Guesthouse vacation rentals in Old Toronto

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Old Toronto

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

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Guest favourite

Guesthouse in Oakville

4.93 out of 5 average rating, 200 reviews

Self Contained Luxury Studio Coach House

Your Perfect Home Away from Home! This immaculate, private studio with a separate entrance is designed for comfort and convenience. Nestled in a peaceful suburb yet centrally located near major highways, it offers walking access to restaurants, grocery stores, and a park. Thoughtfully furnished, it’s cozy in winter, cool in summer, and fully equipped for a hassle-free stay. Guests love the warm ambiance, calling it a truly special experience. Come see why our coach house is the perfect getaway!

Top guest favourite

Guesthouse in Leslieville

4.93 out of 5 average rating, 316 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

Guesthouse in Richmond Hill

4.97 out of 5 average rating, 150 reviews

Balcony House 30% off monthly with 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 parkings

Guest favourite

Guesthouse in Richmond Hill

4.94 out of 5 average rating, 125 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 free parking.

Guest favourite

Guesthouse in Toronto

4.97 out of 5 average rating, 157 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.

Superhost

Guesthouse in Parkdale

4.85 out of 5 average rating, 102 reviews

Cottage Vibe Private Guesthouse @ Queen West

Welcome to our cottage in the city - a cottage country vibe in the heart of Toronto. Close to shopping & restaurants on Queen & Dundas West. Short walk to Little Italy & Trinity Bellwoods, CNE, Budweiser stage and BMO field. 5 minute walk to Dundas/Queen street cars, 20 min walk to subway. 5 minute cab to UP express (Pearson airport/Union station). Multiple parking options. Please note that we now have air conditioning in the bedroom and you need to climb a ladder to get to the bedroom.

Guest favourite

Guesthouse in York

5 out of 5 average rating, 31 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.

Superhost

Guesthouse in Brampton

4.78 out of 5 average rating, 297 reviews

Newly renovated & contemporary 2 Bdrm Basement Apt

Welcome to our newly renovated spacious 2 bedroom, 1 bathroom basement apartment with a full kitchen. Unlimited and strong high-speed Wi-Fi. We have a flat screen TV with Google Chromecast so that you can view and stream from your smartphone/laptop. Close to LCBO (5 minute walk), NoFrills (5 minute walk) and Pearson Airport (15-20 mins drive). The property is located in the borderline between Brampton and Mississauga on the intersection of Steeles Avenue & Mavis Road.

Guest favourite

Guesthouse in Toronto

4.9 out of 5 average rating, 30 reviews

Entire rental unit in Toronto

Ideally located apartment west of Toronto on a quiet residential street but connect you to everywhere in the city, 5 min to Line 2 subway (Dundas west), 15 min to the airport or 8 min to downtown via Go up express train. Walking distance to Roncesvalles, High Park, Bloor West and Junction. Groceries and many more services near, private entrance, access to the backyard. Tv with netflix. This is a cozy duplex (first floor and basement) with access to a serene backyard.

Top guest favourite

Guesthouse in Mississauga

4.99 out of 5 average rating, 195 reviews

Zorro Guest Suite • Central, Cozy & Private

Newly built cozy attached guest suite w/ private entrance. On a cul-de-sac in a quiet area, 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. * Ideal for traveling couples or a solo professional. * Garden views from indoors and from a designated outdoor patio space. * 1 parking spot available in our driveway.

Top guest favourite

Guesthouse in Richmond Hill

4.97 out of 5 average rating, 63 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!

Superhost

Guesthouse in Midtown

4.92 out of 5 average rating, 25 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.