Guest house holiday rentals in Old Toronto

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Old Toronto

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A well-maintained front yard features an array of colorful flowers, including yellow and purple blooms, alongside lush greenery. A pathway made of stone leads toward the entrance of the house, with landscaping lights lining the way. A decorative pot with a plant adds a charming touch.
Guest house in Leslieville
4.93 out of 5 average rating, 319 reviews

Free Parking 2BD Queen St. East

Private entrance for the separate duplex 2 bedroom apt on the upper level of our house with rooftop deck & living room easily converted into a third private bedroom. A home with lots of love put into it. Fully equipped kitchen and bathroom are stocked & ready for all your needs, TV, internet, Wi-Fi. Child friendly; crib, toys, books, DVDs, booster seat, plates, cutlery, blender. No detergent allergy worries, we use Laundry Pro a new technology that eliminates need for chemicals. Private parking.

Guest favourite
A spacious sleeping area features a queen bed with crisp white linens, a sleek dresser, and a work desk with a chair. A decorative vase of roses adds a touch of color. Natural light enters through the glass doors leading to the patio.
Guest house in Richmond Hill
4.95 out of 5 average rating, 165 reviews

Balcony House with Separate Entrance,free Parking

Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1-2 free parking

Guest favourite
A spacious living area is furnished with a modern gray sofa and a white TV unit, which holds a flat-screen TV. Natural light enters through sliding glass doors leading to a balcony. In the background, a kitchen with white cabinetry and a dining area is visible.
Guest house in Richmond Hill
4.95 out of 5 average rating, 136 reviews

New Entire 1 Bedroom Coach House Apartment

This completely private independent one bedroom coach house apartment is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Great for couple or small family, sleeps up to 4 people. Close to malls, public transit, restaurants, parks, library and mins to Hwy 404, Hwy 407 and Toronto. This 2nd floor apartment offers 3 Gbps internet, Nespresso coffee machine, 50 Inch Smart TV, independent AC, furnace, laundry, private entrance with lockbox access and 1 parking space.

Top guest favourite
A spacious studio is showcased, featuring a comfortable brown sofa beside a light-colored area rug. A sleek kitchen island with modern bar stools offers a casual dining space. Shelving units and a bed area contribute to the open layout, illuminated by recessed ceiling lights.
Guest house in Bathurst Manor
4.97 out of 5 average rating, 37 reviews

A Hidden Jewel in North York

Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for short-term visitors at Bathurst Manor area. This place includes a small kitchen, in-suite washer/dryer, full bath, TV, and Bell 5G internet. Netflix and Prime streaming available. Great location: 10 min to Hwy 401, groceries, restaurants, and easy access to Subway, Downtown, Pearson Airport, and and a 5-min ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst intersection.

Top guest favourite
The exterior of a modern tiny home is depicted, featuring light-colored siding and large windows. A set of stairs leads to a welcoming deck, adorned with potted plants and two wooden chairs. An umbrella stands near the entrance, providing shade for outdoor relaxation.
Guest house in Greenwood - Coxwell
4.98 out of 5 average rating, 205 reviews

Adorable, modern tiny home in Leslieville

Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Guest favourite
A cozy living area features a dark sofa with patterned throw pillows, positioned next to a glass coffee table. Colorful artwork adorns the walls, adding character. A wooden ladder leads to the bedroom above, while large windows allow natural light to fill the space.
Guest house in Roncesvalles
4.86 out of 5 average rating, 118 reviews

Cottage Vibe Private Guesthouse @ Queen West

Welcome to our cottage in the city - a cottage country vibe in the heart of Toronto’s best neighborhood. Short walk to Queen & Dundas West and the Ossington strip. Little Italy, Trinity Bellwoods, CNE, Budweiser stage and BMO field are all close by. 5 minute walk to Dundas or Queen street cars, 5 minute cab to UP express (Pearson airport/Union station). Multiple parking options. Please note there is air conditioning in the bedroom only and you need to climb a ladder to get to the bedroom

Top guest favourite
A well-lit living area features a modern sectional sofa adorned with decorative pillows, complemented by a coffee table and an area rug. Bar stools are positioned around a kitchen island in the background, with a compact dining space visible. A TV stand provides entertainment options.
Guest house in Pape Village
4.94 out of 5 average rating, 48 reviews

Modern and Cozy Basement Suite

Enjoy this modern & furnished, bright basement studio suite located steps away from The Danforth neighbourhood. The Danforth offers boutique shops, restaurants, and other amenities. Minutes away from Donlands TTC Subway station for easy access to downtown core, or a quick drive to get onto the DVP. The suite features a queen bed, full bath, full kitchen, 2-1 washer/dryer, fast WiFi, and Ggl TV. Please inquire if you require parking. Perfect for business or leisure travelers.

