Guesthouse holiday rentals in Scarborough

4.96 out of 5 average rating, 284 reviews

Guesthouse in Whitby

One bedroom apartment/guesthouse.

Welcome to your peaceful private getaway located north of the 401 in Whitby. Guest will have the entire apartment with separate entrance to themselves. This newly constructed apartment is equipped with a fully functional kitchen, bathroom, living room and bedroom. Apartment comes with Wifi, 43” television with Amazon Prime TV services. Guest will have a designated parking space on the driveway. Please refrain from smoking inside the unit, smoke alarm are interconnected, and are highly sensitive.

A spacious living area features a comfortable dark sectional sofa adorned with accent pillows. A coffee table with a decorative vase sits in front. Opposite, a flat-screen TV is positioned on a wooden stand, while a dining table with green chairs is visible in the background.

4.87 out of 5 average rating, 104 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.

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, 334 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.

4.89 out of 5 average rating, 18 reviews

Beautiful 1-bedroom guest House

Beautiful, fully private 1-bedroom suite in Pickering with a private entrance and 1 driveway parking spot. Enjoy an open-concept, fully equipped kitchen with everything you need to prepare meals. Fast, reliable Wi-Fi is perfect for working from home. Relax in your private gazebo while enjoying the shared backyard. Shared laundry is available for your convenience. A comfortable, peaceful stay close to local amenities. Close to Pickering Shopping mall, public transportation. Few min away from 401.

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.

4.95 out of 5 average rating, 131 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.

4.94 out of 5 average rating, 108 reviews

A spacious living area is presented with a light gray couch, a stylish armchair, and a small round table. A dedicated workspace is visible in the background, featuring a desk and a chair. Neutral-toned walls and flooring create a calm environment.

Guesthouse in Aurora

Cozy 2 Bedroom Guest Suite in Aurora

Welcome to our charming cozy guest suite, nestled in the heart of Aurora, Ontario. Has a separate entrance with 2 bedrooms, full washroom, dedicated work space, spacious living area and kitchenette. Our space is designed for families, couples, business travelers, seeking tranquility, cozy space, proximity to attractions, and a safe family friendly neighborhood. Minutes away from: - Downtown Aurora - Restaurants/Fastfood - Parks Other offers: Complimentary Snacks, Free Parking, Free WiFi

Guesthouse in Richmond Hill

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.

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

4.93 out of 5 average rating, 192 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

4.86 out of 5 average rating, 510 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, 244 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.

Guesthouse 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, 114 reviews

Guesthouse in Scarborough

Spacious 2BR - 25 Min to DT

Welcome to your charming two-bedroom guest suite, a perfect blend of comfort and convenience for your next getaway! - Two Cozy Bedrooms: Relax in our bright bedrooms which have either a Queen or Double Bed. - Dedicated Work Area: A quiet and comfortable space perfect for productivity or staying connected. - In-Suite Laundry: Convenient washer and dryer access within your suite. - Walking Distance to GO Train: Just a short stroll to the station for a quick 25-minute ride to downtown.

4.82 out of 5 average rating, 17 reviews

Guesthouse in Richmond Hill

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.

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.

4.94 out of 5 average rating, 160 reviews

Popular amenities for Scarborough guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

5.0 out of 5 average rating, 122 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

4.77 out of 5 average rating, 365 reviews

Guesthouse in Brampton

Newly renovated & contemporary 2 Bdrm Basement Apt

4.93 out of 5 average rating, 513 reviews

An open-concept living space features a cozy seating area with black leather sofas, a dining table, and a fully equipped kitchen. A spacious bed is positioned against the wall, with large windows providing natural light and views of the peaceful surroundings.

Guesthouse in Schomberg

Country Cabin Retreat | King Bed | Pet Friendly

A light-filled living area features a yellow sofa, an accent chair, and a wooden coffee table. The kitchenette is equipped with white cabinetry, and a small dining table adds functional space. Decorative items such as art and plants complement the serene environment.

5.0 out of 5 average rating, 92 reviews

Wildflower by The Bay

4.67 out of 5 average rating, 6 reviews

A bright cozy walk out suite

4.96 out of 5 average rating, 23 reviews

Guesthouse in York

Handy Studio in Oakwood Village

Guesthouse in Junction Area

Peaceful, Cozy, Safe High Park Laneway Studio

4.98 out of 5 average rating, 62 reviews

5.0 out of 5 average rating, 32 reviews

Guesthouse in Midtown

Rejuvenate in Historic loft w/ King bed & Parking

Guesthouses with a patio

Guesthouse 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

4.86 out of 5 average rating, 118 reviews

4.96 out of 5 average rating, 78 reviews

Guesthouse in York

Junction Private Laneway Suite with Backyard

A bright living space is visible, featuring a modern sofa and a glass coffee table on a textured area rug. In the background, a spacious bed is positioned in the bedroom area, while a small seating arrangement is seen to the right, with a subtle decorative plant adding a touch of greenery.

4.98 out of 5 average rating, 50 reviews

Frenchman Bay Luxury Basement

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, 52 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

4.89 out of 5 average rating, 73 reviews

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.

Guesthouse in North York

Luxury 1BD Suite/A+ Location!

Guesthouse in Roncesvalles

New Listing*The Roncy Den~a boutique laneway house

5.0 out of 5 average rating, 14 reviews

4.94 out of 5 average rating, 54 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.

Guesthouse in Midtown

Bright Designer Retreat • Private Deck • Workspace

5.0 out of 5 average rating, 24 reviews

Immaculate 3BR House/Toronto/6 beds/1.5 Bath

Guest house rentals with a washing machine and dryer

A modern living area features a blue velvet sofa with decorative pillows, a sleek coffee table, and a dark fireplace. Natural light flows through large sliding glass doors, which open to a backyard. A leafy plant and a floral arrangement add touches of greenery.

4.98 out of 5 average rating, 48 reviews

Bright Mid-Mod Stay

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.

5.0 out of 5 average rating, 19 reviews

Chic & Cozy: Renovated Studio

A cozy living room is equipped with a gray sectional sofa, a coffee table, and a TV on a media console. A desk with a computer monitor and an orange lamp adds functionality. Large sliding glass doors provide natural light and a view of the snowy outdoors.

4.76 out of 5 average rating, 79 reviews

The Cozy Apartment Style Home

4.86 out of 5 average rating, 21 reviews

Guesthouse in Parkdale

Avó Maria's | 2 km from RBC Amphitheatre

Guesthouse 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, 7 reviews

Guesthouse in Trinity-Bellwoods

Ossington & Queen | 2 bdrms on separate floors

4.93 out of 5 average rating, 58 reviews

4.99 out of 5 average rating, 80 reviews

The living area is bright with natural light from large windows, showcasing two tan leather sofas facing a coffee table. A flat-screen television is mounted on the wall, complementing the modern decor. Light wooden flooring adds a spacious feel to the room.

Guesthouse in Midtown

Bright Laneway House