House holiday rentals in Rosedale

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Top-rated house rentals in Rosedale

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the duplex house is shown, featuring a well-maintained front lawn with blooming flowers. The building has a brick façade with large windows framed by vibrant greenery. A small balcony is visible on the upper floor, adorned with potted plants.
Home in Deer Park
4.97 out of 5 average rating, 118 reviews

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.

Top guest favourite
A comfortable living area is depicted with a taupe sofa and an accent chair near a wooden coffee table. The space is softly lit, highlighting a striking artwork on the wall. A light-colored area rug rests beneath the coffee table, adding texture to the cozy setting.
Home in Upper Beaches
4.97 out of 5 average rating, 196 reviews

Large & Loungy Private 2 Bedroom - Private Suite

Private Suite Separate Entrance. Large Loungy Private 2 bedrooms, living room, kitchen with hot plate fridge, dining area, bathroom, laundry room, EXCLUSIVE FOR GUESTS ONLY NO SHARED SPACES. A newly renovated and beautiful space. Luxurious linens and extra soft towels, dining and living room are open concept, and are available exclusively for guests - no shared spaces. Coffee - Tea bar area, books, magazines & board games. Full size washer & dryer. Free Private Parking in driveway. EV charger

Top guest favourite
A welcoming living room is highlighted by large windows allowing natural light. A gray sofa with patterned cushions faces a wooden coffee table adorned with plants and decorative items. Bookshelves display art pieces, while a record player creates a relaxed ambiance.
Home in Leslieville
4.98 out of 5 average rating, 156 reviews

4 BR, 3BA Modern Toronto Home | Espresso, Records

Relax with the whole family at this cozy place to stay in Toronto. Although we are on a quiet tree-lined street, you will be only steps away from all the restaurants, cafes, shops, and bars in Toronto’s Leslieville neighborhood. The house offers 4 bedrooms and 2 fully equipped offices. Perfect for working from home!!! The house includes an incredible dining table, a chef kitchen, and a finished basement with a murphy bed + home theater. You won't find anything else like this ! 2 Car parking!

Top guest favourite
A cozy living room is illuminated by natural light, featuring a modular grey sofa with vibrant orange and white accents. A modern gas fireplace provides warmth against a textured wall, while shelves display books and decor. A flat-screen television is mounted above the fireplace.
Home in East Danforth
5 out of 5 average rating, 100 reviews

Central Family Friendly 3BR | Steps to Subway

Make yourself at home in this beautifully renovated, family friendly house. Centrally located and just steps from Coxwell Station, Downtown Toronto is a short subway ride away. Vibrant walkable area, minutes to great restaurants, pubs, shops, parks, local farmers markets, and Michael Garron Hospital. This home is full of charm and natural light, featuring a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

Top guest favourite
The exterior of a detached heritage home is showcased, featuring a brick façade and large windows. The entrance is framed by vibrant orange flowers and lush greenery. A yellow awning extends over the front door, adding a cheerful touch to the welcoming ambiance.
Home in Church-Wellesley
4.92 out of 5 average rating, 138 reviews

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 :)

Top guest favourite
A bright living room is highlighted by a cozy sofa and a sleek coffee table. Two yellow chairs face large windows, allowing natural light to fill the space. A flat-screen TV is mounted on the wall, and a decorative plant adds a touch of greenery.
Home in Roncesvalles
4.99 out of 5 average rating, 177 reviews

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.

Guest favourite
A cozy living area features a blue sofa and decorative lamps, complemented by a glass coffee table. Large windows allow natural light to illuminate the wooden floor. A vintage console table and a decorative fan provide additional character to the space, while a projector setup adds a unique touch.
Home in Corktown
4.85 out of 5 average rating, 114 reviews

Entire home! Location, style, quiet, & character.

Everything you need for a cozy stay in this uniquely renovated, loft-style home, quiet and central. Tucked on a small and friendly street, steps from The Distillery, St Lawrence Market, shops, dining, cafes, parks, music, movie theatre, & easy transit. Three floors of natural light & open-concept living space including a solarium, ceiling projector with movie viewing wall, gas fireplace, fast wifi, dining area, loft bed, & high-fenced private back yard. High transit score!

Top guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 169 reviews

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

Top guest favourite
The living area features a comfortable gray sofa adorned with decorative pillows. A white coffee table holds books and a small vase of flowers. A potted plant adds a touch of greenery, while a dining table and chair provide additional seating.
Home in Playter Estates-Danforth
4.97 out of 5 average rating, 100 reviews

Charming 1-Bedroom, Heart of Danforth

Important Note for Guests: Before confirming your booking, kindly take note of the following details. This is a basement apartment, accessible via a full set of stairs. Our family and lively little ones residing upstairs. We strive to ensure a peaceful environment for our guests, but please be aware that occasional sounds from our cheerful youngsters may be audible. Your understanding is appreciated, and we look forward to welcoming you to our cozy abode.

Top guest favourite
Home in Garden District
4.97 out of 5 average rating, 104 reviews

Pembroke Hideaway

Pembroke hideaway is your prime downtown privacy with high end finishes, full kitchen with fridge, stove, microwave, dishwasher and all the essentials. Full walk-in bathroom and shower with laundry facilities in the suite. Ultimate privacy with a separate entrance in a secure property. Walking distance to practically anything in the city. Brand new renovation top to bottom in 2022. Comfort, convenience and Luxury!

Top guest favourite
Home in Corktown
4.99 out of 5 average rating, 241 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s steps from St. Lawrence Market, the Distillery District, 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

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 Old 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.

Popular amenities for house rentals in Rosedale

When is the best time to visit Rosedale?

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Avg. price$248 SGD$180 SGD$180 SGD$255 SGD$232 SGD$260 SGD$222 SGD$271 SGD$261 SGD$215 SGD$209 SGD$284 SGD
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Quick stats about house rentals in Rosedale

  • Total holiday rentals

    Explore 50 holiday rentals in Rosedale

  • Nightly prices starting at

    Rosedale holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 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

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