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Family-friendly holiday 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

Superhost
Home in Mississauga
4.85 out of 5 average rating, 73 reviews

Spacious entire basment with a hospitality touch

SarahRating, 5 stars3 weeks ago
We had a great experience with Sam and the overall stay. I had some last-minute changes to our booking, and Sam was incredibly accommodating and proactive in helping us adjust our plans smoothly—his communication was quick, clear, and friendly throughout. The space is exactly as described in the listing: clean, comfortable, and thoughtfully laid out. It’s a cozy basement apartment. All the features—from the well-equipped kitchen to the comfy bed and living area—felt very intentional and well-maintained. Many little touches made the stay even better, like clear instructions, fast WiFi, and plenty of towels and toiletries. The location worked well for our trip. I'd recommend this spot to others looking for a quiet, functional place with a responsive and considerate host. Thanks again, Sam!
Guest favourite
Home in Midtown
4.96 out of 5 average rating, 48 reviews

Great Davenport Hillcrest House

LindsayRating, 5 stars1 week ago
I’m almost afraid to leave an accurate review because this place is such a hidden gem I don’t want to compete when we try to stay here again. This home is so beautiful, well stocked, cozy, incredible neighbourhood, and I could go on and on. Ottilie was a thoughtful host with excellent communication and she opened her home up to my family. I will never try to stay anywhere else in Toronto! Thank you, Ottilie!
Superhost
Apartment in Toronto
4.9 out of 5 average rating, 59 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars2 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
Guest favourite
Condo in Downtown Toronto
4.97 out of 5 average rating, 318 reviews

Beautiful Condo + CN Tower View + Free Parking

DylanRating, 5 stars1 week ago
the check in instructions were extremely thorough and 100% accurate. checked into the condo building with no problems what so ever. 4 of us had plenty of room to sleep. amazing location near the rogers centre, can see it from the patio. all the bedding and laundry was clean and ready for use. fully functional kitchen. the entire place was pristine. Great location for any concerts or other events. Will definitely be staying here again!
Guest favourite
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars2 months ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Guest favourite
Condo in Downtown Toronto
4.89 out of 5 average rating, 837 reviews

1 Bedroom Suite - Downtown Core (near MTCC/Rogers)

JulieRating, 5 stars1 week ago
Always a great host and a 2 minute walk to the Roger's Stadium......can't go wrong!
Superhost
Condo in Downtown Toronto
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars2 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
Condo in Downtown Toronto
4.86 out of 5 average rating, 102 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

JordanRating, 5 stars1 week ago
If I ever have another event at the Rogers Centre or anything nearby I will absolutely be checking to see if this space is available. As someone who never has driven in Toronto Julian's easy to follow instructions made it a breeze, & the parking in the secure parking garage made us feel all the better. Julian was so understanding for our arrival & helped us every step of the way. The fact I was able to walk to both of my concerts & be in my seat within half an hour of leaving this apartment was outstanding. Thank you so much Julian, you have a repeat customer for sure!

Family- and pet-friendly home rentals

Guest favourite
Home in Roncesvalles Village
4.92 out of 5 average rating, 153 reviews

Cozy one bedroom apartment in Roncesvales village

DanRating, 5 stars1 week ago
This place is absolutely incredible and I wish I could have stayed longer. Having stayed in many different rentals across the globe it is obvious to me that this place is well loved and a true residence. It had everything you could need to feel right at home down to toiletries. This host is a genuine wonderful person and makes it top priority to make the stay as enjoyable as possible. I arrived super early and communicated that. This was quickly responded to and accommodated for far beyond my expectations. The area is walking distance from the UP from Pearson and a cool area to boot! On this walk you'll pass all the essentials such as the nearest grocery store, coffee shops, restaurants, ect. It's about 2 km to high park with natural beauty and an easy trolley into downtown area (505 across the street and up a block). Perfect place to stay while visiting Toronto.
Top Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 155 reviews

Beautiful suite in Downtown Toronto

JessRating, 5 stars5 months ago
My 7 year old daughter and I flew in to Toronto for Taylor Swift's ERAS concert. I can not say enough about the location. The Rogers Center is right across the street- we could watch the line up at our gate and then head over when there was no line. Amazing view of Rogers Center and CN tour. We walked everywhere the entire time- CN Tower, Ripley Aquarium, Convention Center for the Tayl-gate party and could easily rest at the condo in between activities. The condo was super clean. The bed was SO COMFY! Fully stocked kitchen. My mom came to visit us for a night from Windsor and Oron was extremely responsive to my request for parking. He got us set up right away. I would 100% stay here again for an event!
Guest favourite
Apartment in Milton
4.72 out of 5 average rating, 159 reviews

