Family-friendly vacation rentals in Whitchurch-Stouffville

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Whitchurch-Stouffville family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The bedroom features a spacious bed dressed in a mix of striped and patterned linens, complemented by matching nightstands on either side. A floral artwork adorns the wall above, and modern bedside lamps provide soft lighting, enhancing the calm ambience.
Condo in Downtown Toronto
4.97 out of 5 average rating, 323 reviews

Beautiful Condo + CN Tower View + Free Parking

JosieRating, 5 stars3 days ago
A few days in Toronto watching some baseball. Perfect location, 5 minute walk, view of the CN Tower from the balcony. Very spacious for 4 adults and two grown teenagers. Everything we required in the accommodation. Very easy check in and parking. Excellent, prompt communication from Katherine. Will definitely stay here again.
Superhost
A modern living area features a comfortable sofa facing a television unit and an open kitchen with red accents. Floor-to-ceiling windows provide views of the cityscape. A small balcony with two chairs overlooks the surroundings, enhancing the space with natural light.
Condo in Downtown Toronto
4.67 out of 5 average rating, 377 reviews

Modern Condo in the heart Downtown Toronto!

NicoleRating, 5 stars2 weeks ago
Myself and 2 friends enjoyed our 3 night stay to the fullest! Location was amazing! Jonathan was extremely responsive. Bed was very comfortable. Pull out bed not so comfy but was to be expected. Lots of feminine products under the sink for guests to use in including salon style hairspray. Roof top pool was amazing and not too busy! Would highly recommend Jonathan's place!
Guest favorite
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.
Condo in Downtown Toronto
4.89 out of 5 average rating, 842 reviews

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

Glen & TraceyRating, 5 stars5 days ago
Wow and thank you. To find such a perfect location was so fortunate. Cal sent a warm and welcoming message that just set the experience off to a great start. The condo was clean and modern and just felt so comfortable. There is something energizing about being right in the centre of thing’s, especially when you have such a wonderful space to come “home” to. Thanks to Cal for providing such a terrific space.
Superhost
A spacious backyard is depicted, featuring a striped hammock supported by a sturdy frame. Lush green grass covers the ground, surrounded by tall trees creating a natural, serene setting. The scene conveys an inviting space for relaxation and outdoor enjoyment.
Bungalow in Innisfil
4.82 out of 5 average rating, 280 reviews

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

StephanieRating, 5 stars6 months ago
Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay again!
Superhost
A modern kitchen features a central island with a wooden countertop, surrounded by white bar stools. Stainless steel appliances, including a refrigerator and oven, are visible. Natural light floods the space through large windows, highlighting the sleek cabinetry and minimalist design.
Condo in Downtown Toronto
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars3 months ago
Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !
Superhost
A colorful abstract artwork hangs above a wooden bed, featuring flowing lines in shades of blue, pink, and beige. Two exposed bulb lights are mounted on the walls beside the bed, enhancing the space's artistic expression.
Condo in Downtown Toronto
4.87 out of 5 average rating, 107 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

AnaïsRating, 5 stars1 week ago
We had a great weekend in Toronto. The location is perfect, 10 min walk from the Rodger center. The condo is great, easy check in!
Guest favorite
A modern living space features a large sectional sofa adorned with striped cushions. A vibrant rug covers the floor, and a bright piece of art hangs above a sleek red media console. Floor-to-ceiling windows offer natural light and views of the city beyond.
Condo in Downtown Toronto
4.86 out of 5 average rating, 151 reviews

Modern 1 Bdrm Suite Downtown District - Lake View

ClintonRating, 5 stars1 month ago
Beautiful apartment within walking distance to everything you need. Host was accommodating and responded quickly to inquiries. Apartment was spotless. Was easy to find and check-in was easy. Would stay here again.
Guest favorite
A serene bedroom features a spacious bed adorned with decorative pillows. Natural light flows through large windows, framed by soft curtains. A round mirror enhances the room's aesthetic, while a piece of artwork adds a touch of color to the neutral walls.
Condo in Richmond Hill
4.77 out of 5 average rating, 53 reviews

Stunning Appt. in Richmond Hill- Parking included!

PartoRating, 5 stars2 weeks ago
Nice stay in this one-bedroom unit in Richmond Hill. The location is great in Richmond Hill, with easy access to stores just a few minutes’ walk away. It was a comfortable and convenient stay, and I would recommend it to others visiting the area.

