Family-friendly holiday rentals in East York

4.99 out of 5 average rating, 161 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

Year-Round Heated Pool & Hot Tub Family Oasis

Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year. In the colder months, enjoy a winter sk

4.98 out of 5 average rating, 194 reviews

A comfortable living area is depicted with a taupe sofa and an accent chair near a wooden coffee table. The space is softly lit, highlighting a striking artwork on the wall. A light-colored area rug rests beneath the coffee table, adding texture to the cozy setting.

Home in Upper Beaches

Large & Loungy Private 2 Bedroom - Private Suite

Private Suite Separate Entrance. Large Loungy Private 2 bedrooms, living room, kitchen with hot plate fridge, dining area, bathroom, laundry room, EXCLUSIVE FOR GUESTS ONLY NO SHARED SPACES. A newly renovated and beautiful space. Luxurious linens and extra soft towels, dining and living room are open concept, and are available exclusively for guests - no shared spaces. Coffee - Tea bar area, books, magazines & board games. Full size washer & dryer. Free Private Parking in driveway. EV charger

4.84 out of 5 average rating, 160 reviews

A spacious King bed is dressed in light-colored linens, with coordinating patterned pillows. A wall-mounted light fixture is positioned above the bed, providing soft illumination. A mini-split air conditioning unit is visible on the wall, contributing to climate control.

Home in Woodbine-Lumsden

Cozy Suite King Bed Free Parking Private Entrance

Welcome to your cozy Airbnb in the heart of the Danforth! This charming 1-bedroom basement apartment blends comfort and convenience Located just a 15-minute walk from Woodbine Station, 20-minute stroll to the trendy Danforth neighborhood, you'll have access to fantastic restaurants and Woodbine Beach. Downtown Toronto is only a 25-minute drive away. Close to HISTORY nightclub (9-minute drive) and Danforth Music Hall (13-minute drive). 20-25 minute drive to Rogers Centre and Scotiabank Arena

Guest suite in Upper Beaches

A living area is furnished with a dark brown couch and a coffee table on a textured rug. A TV stand with a large screen is positioned across from the seating. Light artwork is displayed on the walls, complemented by bright overhead lighting.

4.95 out of 5 average rating, 251 reviews

Newly Renovated - Private 1 Bedroom Basement Suite

Newly renovated, spacious one bedroom basement suite. (couch does not pull out) Located on a quiet street with a private entry. Queen Street East, Woodbine Beach, The Beaches neighbourhood & 2 - 24 hour Streetcars to downtown. 8'-2" ceilings, heated floor, full kitchen, WIFI, NETFLIX Keycode for easy entry. We live on the upper floors & would be happy to share any insights on the city if desired! Shampoo/cond, bodywash, towels Street parking - $20 / 24hrs, $28 / 48 hours, $42 / Week

Guest suite in East Danforth

A comfortable living area features a gray sofa with decorative pillows. Natural light enters through large sliding glass doors leading to a private deck. A patterned rug covers the hardwood floor, and potted plants add greenery to the space. A lamp stands beside the sofa.

4.97 out of 5 average rating, 194 reviews

Bright East-Toronto 2 Bedroom Near Subway

2 bedroom private second floor unit, clean, bright, very clean and comfortable beds. A 5 minute walk gets you to the subway station, 10 the other direction will take you to the GO train station for a quick ride downtown. Locally, almost everything you might need is nearby; playgrounds, parks, grocery stores, restaurants and pubs, and a quick bus ride will get you to the beach. I am close enough to the train line that you will hear the trains a bit. The bedrooms face the other way, though.

4.98 out of 5 average rating, 257 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

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Guest house in Scarborough

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.

4.96 out of 5 average rating, 129 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: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

4.95 out of 5 average rating, 103 reviews

A well-lit living area features a comfortable gray sofa positioned near a sleek television unit. Modern floor lamps provide additional lighting, and a small dining table with chairs is visible in the background. The room's neutral walls create a calm backdrop.