Studio Apt in Milton Dorset Park

AshtonRating, 5 stars2 weeks ago
Good spot for a last minute overnight stay with my dogs! Great location. Overall things were reasonably clean but the whole place could benefit a good deep clean. There was quite a bit of noise periodically late at night (dog running around upstairs) that kept waking up my dogs and I when we were trying to sleep. Overall it’s a good place for the price.
Superhost
Home in Barrie
4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

DavidRating, 5 stars1 month ago
Great place, will stay again
Guest favourite
Home in Richmond Hill
4.89 out of 5 average rating, 154 reviews

Luxury 5 beds, 6 Baths custom home

PeterRating, 5 stars1 week ago
Loved the place. We were a party of 10 here to celebrate a 100th bday. It met everyones needs/expectations.
Top Guest favourite
Tiny home in Schomberg
4.99 out of 5 average rating, 206 reviews

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

TetianaRating, 5 stars4 days ago
We had an amazing 2-days escape with my boyfriend, like exactly what you need for your mental health. The place was so private and peaceful, not a lot of things to do, but you can do lots of things of walking, enjoying the nature (the horses there are beautiful) and also they offering 🛶 canoe-experience that you can try absolutely for free. The host is so friendly and helpful in all the questions and requests that I had , so definitely recommendable place .
Guest favourite
Guest suite in Toronto
4.89 out of 5 average rating, 232 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

BruceRating, 5 stars2 weeks ago
My hosts Lucy and Don were completely accommodating, communicative, and responsive. Coming and going was a breeze. A completely outfitted kitchen with all that you'd need. The space offers total privacy. A quiet, but lively-enough neighborhood, steps away from Yonge St. It checked off all the boxes and I'm very satisfied with the experience and my stay.
Guest favourite
Condo in Downtown Toronto
4.92 out of 5 average rating, 236 reviews

Vibrant downtown place

AbdelrahmanRating, 5 stars1 month ago
In his headline, Alex says, "I'm a professional (electrical engineer) and I'll be a good host." Alex is an electrical engineer and was a good host, as simple as that. The place was right next to the subway, in a very walkable area with lots of nice distanations nearby. Would definitely consider staying there again.

Family-friendly home rentals with a pool

Guest favourite
Cabin in Mono
4.95 out of 5 average rating, 304 reviews

The Trails Retreat (Private Cabin)

JodieRating, 5 stars1 week ago
This little place is one of a kind!! Would return in a heart beat. Friendly and responsive host, beautiful, peaceful setting, Hiking and archery on property. The house itself was clean, cozy, and private . We enjoyed our stay so much!! Will definitely come again!
Guest favourite
Bungalow in Milton
4.91 out of 5 average rating, 34 reviews

Milton Home- a Family Oasis

SherryRating, 5 stars8 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
Guest favourite
Condo in Downtown Toronto
4.97 out of 5 average rating, 237 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars5 months ago
We had an excellent stay at Virginia’s place! Four of us came to Toronto for a concert at the Rodger’s Centre which was just across the street. The unit was quite a bit bigger than I expected! There was plenty of room for all four of us, we never felt crowded. We were able to walk to a huge variety of restaurants and activities. Virginia was beyond kind and welcoming. Super quick to respond and easy to communicate with! I would highly recommend staying with Virginia to anyone coming to Toronto!
Guest favourite
Guesthouse in Orangeville
4.95 out of 5 average rating, 351 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

AlexRating, 5 stars1 month ago
What a gorgeous place to get away from the city for a few days. The comfortable studio has everything you'd need during your stay. The fields are great for walking (especially if you have a dog), and there are all kinds of magnificent hiking trails nearby. My arrival coincided with a massive ice storm and Vince and Miranda were in touch every step of the way, keeping me updated on conditions and options. They were a pleasure to deal with. I look forward to returning next time I need a taste of the country.
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 302 reviews

King West Victorian Studio Gem

JoelRating, 5 stars1 week ago
Kathleen's place was great, exactly as advertised. I really appreciated how tidy and well stocked the suite was. A great place to stay.
Guest favourite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars10 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!
Superhost
Condo in Downtown Toronto
4.76 out of 5 average rating, 356 reviews

Airbnb Friendly- Sleeps 6 With FreeParking!

KarlaRating, 5 stars2 months ago
Perfect stay 🤩 Good location, everything clean and the super communicative host is always ready to help. I recommend it
Superhost
Condo in Downtown Toronto
4.74 out of 5 average rating, 351 reviews

Large Downtown Condo - 3 BR + 2BA + Free Parking!

JimRating, 5 stars4 months ago
The building itself is very nice, as is the condo. Spacious with nice furniture and lots of places to sleep. Really great location and having parking was a huge bonus. The host was very responsive when I had questions.

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $61 AUD 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

  • Wi-Fi availability

    50 properties include access to Wi-Fi

Destinations to explore