Family- and pet-friendly home rentals

Top guest favorite
A cozy living area features a light-filled space with a large, neutral-colored sofa adorned with patterned cushions. Two accent chairs with geometric patterns complement a white coffee table, while a dining table is visible in the background near a modern kitchen area.
Condo in Downtown Toronto
4.93 out of 5 average rating, 158 reviews

Beautiful suite in Downtown Toronto

ChloeRating, 5 stars3 weeks ago
10/10 perfect Air BnB, will most definitely book again next time we go down (especially for a concert), it was literally right across the street from the Roger’s Center which is where our Post Malone concert was. Oron is super descriptive on the process to check in/out and how to find parking, which as someone with OCD this was a blessing. Anything I needed or had questions about he literally answered within 5min! Also you literally get a view of the beautiful CN tower… jaw dropping! Bonus: that bed is hella comfy!!!
Guest favorite
An open-concept living space features a leather couch and an armchair, with a coffee table positioned nearby. A light wood kitchen island provides seating with two yellow stools. Natural light enters through two windows, illuminating the modern decor and warm wood flooring.
Apartment in Milton
4.72 out of 5 average rating, 162 reviews

Studio Apt in Milton Dorset Park

CharleneRating, 5 stars4 weeks ago
Steve and Melissa's place was perfect. They were fantastic hosts. The place had everything you needed. Would definitely stay again and recommend it.
Guest favorite
A modern kitchen is presented with white cabinetry and a patterned tile backsplash. A spacious countertop accommodates white dishware arranged neatly. A sleek black faucet and a stylish light fixture enhance the contemporary design. Natural light filters through a window above the sink.
Townhouse in Richmond Hill
4.8 out of 5 average rating, 5 reviews

Entire Home - 3 Bedroom 1.5 Bath Richmond Hill

LeonardoRating, 5 stars6 days ago
My hosts were really nice and accommodating. The place is very nice, bright, clean and roomy. I would definitely book again with them.
Top guest favorite
A cozy living room features a vintage sofa adorned with decorative pillows, complemented by a plush armchair. A large window is framed by soft drapes, allowing natural light to brighten the space. An elegant coffee table holds a decorative tray, enhancing the inviting ambiance.
Home in Toronto
4.9 out of 5 average rating, 136 reviews

Charming Century Home Close to Vibrant Shops

RigoRating, 5 stars2 weeks ago
Beyond the house itself, the hosts were truly outstanding. They were not only extremely courteous but also incredibly responsive to any questions we had, making us feel welcomed and well-cared for throughout our entire stay. Their genuine hospitality added significantly to the positive experience. If you're looking for a unique and memorable stay in Toronto, especially if you appreciate the charm of a well-preserved historic home combined with the warmth of exceptional hosts, look no further. We highly recommend this house.
Superhost
The kitchen is equipped with modern appliances, including a stove, microwave, and fridge. White cabinetry complements the sleek gray countertops, while a window provides natural light. A minimalist design is achieved with a stylish pendant light hanging above the sink area.
Home in Barrie
4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

DavidRating, 5 stars2 months ago
Great place, will stay again
Guest favorite
A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.
Condo in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars4 weeks ago
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!
Guest favorite
A modern living area is presented with soft white seating arranged around a central coffee table. Shelves hold decorative items, while a large window allows natural light to fill the space, offering views of greenery outside. A mounted television complements the inviting atmosphere.
Home in Richmond Hill
4.89 out of 5 average rating, 157 reviews

Luxury 5 beds, 6 Baths custom home

StephenRating, 5 stars1 day ago
Perfect spot for a group trip. Quiet neighborhood, close to the TTC for easy access to downtown. Jay was awesome at handling our request to drop off our luggage prior to our scheduled check-in time. Would definitely stay again!
Top guest favorite
The interior of the cabin features warm wooden walls and a cozy woodstove. Two blue lounge chairs are positioned near a rustic table. Natural light floods through a large window, illuminating the space, while a striped rug adds comfort underfoot.
Tiny home in Schomberg
4.99 out of 5 average rating, 212 reviews

SNAKE CABIN(rustic, 'off-the-grid')

JoelRating, 5 stars5 days ago
Peaceful, rustic, and completely off the grid. Just what we needed to slow down and breathe. We spent our time on the porch, watching the sunset paint the sky while listening to the soothing sounds of nature—geese calling in the distance, frogs croaking nearby, birds chirping in every direction. No city noise, no rush—just pure, simple quiet. The perfect place to disconnect and truly recharge.