Top guest favourite
A spacious bedroom features a comfortable bed with a patterned blue throw blanket and decorative pillows. Two windows provide natural light, while a minimalist bench is positioned at the foot of the bed. Artwork adorns the wall above the bed, enhancing the room's decor.
Guest house in Stockyards District
5 out of 5 average rating, 47 reviews

Junction Private Laneway Suite with Backyard

Welcome to a modern loft-style laneway suite nestled in the vibrant Junction Stockyards neighbourhood of Toronto, just a stone's throw away from downtown's hustle and bustle. Experience the perfect blend of convenience & local charm in the Stockyards. Our Airbnb is centrally situated; downtown Toronto a quick drive or easy transit ride away. Within a 10-minute walk, you'll find the lively Junction area, brimming with diverse restaurants, trendy shops, and cozy cafes.

Guest favourite
The exterior of a newly constructed coach house is showcased, featuring a modern design with stone and brick elements. Two garage doors are visible, along with a front porch and balcony above. A well-maintained lawn and a young tree add greenery to the inviting entrance.
Guest house in Richmond Hill
4.94 out of 5 average rating, 86 reviews

New Cozy Entire 1 Bedroom Detached Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

Guest favourite
A modern kitchen is visible with green cabinetry and a light countertop. A circular window feature adds interest to the wooden arch. Kitchen appliances include a stovetop and coffee maker, while a potted plant enhances the space's freshness.
Guest house in Roncesvalles
5 out of 5 average rating, 5 reviews

Golden Laneway Home in the city

This Tiny treasure is anything but ordinary. With its modern architecture throughout the home you’ll be relaxing in a truly unique space. A reading nook with a bright window to escape in, a large king sized bed looking straight up into the tree branches above or enjoy the starry night. The open kitchen and bar is fully equipped for your use and the double doors walk out into the communal backyard under the trees for a perfect quiet escape in the busy city.

Guest favourite
A bright living space features a large wall-mounted TV above a wooden console. A cozy sofa with soft throws faces two plush chairs. Green plants add a touch of nature, while a light rug ties the seating area together, creating a welcoming atmosphere.
Guest house in Dovercourt Village
4.93 out of 5 average rating, 42 reviews

Downtown Toronto Urban Retreat!

Get away from it all in the middle of it all. This design-inspired space includes indoor and outdoor lounge spaces, a bedroom that converts for sleep or work, courtesy of our custom-built Queen Murphy bed, and dining space. Located in a residential neighbourhood and walkable to amazing bars, restaurants, and shops, The Urban Retreat is just a five-minute walk to the Bloor/Dufferin TTC, giving you access to downtown, the UP Train, and all Toronto offers.

Top guest favourite
A cozy living area features a stone accent wall, paired with modern furnishings. Two armchairs and a small table provide seating options, while a large TV is mounted on the wall across from a comfortable sofa. Natural light filters in through the nearby window.
Guest house in Mississauga
4.99 out of 5 average rating, 240 reviews

Zorro Guest Suite • Private, Cozy & Central

Modern and cozy attached guest suite w/ private entrance. Ideal for traveling couples or a solo professional. On a quiet cul-de-sac, yet centrally located. Acoustically insulated for a quiet nights sleep. * 15/20 minutes to YYZ Airport & 5 minutes to Square One shopping center. * 30 minute drive to Toronto * 1 hr drive to Niagara Falls. * Garden views from indoors and from a designated outdoor patio space. * 1 parking spot available in our driveway.

Popular amenities for guest house rentals in Old Toronto

When is the best time to visit Old Toronto?

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Quick stats about guest house rentals in Old Toronto

  • Total holiday rentals

    Explore 90 holiday rentals in Old Toronto

  • Nightly prices starting at

    Old Toronto holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Old Toronto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Toronto rentals

  • 4.9 Average rating

    Old Toronto stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

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

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