Family-friendly vacation rentals in North York

Apartment in Davisville Village

A living area features large glass doors allowing natural light to fill the space and offering a view of the city skyline. A comfortable sofa and accent chair provide seating, complemented by a low coffee table and a decorative area rug beneath. A potted plant adds a touch of greenery.

5 out of 5 average rating, 34 reviews

Midtown Penthouse - Toronto City Skyline View

Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) on the main floor of the building. Great restaurants nearby.

A modern living area features sleek black sofas accompanied by decorative pillows. A light marble coffee table sits between them. Large windows provide natural light and a view of the outdoors, while a wall-mounted television is visible in the kitchen space.

4.96 out of 5 average rating, 101 reviews

*New* Modern Home Toronto, 5-min walk to Metro

Step into this modern 2-bed 2.5-bath house for your next cozy yet luxe home away from home! You’ll be located in up-town Toronto. You’re one train away from the CN Tower and the downtown core. You'll be situated close to Pearson Airport, shopping malls, stores, and an array of trendy restaurants. The home is equipped for all your needs, including a full kitchen with all the right appliances, high-speed Wi-Fi, and free parking. My goal is for you to feel at home - when you’re away from home.

5 out of 5 average rating, 145 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

A spacious living area features a comfortable sectional sofa and a coffee table situated on a patterned rug. A large television is mounted on the wall, while natural light floods in through the windows, which offer views of the backyard and patio.

4.95 out of 5 average rating, 123 reviews

Beautiful Modern Home, Heart of Bayview Village

Stay with confidence at a 6-year Airbnb Superhost home known for exceptional cleanliness and care. This bright 3-bedroom, 2-bath unit offers far more space than a typical hotel or condo, plus a private backyard, a rare city retreat to relax, enjoy a morning coffee, or unwind after a day out. Located minutes from Bayview Village, it features up to 2 dedicated parking spots, a comfortable layout, private bedrooms, and inviting living areas, ideal for families, professionals, and longer stays.

4.92 out of 5 average rating, 209 reviews

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in Toronto

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

A spacious sleeping area is highlighted by a comfortable bed adorned with patterned bedding. A bright seating area features a vibrant red couch and a blue chair, complemented by natural light from large windows. A flat-screen TV stands on a modern media console.

4.92 out of 5 average rating, 195 reviews

Uptown Separate Bright Suite ( Free Parking )

Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

5 out of 5 average rating, 35 reviews

Apartment in Toronto

Designer Sunset view unit | sleep 4 | free parking

Enjoy a stylish experience at this centrally located brand new place. ⭐️ Amazing and spacious 1 Bedroom (queen size bed) ⭐️ Queen size sofa bed/pull out couch (can sleep 2) ⭐️ Big 3 piece bathroom with tub. ⭐️ High floor with unobstructed sunset view of Toronto ⭐️ huge balcony with seatings (chairs and tables) ⭐️ In unit laundry ⭐️ 2-4 minutes Walking distance to Metro and public transit (North York station) ⭐️ surrounded by many restaurants and bar ⭐️ 1 indoor parking in garage

4.98 out of 5 average rating, 43 reviews

Guest suite in Toronto

The Suite at Yonge and Sheppard | 10/10 Walkscore

Experience elevated living at The Suite at Yonge and Sheppard—a serene, renovated stylish house in one of Toronto’s most desirable neighborhoods. This thoughtfully appointed space features an 11’ soaring high ceiling, a sleek kitchenette, in-suite laundry, high-speed Wi-Fi, and a 75” Samsung Frame TV. Just steps from the subway, the city is at your doorstep—no car required (parking available upon request!). Professionally hosted by Lotar and Steph, with care in every detail.

5 out of 5 average rating, 45 reviews

A contemporary living area is presented with a navy sofa, a light-colored circular ottoman, and a dining table set for four. Black shelving units display decorative items, while large windows bring in natural light and provide access to a private balcony.

Condo in Toronto

Spa Retreat | Sauna & Cold Plunge | Subway to FIFA

FIFA 2026 host city. 10-min walk to Sheppard-Yonge Station — subway to Downtown & BMO Field in less than an hour. After a day out exploring, come home to your own 24/7 hot tub, cold plunge, sauna & steam room. Not a hotel perk. Yours every night. This is quiet, park-facing North York. Spotless. Queen bed + pullout sofa sleeps 4. Fully stocked kitchen, welcome snacks, private balcony, free parking, in-suite laundry, and baby-friendly. Toronto's energy. None of the chaos.

5 out of 5 average rating, 10 reviews

Condo in Toronto

Modern luxurious 2 Bedroom With Den

Welcome to our house in the heart of North York. We designed our place in a way that is functional and fun for all of our guests when staying at our pace. Beautiful large 2 bedroom, 2 full bathrooms and 1 private Work/Office Room inside the unit. Very Open-concept with Modern kitchen with custom Eat-in Breakfast Area . coffee maker, oven, stove, fridge, dishwasher, pots and pans, cutlery, dishwasher, smart tv, Wi-Fi, washer and Dryer. One Free underGround parking spot.

