the springtime and is a must see neighbourhood in Toronto as it is one of a kind. Just steps away from renowned coffee shops and awesome local restaurants. We are within walking distance to Carlton streetcar line, several different bus lines, and a short walk (~12-15 minutes) to 2 Bloor-Danforth line stations. Alternately, you can take the Carlton streetcar to Yonge Station (a ~5 minute walk to the Carlton line). This is an entire 1 bedroom basement apartment with private access, private kitchen, private living/dining/workspace area. We are always available to provide tips on where to eat, what to do and things to check out in Toronto. We are just a phone call or text message away! This is the largest continuous area of preserved Victorian homes in all of North America. Just steps away is a working farm, together with Riverdale Park. Stock up on fresh provisions at the farmers' market that's held there from spring to fall.

Guest favourite
A modern living area features a sectional couch adorned with colorful throw pillows, complemented by a glass coffee table. A piece of pop art hangs on the wall, and natural light is provided by a nearby window. Exposed brick adds texture to the stylish space.
Home in Toronto
4.96 out of 5 average rating, 115 reviews

Bold, Colourful Home in Leslieville, Toronto

Wake up to coffee at the breakfast bar, unwind with late afternoon drinks on the sunny deck or chill out with a movie on the large screen TV on a cold day. This stylish open-plan apartment features pop art, original brick walls, and whimsical touches to bring a homey atmosphere to the neutral color scheme. This stylish, self contained 2nd & 3rd floor 2 bedroom apartment is fully equipped to supply you with a home away from home. 3rd floor -- 1/2 bath and master bedroom with firm queen bed and fold down chaise - suitable for occasional, additional overnight guests (with our approval). 2nd floor -- 2nd bedroom with pillow-top queen bed, gorgeous bathroom (large rain head shower - no bathtub), living room with HUGE TV, laundry facilities and a full kitchen complete with beautiful stainless fridge with ice maker, gourmet chef's gas range, microwave, dishwasher, & quartz counters with 4 stools. Incredible 2nd floor deck for outdoor space. Coffee & Tea to get you started. Fully separate and complete 2 bedroom apartment on the 2nd and 3rd floor of our home. Onsite parking can be arranged for guests with cars however there are 3 apartments in the building and only 2 spots so it is reserved on a first come, first served basis. Please enquire at time of reservation. Although we don't live at this house full-time, we are always available by phone or email. We do come and go throughout the week so we will make every effort to meet you at some point. Guest will use a lockbox to access keys. Located in the vibrant Leslieville area, the apartment is a short distance to the Indian Bazaar, the busy vibe of Chinatown East, the quaint shops of Queen Street East, and the eateries of Greektown on the Danforth. Or spend the day at the lake - walking distance to Abridges bay, Woodbine Park and the beach! Toronto's diversity at its' best. Literally seconds to the 24 hour streetcar stop which will take you downtown in about 15 minutes. 20 minute walk or 5 minute bus ride to the closest Subway station (Greenwood). 88 Walking score - Very Walkable (Most errands can be accomplished on foot). 84 Transit Score - Excellent Transit (Transit is convenient for most trips). 87 Bike Score - Very Bikeable (Flat as a pancake, excellent bike lanes). This home has been our renovation project for the past 3 years. Everything in this apartment is new or close to it. We are currently working on a separate apartment in this home. Please be respectful of noise travel to other apartments.

Guest favourite
An open living space is visible, featuring light-colored walls and wooden flooring. A large moose head mount decorates the wall, adding a unique focal point. Two barstools are positioned at a kitchen counter, with kitchen appliances discreetly arranged in the background.
Apartment in Church-Wellesley
4.96 out of 5 average rating, 163 reviews

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

Guest favourite
A two-story house is set in a green yard, featuring a front porch with stairs leading up from the garden. Neatly trimmed hedges are visible on either side, and a flower bed is located to the left, highlighting the property’s exterior features.
Flat in East York
4.92 out of 5 average rating, 48 reviews

Greek Town Gem w/Big City Charm

Located in East York just North of the vibrant Danforth District with it's restaurant and unique stores. The home is directly on the bus route with access to the stops directly in front and the Broadview subway within 1 km. The street is active with people and vehicles but turns into a peaceful and safe bedroom community. It is centrally located with access to all the major roads and highways to explore the entire city. If you choose to park the car explore the beauty of Toronto with transit.

Guest favourite
Home in Summerhill
5 out of 5 average rating, 19 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.

Top guest favourite
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in York
4.99 out of 5 average rating, 204 reviews

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

Top guest favourite
A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.
Apartment in North Toronto
4.98 out of 5 average rating, 120 reviews

Luxury Toronto Condo with Private Terrace & BBQ

Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

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, 172 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.

Guest favourite
The exterior of a historic Victorian home features a warm red brick façade with large windows. A welcoming front porch is framed by neatly maintained gardens, with colorful flower beds enhancing the entrance. The symmetry of the building is complemented by traditional architectural details.
Townhouse in Summerhill
4.93 out of 5 average rating, 60 reviews

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

Top guest favourite
A spacious open-concept living area is presented, featuring a cozy couch and two armchairs arranged around a round coffee table. A large TV is mounted on the wall, and a rug with black and white stripes adds a touch of style. Plants and decorative art complete the inviting ambiance.
Home in East York
4.97 out of 5 average rating, 219 reviews

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.

Superhost
A bright living area showcases a modern gas fireplace beneath a wall-mounted television. A stylish cream-colored sofa with decorative cushions is positioned on a neutral area rug. A dining area with a table is visible in the background, and staircase access is seen on the right.
Townhouse in Yorkville
4.83 out of 5 average rating, 110 reviews

Stunning Yorkville Townhome Backing onto Park

Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

Guest favourite
The living room features a spacious leather sectional sofa facing a central coffee table. Natural light fills the area through multiple large windows. A brick fireplace adds warmth, while a staircase with glass railing leads to the upper levels. Potted plants bring a touch of greenery.
Home in Annex
4.88 out of 5 average rating, 263 reviews

Bright, Stunning Victorian Townhouse in the Annex

Newly renovated, 3 level, 2-bedroom sun-filled unit, situated in the Annex. Brick fireplace, central air conditioning and heating, wooden floors and exposed brick. Steps away from Bloor St, coffee shops, restaurants, shops, galleries, parks and much much more. Short walk to Bathurst and Spadina Subway, Casa Loma, Yorkville, University of Toronto, and museums.

Popular amenities for Rosedale holiday rentals

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Avg. price$156 SGD$158 SGD$178 SGD$185 SGD$187 SGD$189 SGD$176 SGD$191 SGD$177 SGD$162 SGD$145 SGD$163 SGD
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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 $39 SGD 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

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