Guesthouse holiday 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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Top Guest favourite
A charming coach house is framed by lush greenery and flowering plants. A stone pathway leads to the entrance, flanked by potted plants. Outdoor seating areas feature vibrant blue fabrics, and a grill is positioned on the left, offering a welcoming outdoor space.
Guesthouse in Scarborough
4.96 out of 5 average rating, 132 reviews

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: premium queen-size mattress, hypoallergenic, 100% cotton linens, a private bathroom, toiletries and meal preparation basics. No kitchen. Nearby options for prepared meals, groceries + delivery. No TV. No housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Guest favourite
Guesthouse in Markham
4.86 out of 5 average rating, 100 reviews

2 bedroom Guest house in North of Toronto

Welcome to our charming garden level apartment, a cozy retreat fully renovated, boasting 1100 sqft of space. With 2 bedrooms, each furnished with a queen bed, it comfortably accommodates up to 4 guests. Located in a quiet neighborhood near Bayview Ave, our home offers easy access to nearby attractions. For those who enjoy cooking, we provide cooking utensils, coffee, tea, a microwave, waffle maker, stove & oven, and a water boiler. Guests have private access to the basement through the backyard.

Superhost
Guesthouse in Brampton
4.86 out of 5 average rating, 206 reviews

Newly Renovated 2 bdr basement

Newly renovated cozy 2 bdr basement apartment with a seperate entrance Very clean & peaceful space perfect for & short term stay Friendly neighborhood - parks, trails & amenities >Major intersection: Sandalwood & Hurontario * 10 mins to highway 410 * 2 mins walk to bus stop * 5 mins walk to amenities * 10 mins > downtown Brampton & train station * Free parking, self check in *Like hotel stay experience *High quality white beddings ● Verified ID ●No parties, pets, smoking, illegal activities

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.
Guesthouse in Toronto
4.93 out of 5 average rating, 324 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.

Top Guest favourite
A modern living area features a sleek wall-mounted TV above a stylish electric fireplace, providing a contemporary focal point. Comfortable seating options include tufted chairs and a plush sofa. Natural light enters through small windows, illuminating the space with a warm, inviting glow.
Guesthouse in Pickering
4.97 out of 5 average rating, 117 reviews

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.

Guest favourite
A serene outdoor area is showcased, featuring a swimming pool with a clear blue surface. The modern architecture of the house is visible, complemented by lush greenery. A gazebo stands nearby, along with seating options on a patio, providing spaces for relaxation.
Guesthouse in Mississauga
4.91 out of 5 average rating, 102 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

YES Hot tub and heated pool are open! Forget your worries in this 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. **25+ ID & waiver req**

Top Guest favourite
Guesthouse in Junction Area
4.98 out of 5 average rating, 48 reviews

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.

Guest favourite
Guesthouse in Richmond Hill
4.93 out of 5 average rating, 184 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 free parking

Top Guest favourite
Guesthouse in Little Portugal
4.86 out of 5 average rating, 495 reviews

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

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.
Guesthouse in Toronto
4.98 out of 5 average rating, 225 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
Guesthouse in Little Portugal
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 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.
Guesthouse in York
4.99 out of 5 average rating, 67 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.

Popular amenities for Old Toronto guesthouses

When is the best time to visit Old Toronto?

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Quick stats about guesthouse rentals in Old Toronto

  • Total holiday rentals

    Explore 90 holiday rentals in Old Toronto

  • Nightly prices starting at

    Old Toronto holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Old Toronto holiday rentals include Wi-Fi 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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