4.86 out of 5 average rating, 121 reviews

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

4.9 out of 5 average rating, 101 reviews

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in Don Mills

Casa Meya – Toronto Poolhouse Villa

Casa Meya : This exclusive modern and fully renovated Villa at 2024. Upper Floor : Beautiful Kitchen with brand new Bosch and LG appliances. An Island to host 4 guests plus a 6 seats Dining Table. 85" Samsung QLED TV to watch included Premium TV channels. Master Bedroom ( KING ) - 65" TV / 1st Bathroom 2nd Bedroom ( QUEEN ) - 42" TV / 2nd Bathroom Lower Floor : 3rd Bedroom ( QUEEN ) - 42" TV / 3rd Bathroom

Popular amenities for North York family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

4.86 out of 5 average rating, 146 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

4.92 out of 5 average rating, 103 reviews

Backyard Oasis | Hot Tub & Playground | Near DT

4.99 out of 5 average rating, 83 reviews

Midtown Toronto Condo!

4.99 out of 5 average rating, 182 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

4.96 out of 5 average rating, 68 reviews

A modern living area features a sleek sofa paired with a round coffee table. A flat-screen TV is mounted on the wall, providing entertainment options. Light streams in through large windows, illuminating the neutral color palette and contemporary decor. A standing lamp and wall art add subtle detail.

Apartment in Toronto

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.

4.92 out of 5 average rating, 185 reviews

Large & Bright 2BR+Den in Midtown w/ Free Parking

Condo in Downtown Toronto

A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.

4.93 out of 5 average rating, 134 reviews

Charming Condo w Parking, CN Tower View & Pool

Condo in Downtown Toronto

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 108 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 164 reviews

A winding path is framed by tall trees, leading to a rustic cabin nestled among the forest. Lush greenery flanks the path, creating a serene and secluded ambiance, inviting exploration into the natural surroundings.

Tiny home in MONO

Whispering Pines Cabin in Woodland Acres

4.98 out of 5 average rating, 332 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

4.9 out of 5 average rating, 114 reviews

A cozy living space features a blue sofa with patterned cushions and a wooden coffee table. A round mirror hangs on the wall, reflecting natural light. A floor lamp provides additional lighting, and a small chair is positioned nearby. A plant adds a touch of greenery.

Home in Midtown

Spacious Mid Century w/Patio

4.86 out of 5 average rating, 21 reviews

Apartment in Toronto

One Luxe Stay

4.92 out of 5 average rating, 179 reviews

The spacious living area features a light-colored sectional sofa arranged around a circular coffee table. A large Smart TV is mounted on the wall, while abstract artwork adorns the walls. Natural light enters through double doors leading to the patio, complemented by a decorative plant.

Home in Markham

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

4.67 out of 5 average rating, 6 reviews

Townhouse in Toronto

North York Townhome/ King Bed/Office/Parking

4.9 out of 5 average rating, 273 reviews

A living room features a gray sofa accented with decorative cushions, paired with two mid-century modern chairs. A large window allows natural light to illuminate the space. A mounted flat-screen TV and an electric fireplace are visible, enhancing the cozy atmosphere.

Guest suite in Toronto

Midtown Luxury Yonge/Lawrence Close to Downtown

4.94 out of 5 average rating, 138 reviews

A white dome structure is nestled among lush trees, positioned beside a calm pond. The surrounding landscape features vibrant greenery and a clear blue sky, creating a peaceful outdoor setting. The area suggests space for leisurely activities by the water.

Dome in East Gwillimbury

Chirping-Paradise Glamping Dome

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 559 reviews

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

4.96 out of 5 average rating, 107 reviews

The entrance features a wide stone staircase leading to double wooden doors with intricate designs. Potted plants add greenery on either side, while a pathway is lined with grass and nearby trees. The home's facade showcases classic stonework and a tiled roof.

Place to stay in Toronto

The Snug Oasis - Woodstock (Near Airport)

Guest suite in North Etobicoke

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

4.92 out of 5 average rating, 92 reviews

Private 1 bed/1.5 bath in-law suite in a house!

4.89 out of 5 average rating, 76 reviews

A modern living area features a comfortable sofa paired with decorative pillows, positioned beside a light-filled window. A stylish dining table sits in view, flanked by bar stools. Various decorative elements, including plants and artwork, enhance the inviting atmosphere.

Townhouse in Toronto

Entire Modern Condo Townhouse in Toronto

4.85 out of 5 average rating, 124 reviews

A spacious living room is presented with a neutral-colored sectional sofa adorned with yellow accent pillows. A small glass side table complements the seating area, while a patterned area rug adds texture to the floor. Natural light enters through a window placed above the sofa.

Apartment in York

Bright, spacious luxury basement apartment

4.97 out of 5 average rating, 32 reviews

Stylish Condo-Yonge & Eglinton/Midtown Toronto

Guest suite in Scarborough

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

4.92 out of 5 average rating, 133 reviews

Custom Luxury 2BR | Marble Pool | Games | Fire Pit