Guest house holiday rentals in Old 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, 335 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.

4.96 out of 5 average rating, 26 reviews

Guest house 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.

Guest house 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.

4.98 out of 5 average rating, 66 reviews

Guest house 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

4.86 out of 5 average rating, 513 reviews

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.

4.93 out of 5 average rating, 196 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

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, 251 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 house in Mississauga

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.

“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”

4.89 out of 5 average rating, 116 reviews

Guest house in Little Portugal

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.

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

4.86 out of 5 average rating, 118 reviews

4.96 out of 5 average rating, 81 reviews

Guest house 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.

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.

4.94 out of 5 average rating, 161 reviews

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.

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.

4.94 out of 5 average rating, 114 reviews

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 house in Scarborough

Private Coach House near the Bluffs

This separate, minimalist, self-contained space is a perfect escape for one, and can intimately accommodate two. Wake up in natural light with the essential of home: premium queen mattress, hypoallergenic, 100% cotton linens, private bathroom, toiletries and meal preparation basics. No kitchen. Prepared meals, groceries + delivery close by. No TV. No housekeeping fees. 20-minute getaway from the downtown core, east end near the lake.

4.96 out of 5 average rating, 137 reviews

Popular amenities for guest house rentals in Old Toronto

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.89 out of 5 average rating, 27 reviews

Guest house in Midtown

Bloorcourt Laneway Suite

5.0 out of 5 average rating, 25 reviews

The modern kitchen area showcases sleek white cabinetry complemented by a stylish marble countertop. A stainless steel refrigerator and dishwasher are present, along with a dark faucet above a stainless steel sink. A comfortable chair and a wall-mounted smart TV enhance the functional space.

Guest house in Brampton

Adey's Haven: 1BR + Free Parking

The kitchen area features modern white cabinetry complemented by sleek countertops. Essential appliances, including a stove, oven, microwave, and refrigerator, are arranged for convenience. The open space is illuminated by recessed lighting, enhancing the clean lines of the room.

4.91 out of 5 average rating, 45 reviews

Cozy Two (2) Bedroom Getaway In A residential Area

4.67 out of 5 average rating, 9 reviews

Guest house in Markham

A bright cozy walk out suite

4.67 out of 5 average rating, 12 reviews

Guest house in Brampton

Stylish Guest House– Steps from Bramalea City Cent

A modern kitchen features sleek white cabinetry and stainless steel appliances, including an oven and refrigerator. A dining table for two sits adjacent to a cozy seating area, which is equipped with a comfortable dark grey sofa and a wall-mounted television. Bright recessed lighting enhances the open space.

4.82 out of 5 average rating, 39 reviews

Elegant 1BR Apartment w/Private Entrance & Parking

4.94 out of 5 average rating, 54 reviews

Spacious & Bright Private 2Bdr Walkout Basement

A bright studio space features a comfortable bed facing large windows that allow natural light to fill the room. A dining area with four wooden chairs and a table sits beside a modern kitchen, and a seating area with a green couch offers additional relaxation.

4.86 out of 5 average rating, 22 reviews

Bright & Cozy Studio w/ Private Entrance & Parking

Guest house rentals with a patio

Guest house in Roncesvalles

New Listing*The Roncy Den~a boutique laneway house

5.0 out of 5 average rating, 16 reviews

4.95 out of 5 average rating, 57 reviews

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 Midtown

Bright Designer Retreat • Private Deck • Workspace

Guest house in Little Portugal

Queen West Private Loft - Steps to Ossington St.

4.84 out of 5 average rating, 38 reviews

A modern kitchen area features white cabinetry and a stone countertop. Included are a stainless steel refrigerator, a microwave, and a cooktop with a hood. A washer and dryer are visible, along with a wooden dining table and chairs positioned nearby.

4.96 out of 5 average rating, 53 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

Guest house in North York

The open living space features wooden beams and a cozy sleeping area with a patterned bedspread. A dining table is set with plates and utensils, while two upholstered chairs are arranged nearby. Light is provided by ceiling fixtures, enhancing the bright atmosphere.

Luxury 1BD Suite/A+ Location!

4.89 out of 5 average rating, 73 reviews

Guest house in Scarborough

Spacious 2BR - 25 Min to DT

4.83 out of 5 average rating, 18 reviews

4.83 out of 5 average rating, 70 reviews

Sleep Under the Sky | High Park + A/C

An open kitchen area is visible, featuring modern appliances and a sleek design. Two bar stools are placed at an island, while natural light fills the space through large windows. A cozy seating area with a sofa and small coffee table can be seen in the foreground.

4.85 out of 5 average rating, 46 reviews

Cozy Guesthouse Heart of RichmondHill Bayview

Guest house rentals with a washing machine and dryer

4.84 out of 5 average rating, 64 reviews

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 East York

Modern and Cozy Basement Suite

Guest house in Trinity-Bellwoods

Ossington & Queen | 2 bdrms on separate floors

4.93 out of 5 average rating, 60 reviews

4.89 out of 5 average rating, 35 reviews

A bright living area features a comfortable sofa and a wooden coffee table, complemented by decorative pillows. Natural light enters through sliding glass doors that lead to a private outdoor space. An adjacent staircase with a glass railing adds a modern touch to the setting.

Guest house in Islington

NEWLY Built Garden Suite | Private + Parking

4.88 out of 5 average rating, 24 reviews

Guest house in Parkdale

Avó Maria's | 2 km from RBC Amphitheatre

Guest house in Roncesvalles

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.

Golden Laneway Home in the city

5.0 out of 5 average rating, 8 reviews

Guest house in Scarborough

Guest suite in Toronto

4.97 out of 5 average rating, 32 reviews

5.0 out of 5 average rating, 20 reviews

A modern studio is depicted with a spacious layout. A large wall-mounted TV is positioned against a white wall, while a minimalist floating shelf adds decor. A light area rug complements a gray sofa and a bright yellow chair. A cozy bed is dressed with soft linens.

Guest house in Markham

Chic & Cozy: Renovated Studio