Guesthouse vacation rentals in Toronto

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.

4.93 out of 5 average rating, 339 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.

ValueLocationWifi

4.96 out of 5 average rating, 134 reviews

A modern living space is highlighted by a spacious bed and an entertainment area featuring a large wall-mounted TV. A cozy seating arrangement includes a soft couch and a stylish armchair. Ambient lighting is provided by a chandelier above, complemented by a decorative fire feature.

Guesthouse in Pickering

Luxury Ground-Level "Suite Escape"

"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

FamilyValueParking

A wooden deck features a dining table and lounge chairs accompanied by a large umbrella. Lush greenery surrounds the area, creating a private outdoor space that leads to a grassy backyard, offering a tranquil setting for relaxation.

4.87 out of 5 average rating, 149 reviews

Near stadium; prime location; breakfast; vry clean

Our beautiful home is conveniently located in a highly thought after neighbourhood in Mid-town Toronto, close to Downtown. Guests will have completely separate unit to themselves with separate entrance. Easy access to both TTC bus 1 minute walk and Subway Lawrence/Yonge lines /1.4km/10min walk. Easy walking distance to great restaurants and coffee shops, upscale Pusateris gourmet grocery store and Shoppers Drugmart within 2min walk. Large parks and ravines nearby, family-friendly activities.

LocationValueOutdoor spaces

4.97 out of 5 average rating, 30 reviews

Guesthouse in York

Handy Studio in Oakwood Village

Midtown laneway studio has 440 square feet of private, quiet space, 75 ft from street parking. As of Summer 2026, this propery has solar panels and is net zero. Windows on north and south ensure natural light. There are solar shades to keep out the summer heat while allowing the occupant to see out, with privacy curtains for times when privacy is needed. 4 minutes walk to TTC buses, 12 to subways. Full kitchen, fridge, dishwasher and stove. Wifi. Queen sized Murphy bed folds to maximize space.

LocationValueComfort

Guesthouse in Junction Area

Peaceful, Cozy, Safe High Park Laneway Studio

Bright, modern ground-floor studio in a new, one-of-a-kind laneway house with easy Downtown access for couples, executives, solo travelers. Enjoy a private entrance, Murphy bed/workspace, high-speed internet, full washroom, and kitchenette. Steps to the TTC & UP Express for quick trips to restaurants, concerts, sports, or the airport. Located on our welcoming family property in walkable High Park North, blocks to the Junction’s cafés and pubs. We prioritize a safe, spotless, comfortable stay.

ValueLocationHeating

4.99 out of 5 average rating, 69 reviews

Guesthouse in Little Portugal

Unique Studio with Sauna

Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

LocationValueBackyard

4.86 out of 5 average rating, 516 reviews

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.

4.98 out of 5 average rating, 254 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.

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Superhost

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

Guesthouse in Mississauga

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

FamilyLocationLong stay

4.89 out of 5 average rating, 118 reviews

5.0 out of 5 average rating, 8 reviews

The Laneway House on Arundel

Welcome to this beautifully designed, brand-new, and arguably one of the most stunning laneway homes on the street. This house is set in Toronto's most sough-after North Riverdale neighbourhoods, and looks over a beautiful beech tree. This bright 1-bedroom features high ceilings, large windows, and a warm, modern design. Just north of the Danforth, you will be steps to top restaurants, cafés, and Withrow Park. Less than a minute walk to Chester subway station for easy downtown access.

LocationFamilyNearby

Guesthouse in Roncesvalles

New Listing*The Roncy Den~a boutique laneway house

The Roncy Den is a private mid-century-inspired luxury laneway house in the hub of Roncesvalles Village—steps to cafés and shops, next to High Park, and a quick streetcar ride to downtown Toronto. Enjoy a fully detached ground-floor suite, featuring heated floors, cozy fireplace, loft lounge for reading, working or movies. Refresh in a stunning emerald-green skylit shower and unwind outside in the private courtyard with a BBQ—your own sanctuary in Toronto’s best neighbourhood.

LocationFamilyWalkability

5.0 out of 5 average rating, 18 reviews

4.96 out of 5 average rating, 83 reviews

Guesthouse in York

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.

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