Family-friendly home rentals with a pool

Superhost
A light-filled living space features a neutral sofa adorned with patterned cushions. A wooden coffee table is centered on a textured rug. In the background, an open-concept kitchen is visible, showcasing modern cabinetry and fixtures, with large windows framing views of the surrounding area.
Apartment in Toronto
4.9 out of 5 average rating, 59 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars4 months ago
Really amazing view and building in a great location with easy access to GO trains and TTC. Building facilities are great! Check out is 10am
Superhost
Condo in Downtown Toronto
4.7 out of 5 average rating, 314 reviews

2 BDRM + 2 BATH + Free Parking - MTCC, CN, Jays!

MaureenRating, 5 stars2 weeks ago
From booking through checkout, Krishna was friendly and responsive. The purpose for the visit was to see the Philadelphia Phillies play the Toronto Blue Jays and this urban apartment was perfect! Having a parking spot included for our stay was a bonus. Pedestrian-friendly access to entertainment and restaurants was also a bonus in the city.
Guest favorite
A clear view of a private heated pool is presented, surrounded by a green patio. A striped chair and glass table are visible in the foreground, with a blue waterslide and shaded seating area observed in the background.
Bungalow in Milton
4.91 out of 5 average rating, 35 reviews

Milton Home- a Family Oasis

SherryRating, 5 stars9 months ago
This place was absolutely amazing. It had everything you could possibly need and want. We enjoyed everything- the qames, pool table and darts. We wish we hadn't planned so much so we could make better use of everything. Thomas was very responsive and went out of his way to help when there was something we couldn't figure out. We loved being there and will definitely look to return if we return to Toronto
Top guest favorite
A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.
Condo in Downtown Toronto
4.97 out of 5 average rating, 245 reviews

Chic, High-Rise Apartment with CN Tower Views

KevinRating, 5 stars2 weeks ago
We were in town to attend a couple Jays games and see DT Toronto. This location was great for both. Also easy access to Union station. Condo was just right for us.
Top guest favorite
A corner of the living area features a plant in a black pot beside a bookshelf filled with various books. A wall with dark stone adds texture, while a sleek television is mounted above a modern fireplace. A door leads to an outdoor space.
Condo in Downtown Toronto
4.93 out of 5 average rating, 92 reviews

Explore the City Centre from Condo with Views

KaitlynRating, 5 stars3 months ago
Robert's place is in a great location, right next to the CN tower, aquarium, and Rogers center. He provides a binder of local recommendations which is really helpful. I would definitely stay again!
Guest favorite
An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.
Home in Niagara
4.91 out of 5 average rating, 305 reviews

King West Victorian Studio Gem

TamerRating, 5 stars6 days ago
It was great to stay at Kathleen's. The place is very spacious and perfect for a one person or a couple. The location is very close to a lot of nice restaurants, coffee shops, bars, and a lot more. I like the neighborhood a lot. In the summer, you can also enjoy the park right across the street. The place was very clean, and Kathleen was a great communicator - on top of everything. It really felt like home. I stayed there for one month as I was in between places and honestly I wish I could have stayed more.
Guest favorite
An aerial view captures the layout of Friday Harbour, featuring an expansive marina surrounded by lush greenery and residential buildings. The coastline, with a sandy beach and ample water access, provides recreational opportunities. The serene water reflects the natural beauty of the surrounding landscape.
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars12 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Guest favorite
A private balcony offers a view of the skyline, featuring the CN Tower and surrounding high-rise buildings. Modern outdoor seating is provided, including a small table and chairs, with decorative greenery placed on the balcony.
Condo in Downtown Toronto
4.76 out of 5 average rating, 362 reviews

Airbnb Friendly- Sleeps 6 With FreeParking!

ThRating, 5 stars3 weeks ago
Great location, great host super nice would recommend to anyone

Quick stats about vacation rentals that are family-friendly in Whitchurch-Stouffville

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

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