Home in East York

Modern & Cozy Suite in Toronto Danforth

Discover a newly renovated, stylish garden suite in a prime location. Just an 8-min walk to Woodbine Subway Station, the unit offers easy access to Danforth and downtown Toronto. The suite features a plush memory foam queen bed, a convenient kitchenette for quick meals, Apple TV, in-suite laundry, and backyard access. Whether you’re here for a romantic getaway, solo adventure, or business trip, this cozy retreat provides the ideal base to explore all that Toronto has to offer.

Superhost

A cozy sleeping area features a spacious gray upholstered headboard with layered pillows in shades of yellow and blue. Soft lighting is provided by a bedside lamp. In the background, a kitchenette and dining area with a table and chairs are visible.

Guest suite in Upper Beaches

4.78 out of 5 average rating, 121 reviews

Basement suite in the Beaches!

Basement bachelor suite. Clean & cozy, renovated lower level suite in the heart of the Beaches. Side entrance for access, there is a shared laundry room but your suite is private and lockable. Trendy location with quick and simple access downtown via transit (or a quick 10-15 minute drive!). Better yet, just steps away from the Beach, Boardwalk, Woodbine Park and tons of unique and local shops in two of Toronto's most popular neighbourhoods, the Beaches and Leslieville.

4.93 out of 5 average rating, 167 reviews

A modern living space features an open layout with a comfortable seating area, a sleek coffee table, and a mounted television. A compact kitchen is visible in the background, equipped with essential appliances. Soft lighting highlights the warm tones of the wooden flooring.

Flat in The Beaches

One bedroom vacation rental at The Beaches

Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

5 out of 5 average rating, 144 reviews

A spacious room is displayed with a comfortable queen bed positioned against the wall, accompanied by two bedside lamps. A soft sofa and a green accent chair create a cozy sitting area, while framed artworks and a large window provide a bright, airy ambiance.

Guest suite in York

Private, Spacious,Separate Entrance, Bath, Parking

My Airbnb is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

4.94 out of 5 average rating, 142 reviews

A modern living space is displayed, featuring a wall-mounted television above a sleek dark cabinet. To the right, a laundry area is visible with stacked washer and dryer units. Light hardwood flooring runs throughout the space, contributing to a clean and contemporary look.

Home in Pickering

Luxurious, modern basement unit

Kick back and relax in this calm, stylish space. Prime location near bus stop, shops, restaurants there is something for everyone. Whether you are here for work or pleasure this is your best place. Your home away home. Nice and modern new basement apartment with fast and reliable fibe internet , smart TV with Netflix, Amazon prime and Disney plus , dedicated work space and free parking

Popular amenities for East York family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in North Toronto

A bright bedroom features a queen-sized bed with soft linens, set against a large window that allows natural light to fill the space. A round mirror hangs on the wall above a sleek dresser, and a small plant adds a touch of greenery.

4.85 out of 5 average rating, 120 reviews

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

4.86 out of 5 average rating, 197 reviews

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

Apartment in Mississauga

Beautiful Penthouse with Breathtaking View

5 out of 5 average rating, 127 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.

Apartment in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

A modern workspace is presented with a sleek black desk and stylish chair. Floating orange shelves display decorative items, while a globe adds a touch of elegance. The kitchen area is visible in the background, featuring dark cabinetry and contemporary appliances.

4.89 out of 5 average rating, 874 reviews

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

4.99 out of 5 average rating, 129 reviews

A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.

Flat in Fort York

The Fort York Flat

4.89 out of 5 average rating, 455 reviews

A contemporary waterfront condominium complex is visible, showcasing multiple glass-fronted balconies and lush greenery surrounding the entrance. The building features an urban design with large windows, allowing for abundant natural light, under a vibrant blue sky with scattered clouds.

Apartment in Fort York

Lakeside Condo Studio In Downtown Toronto

4.84 out of 5 average rating, 292 reviews

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Apartment in Mississauga

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Apartment in North Toronto

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.

