Family-friendly vacation rentals in Don Mills

4.96 out of 5 average rating, 146 reviews

A modern kitchen features sleek white cabinetry and a large island with seating for four. Stainless steel appliances, including a refrigerator and stove, are highlighted. Natural light floods the space through multiple windows, creating an open and inviting atmosphere ideal for meal preparation.

Guest suite in Don Mills

Luxury in the City – Stylish, Smart & Serene

Welcome to Luxury in the City – your modern urban hideaway. Relax in this private, fully enclosed basement suite featuring 2 bedrooms with 3 queen beds, a spacious kitchen, full bathroom with a smart toilet, in-suite washer and dryer, two large 4K/HD TVs, and AirPlay-enabled Sonos speakers. This tranquil hideaway has a separate side entrance. Enjoy a safe, walkable area just a 15 minute drive from downtown Toronto. *Reviews before 2024 reflect full-house stays, which are no longer available.*

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

4.88 out of 5 average rating, 741 reviews

A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.

Guest suite in Pickering

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

4.95 out of 5 average rating, 152 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

Fully renovated, modern, Bright, luxurious, and spacious ( over 1800 sq/ft) 2-bedroom, 2-bathroom high ceiling above ground apartment, separate entrance, and Patio for your next cozy home away from home! 5-star rated and top 5% of homes in AirBnB! As central as it gets in the GTA. You'll be close to Pearson Airport, Highway 401/404/407, shopping malls, grocery stores, and an array of trendy restaurants, movie theaters, parks, and bicycle/ hiking trails all around Book With Confidence!

4.99 out of 5 average rating, 365 reviews

A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.

Home in Vaughan

Adorable — One Bedroom Guest Unit in Vaughan, ON

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

4.98 out of 5 average rating, 254 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.

4.94 out of 5 average rating, 176 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 North York

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.

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

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

4.92 out of 5 average rating, 184 reviews

A spacious entertainment area features a medium pool table highlighted by soft overhead lighting. A comfortable sofa is situated nearby, with a dining area visible in the background, characterized by teal chairs around a table. Wall decor adds a touch of warmth to the neutral-toned walls.

Home in Vaughan

Luxury 2BR + 1Bath Guest suite(3 Queen Beds+1 SB)

Elegant and bright low-level guest suite in the Toronto area near promenade shopping centre. Complete with 2 spacious bedrooms, 1 bathroom, Luxurious design walk-in closet, 75” large Smart TV, Medium Pool Table. Walmart, No Frills, Shoppers, Starbucks and much more … ( less than 5 minutes Drive from the house). As most Canadian houses are made by wood, there is a possibility of noise and footsteps from upstairs, Air conditioners thermostat is controlled from upper level unit.

4.89 out of 5 average rating, 213 reviews

Home in Thornhill

Basement apartment 1bdr 1 bath free parking.

One bedroom basement apartment with private separate entrance is ideal for short stay from out of town visiting Toronto, a date, city event, for work travel, tourism. Apt features Double bed, chair, dresser, desk with a chair, 40” TV. Dining table w/ chairs. A Kitchenette features seating area, fridge, microwave, Kettle, coffee maker, dishes, utensils. Not suitable for long stay. No laundry, no cooking appliances.

4.89 out of 5 average rating, 93 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 Don Mills family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 120 reviews

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.

Condo in North Toronto

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

4.87 out of 5 average rating, 196 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.

Condo 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.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

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.

Apartment 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.

Condo in Fort York

Lakeside Condo Studio In Downtown Toronto

4.94 out of 5 average rating, 153 reviews

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Apartment in Mississauga

Luxury Stay w/phenomenal view!

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.

Apartment in Fort York

Toronto's Perfect View Apartment

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.

Condo in Mississauga

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

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 460 reviews

A kitchenette area features modern cabinetry and countertop space, illuminated by recessed lighting. Decorative touches, including wall art and greenery, create a welcoming atmosphere. Appliances include a full fridge and microwave, with options for cooking, providing convenience for guests.

Home in Vaughan

Private Lower 1 BR + Sofabed Self Checkin with PKG

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

Place to stay in Christie Pits

4.99 out of 5 average rating, 165 reviews

A spectacular and authentic loft!

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, 313 reviews

Mid-town T.O. getaway - conveniently located

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.

Apartment in The Beaches

One bedroom vacation rental at The Beaches

4.95 out of 5 average rating, 122 reviews

A modern kitchen area is presented with sleek white cabinetry and black appliances, complemented by a textured backsplash. A dining table with two black chairs sits invitingly, while greenery is introduced by a potted plant in the corner, enhancing the clean and contemporary design.

Home in Scarborough

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

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

4.8 out of 5 average rating, 217 reviews

A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.

Guest suite in Pickering

Muskoka on the City

Family-friendly home rentals with a pool

5 out of 5 average rating, 8 reviews

Apartment in Markham

THE VIEW-Cozy 2 Bedroom Hidden Gem

Condo in North York City Centre

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.

4.96 out of 5 average rating, 51 reviews

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

4.97 out of 5 average rating, 139 reviews

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

Condo in Fort York

Lux Waterfront Condo Pool Hot Tub Free Parking

Apartment in Entertainment District

4.94 out of 5 average rating, 49 reviews

CN Tower View 4BD Penthouse+Rogers Centre+Parking

Condo in North York City Centre

5 out of 5 average rating, 6 reviews

Modern luxurious 2 Bedroom With Den

Condo in Humber Bay Shores

A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.

4.92 out of 5 average rating, 176 reviews

Hidden gem in Humber bay shores Toronto w/ parking

4.88 out of 5 average rating, 109 reviews

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

Apartment in Mississauga

Condo in Heart of Mississauga