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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 stars1 month 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 stars2 weeks 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, 319 reviews

Beautiful Condo + CN Tower View + Free Parking

JuliaRating, 5 stars1 week ago
We loved our stay here! The place was very clean and had plenty of room. The location is right in the heart of downtown Toronto. Katherine was a wonderful host who made check in very easy and was highly communicative and helpful.
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 stars2 weeks 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 stars2 weeks 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

Top Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 156 reviews

Beautiful suite in Downtown Toronto

ErinRating, 5 stars5 months ago
My daughter and I enjoyed our stay. Oron was extremely responsive and helpful. Beautiful space located right across the street from the Rogers Center. Lots to do within walking distance and close to Union station.
Superhost
Bungalow in Vaughan
4.84 out of 5 average rating, 44 reviews

Spacious, Bright 3 BEDS, 3 BATHS ♥ of Woodbridge

JenniferRating, 5 stars5 months ago
We loved staying at Ann-Marie’s place. It is HUGE! And there are many beds and bathrooms. A great place to gather. We didn’t use the backyard but it looked like fun to sit around the fire pit. Would highly recommend Ann-Marie and her place.
Guest favourite
Apartment in Milton
4.72 out of 5 average rating, 159 reviews

Studio Apt in Milton Dorset Park

AshtonRating, 5 stars3 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.
Top Guest favourite
Home in Ajax
4.96 out of 5 average rating, 28 reviews

3 bedroom bungalow in South Ajax

SamoriaRating, 5 stars1 month ago
my stay at Mrinals place was amazing! it looks exactly like the photos and was so clean. my family stayed here before moving out of the country and it was literally stocked with anything you’d need! anything we needed in the kitchen they had as well as laundry detergent and cleaning supplies. there was so many extra towels, sheets, and bedding. the check in was super easy and everything was exactly like the photos. The driveway has good space as well, me and my family were able to fit 2 SUV’s. Mrinal was an amazing host and very responsive and kind. I highly recommend!
Guest favourite
Home in Richmond Hill
4.89 out of 5 average rating, 155 reviews

Luxury 5 beds, 6 Baths custom home

PaulineRating, 5 stars1 day ago
An amazing home meeting the needs of our multi-generational family spending a week together in the GTA to cheer on our daughter participating in a National sporting event. Listing is reflective of the gorgeous, clean home. We would definitely look to return should another opportunity present!
Top Guest favourite
Tiny home in Schomberg
4.99 out of 5 average rating, 207 reviews

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

TetianaRating, 5 stars1 week 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

Superhost
Condo in Downtown Toronto
4.7 out of 5 average rating, 308 reviews

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

GerardoRating, 5 stars3 days ago
Very nice apartment with a great view! Location was as perfect as you could get.
Superhost
Condo in Downtown Toronto
4.67 out of 5 average rating, 374 reviews

Modern Condo in the heart Downtown Toronto!

朱音Rating, 5 stars4 months ago
Good location good room good host. He accepted our request a lot. Thank you so much!
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, 238 reviews

Chic, High-Rise Apartment with CN Tower Views

ChadRating, 5 stars2 months ago
Virginia and the place were great! I will be trying to stay here every time I am in the City.
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 302 reviews

King West Victorian Studio Gem

JoelRating, 5 stars2 weeks 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.
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
Estadía perfecta 🤩 Buena ubicación todo limpio y la anfitriona super comunicativa siempre dispuesta a ayudar. Lo recomiendo
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.
Superhost
Farm stay in Cannington
4.9 out of 5 average rating, 83 reviews

Hidden Farm Escape in the Heart of the Kawarthas

AmanpreetRating, 5 stars9 months ago
This place was beautiful and homey! Honestly, the upper floor was much bigger than we expected and very clean. The bathrooms were all renovated and looked beautiful. The space was nice and kitchen was very pristine. The pool area was enjoyable and pond was nice to boat in. Would recommend this place for a nice family cottage trip :)

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $62 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

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