
Family-friendly vacation rentals in Whitchurch-Stouffville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Whitchurch-Stouffville
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Whitchurch-Stouffville family-friendly rentals
Family-friendly home rentals with a hot tub

Great Davenport Hillcrest House
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!

Beautiful Condo + CN Tower View + Free Parking
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!

Downtown Markham Unionville
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!

1 Bedroom Suite - Downtown Core (near MTCC/Rogers)
Always a great host and a 2 minute walk to the Roger's Stadium......can't go wrong!

Family cottage just steps away from Lake Simcoe
We spent a couple of days up here, and it was as described. It took me back to my childhood! The classic “by the lake” cottage. And it is that. Complete with a breezeway with life jackets, a great dock, and of course the fantastic lake. We enjoyed a campfire, and the place had everything we needed, for meals and memories. It is a cottage though. You should expect that. It isn’t fancy, and Geoff doesn’t describe it that way. It is how he describes. Geoff is also very responsive, and when we had a question, came back right away. It was a nostalgic little getaway for us! We loved it.

Luxury heart of downtown by CN Tower/ MTCC/Union
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 !

Casa Di Mama | Beautiful 2BR Downtown-Free Parking
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!

Serenity Suite w/Sauna-Your Entire Apt Awaits You
I had a lovely 3 day break with my teenage son. It was home from home after a busy 4 night stay in the city. The apartment was very clean and well stocked. The sauna was lovely to use each night as very private. Cooking was a little limited with just a microwave however the local supermarket offer a great roast chicken offer. Danny kindly allowed us to leave a few hours later than checkout to relax ahead of our late night flight which was very kind and appreciated. It took the stress out of hanging around our last day. The area was quieter than I thought without a car to get around however the local walks were lovely. Thank you so much for the welcome bits and pieces and a very comfortable stay. I’d happily recommend it.
Family- and pet-friendly home rentals

GcLittle Tourist Cabin on the Marsh
We had a fantastic stay! Beautiful property& great hosts✨ we will for sure be back!

Cozy one bedroom apartment in Roncesvales village
Looked just like the pictures, the location was amazing! So close to the GO, UP express and subway line, Roncy is right there, and it's about 50meters from Bandit Brewery! Seher was responsive and accommodated a different check in time due to our flight being a bit later, met us and gave us the tour of the place and explained entry! Would stay again

Beautiful suite in Downtown Toronto
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!

Studio Apt in Milton Dorset Park
Had an amazing stay at David’s place. Super responsive hosts and the place was super clean!

Entire House w/ Games Room- by Beaches & Downtown
Great place, will stay again

Luxury 5 beds, 6 Baths custom home
Loved the place. We were a party of 10 here to celebrate a 100th bday. It met everyones needs/expectations.

SNAKE CABIN(rustic, 'off-the-grid')
Exactly as advertised - Beautiful property, cozy and comfortable off-grid cabin and super friendly hosts. Would absolutely come back and recommend to a friend!

Midtown Luxury Yonge/Lawrence Close to Downtown
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.
Family-friendly home rentals with a pool

New condo w/ gorgeous lake views
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

The Trails Retreat (Private Cabin)
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!

Milton Home- a Family Oasis
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

Chic, High-Rise Apartment with CN Tower Views
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!

2 Bedroom Condo Near Square One with Massage Chair
Very nice stay at Bose and Esther's. Thanks again!

King West Victorian Studio Gem
Kathleen's place was great, exactly as advertised. I really appreciated how tidy and well stocked the suite was. A great place to stay.

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

Airbnb Friendly- Sleeps 6 With FreeParking!
Perfect stay 🤩 Good location, everything clean and the super communicative host is always ready to help. I recommend it
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
Destinations to explore
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Brampton Vacation rentals
- Niagara Falls Vacation rentals
- Buffalo Vacation rentals
- Niagara-on-the-Lake Vacation rentals
- Pocono Mountains Vacation rentals
- Mississauga Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Montreal Vacation rentals
- Kid-friendly rentals Whitchurch-Stouffville
- Rentals with a fire pit Whitchurch-Stouffville
- Rentals with a washer and dryer Whitchurch-Stouffville
- Rentals with a fireplace Whitchurch-Stouffville
- House rentals Whitchurch-Stouffville
- Rentals with lake access Whitchurch-Stouffville
- Rentals with outdoor seating Whitchurch-Stouffville
- Rentals with a patio Whitchurch-Stouffville
- Pet-friendly rentals Whitchurch-Stouffville
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Horseshoe Resort
- The Danforth Music Hall
- Metro Toronto Convention Centre
- Exhibition Place
- Toronto Zoo
- CF Toronto Eaton Centre
- TPC Toronto at Osprey Valley
- Massey Hall
- Royal Woodbine Golf Club
- Harbourfront Centre
- Snow Valley Ski Resort
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Casa Loma
- Royal Ontario Museum
- Royal Alexandra Theatre
- BMO Field