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House holiday rentals in Old Toronto

Find and book unique houses on Airbnb

Top-rated house rentals in Old Toronto

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 spacious living area is highlighted by a green sofa with decorative cushions, positioned near large glass doors that lead to a private backyard. Natural light fills the space, complemented by contemporary wall art and indoor plants, creating a relaxed and inviting atmosphere.
Home in Davisville Village
4.96 out of 5 average rating, 137 reviews

Spacious 6–8, Parking, Perfect for World Cup

BEST MIDTOWN LOCATION AND AMPLE SPACE - ALL TO YOURSELF! FREE 2-CAR PARKING - rare in this area. You’ll be close to everything at this centrally located midtown place steps away from Yonge str. Charming and spacious renovated character home. Sun-drenched family room overlooks a private backyard with a patio. Walking distance to public transit and major streets with 24h shopping and fine dining. 10 minutes to downtown by driving, steps to subway and minutes to top-rated attractions in Toronto!

Top guest favourite
A well-lit living area features a large window draped with light curtains, allowing natural light to fill the space. A stylish sectional sofa is positioned beside a contemporary coffee table adorned with decorative glass pieces. A TV and chest of drawers complete the inviting setting.
Home in Alexandra Park
4.99 out of 5 average rating, 130 reviews

Stylish Home in Downtown Toronto, Walkable area

Discover Toronto from our newly renovated, spacious apartment with a private balcony on Queen Street W! Steps to trendy spots (bars, restaurants, attractions, groceries, LCBO) and easy streetcar access for city exploration. Enjoy morning Nespresso™ coffee with CN Tower views on the balcony. Key Locations: 2 mins walk to Queen St W and Portland St 8 mins walk to King St W and Portland St 13 mins walk to Trinity Bellwoods Park 13 mins walk to Art Gallery of Ontario 10 mins drive to CN Tower

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 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.

Top guest favourite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 590 reviews

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

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, 167 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.

Guest favourite
Home in Garden District
4.97 out of 5 average rating, 103 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, 240 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

Guest favourite
A cozy bedroom is presented, featuring a queen size bed with a light-colored blanket draped across. An art piece adorns the wall above the bed. A small side table stands next to the bed, and a fireplace with a decorative brick surround is visible.
Home in North York
4.9 out of 5 average rating, 107 reviews

Private Midtown Suite 5 min walk to Subway Station

This cozy basement guest suite is located in a safe, family-oriented neighborhood and a 5 minute walk to Glencairn Subway Station connecting you to the hustle and bustle of downtown Toronto in 15-20 min. For drivers, it’s a quick connection to highway 401 with free parking in the driveway. You will appreciate the comfortable queen size bed after a day of exploring. I live upstairs if you should need anything.

Top guest favourite
A bright and airy living space showcases two red sofas facing a modern coffee table, with a television mounted on the wall. A cozy wood stove is visible in the corner, with exposed brick adding texture to the room. Large skylights allow natural light to fill the area.
Home in Palmerston
5 out of 5 average rating, 103 reviews

The Peony Loft - a Modern Take on the Victorian

Built in 1893, this classic Toronto Victorian home will be a relaxed introduction to city life. Enjoy the upper living space, laid out over two floors, with a gorgeous private, beautiful furnished sky deck with a view of Toronto's exciting skyline. Experience the restaurants, pubs & nightlife of Toronto's College St. neighbourhood of Little Italy, all within walking distance of your front door.

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

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home on tree lined street in downtown Toronto. Wellesley Subway half block away. 1 bedroom w/ensuite, formal dining room, living room, kitchen w/breakfast room, separate TV room, and about a gajillion books to read :) We also have no hidden cleaning fees (don’t you hate those??) and our house keeper takes care of sheets, towels, garbage, cleaning etc when you leave.

Popular amenities for house rentals in Old Toronto

When is the best time to visit Old Toronto?

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Avg. price$86 SGD$85 SGD$87 SGD$91 SGD$95 SGD$105 SGD$109 SGD$111 SGD$105 SGD$96 SGD$90 SGD$91 SGD
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Quick stats about house rentals in Old Toronto

  • Total holiday rentals

    Explore 4,730 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 153,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,850 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 840 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    2,990 properties have a dedicated workspace

  • Wifi availability

    4,650 of Old Toronto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto’s top spots include CN Tower, Rogers Centre and Toronto Eaton Centre

Destinations to explore

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