4.93 out of 5 average rating, 172 reviews

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

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 110 reviews

The exterior of the urban home is presented, featuring a dark blue façade and a sloped roof. A small, neatly landscaped front yard is enclosed by a black picket fence. Large windows allow for natural light, with a Canadian flag displayed proudly outside.

Home in Leslieville

Cozy Leslieville 2-Bedroom Home

Apartment in Harbourfront

A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.

4.97 out of 5 average rating, 314 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

Townhouse in Victoria Village

The living and dining area features a spacious layout with natural light flowing in through large windows. A set of comfortable red sofas encircle a glass coffee table, while a wooden dining set with black chairs complements the modern design. Beautiful wall art adds a touch of elegance.

4.8 out of 5 average rating, 102 reviews

Bright, spacious and convenient 3-brm home

4.94 out of 5 average rating, 588 reviews

An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.

Home in Cabbagetown

Comfy Oasis In Historic Downtown Neighborhood

Home in Greenwood - Coxwell

A cozy sleeping area features a spacious bed with a soft white blanket and decorative pillow. Natural light enters through two windows, highlighting the warm wooden flooring. A patterned wall art piece adds a touch of color, and a small bedside lamp provides gentle illumination.

4.93 out of 5 average rating, 103 reviews

Dani's Den: Private suite w. separate entrance.

4.9 out of 5 average rating, 143 reviews

An open concept studio features a wall-mounted Murphy bed, ample storage space in white cabinetry, and a kitchenette equipped with modern appliances. A small dining table with two stools is positioned near the kitchenette, while a comfortable sofa is positioned along the wall.

Apartment in The Beaches

The Beaches pied-á-terre (Woodbine Beach)

Guest suite in Davisville Village

A bright guest suite features a queen-size bed with a light coverlet, complemented by a cozy couch and additional seating. Warm yellow walls create a welcoming atmosphere, while a door leads to the exterior. Natural light is welcomed through a nearby window.

4.91 out of 5 average rating, 314 reviews

Mid-town T.O. getaway - conveniently located

4.98 out of 5 average rating, 155 reviews

A welcoming living room is highlighted by large windows allowing natural light. A gray sofa with patterned cushions faces a wooden coffee table adorned with plants and decorative items. Bookshelves display art pieces, while a record player creates a relaxed ambiance.

Home in Leslieville

4 BR, 3BA Modern Toronto Home | Espresso, Music

Family-friendly home rentals with a pool

A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.

4.88 out of 5 average rating, 137 reviews

Beautiful Condo Across CN Tower and MTCC

4.95 out of 5 average rating, 232 reviews

The interior features rustic log walls complemented by wooden beams. A dining area is set with a white tablecloth and dark chairs, while a vintage dresser holds decorative items. A minimalist wall art piece depicting a deer adds character to the warm space.

Guest suite in Uxbridge

Mackenzie Cottage

4.86 out of 5 average rating, 116 reviews

A light-filled bedroom features a spacious bed with a striped blue and gray comforter. A small area rug lies beneath the bed, while a large window offers views of the cityscape. Wall art with a monochrome design adds a decorative touch.

Flat in Fort York

Toronto's Perfect View Apartment

4.85 out of 5 average rating, 104 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.

Flat in Oakwood Village

Bright, spacious luxury basement apartment

A well-furnished living area is shown, featuring a dark leather couch, a round wooden coffee table, and a comfortable chair. A large flat-screen TV is positioned on a media console, while natural light enters through expansive windows, revealing a light-colored rug and decorative plants.

4.92 out of 5 average rating, 309 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.

4.99 out of 5 average rating, 153 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Superhost

A modern living space is highlighted by large windows that provide expansive views of the skyline and water. A comfortable seating area includes a gray sofa, while a dining table with transparent chairs is situated nearby. Decorative potted plants add a touch of greenery.

Apartment in Courtice

4.83 out of 5 average rating, 126 reviews

Downtown Toronto 2 BDR Condo CN Tower/Lake Views