
Family-friendly holiday rentals in East Gwillimbury
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in East Gwillimbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for East Gwillimbury family-friendly rentals
Family-friendly home rentals with a hot tub

Great Davenport Hillcrest House
Our trip was made better by staying her. The house is beautiful and comfortable and Ottilie wad a courteous and wonderful host. well worth the cost

Amazing Modern house for all Families near OPG
Great place to stay. Excellent communication. Benson always got back to me within 5 minutes of any questions I had. House had everything you need. Already have the house booked again in March.

Luxury Modern House: Hot Tub, Gym & Steam Shower
Comfortable and clean in a lovely location. Host was extremely responsive. Highly recommend.

Mansions of Humberwood
Wow! Harjot was an incredible host—kind, caring, and went above and beyond to make our stay as comfortable as possible. The description was spot-on and our experience truly exceeded expectations. This place is a hidden gem in the GTA. The condo offers fantastic amenities, providing plenty of activities when the weather isn't ideal. Highly recommend this space and would definitely book 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!

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.

Stunning Waterfront Cottage
Arlee was a sublime host. All of amenities were just as described. the location was great, host was extremely responsive and helpful. I would definitely come back and visit this place again with our family

Serenity Suite w/Sauna-Your Entire Apt Awaits You
Our stay at the Serenity Suite was nothing short of wonderful. Will definitely be looking for availability next time in town!
Family- and pet-friendly home rentals

Cozy Apt(Walkout Basement) Sleeps 4- 6 & parking
Exactly as described. Nothing fancy. Decent place to sleep, better than a hotel room for the price. Adele was very responsive and communicated regularly. Was a little hard to cook, not a full kitchen but we managed ok. Nice deck to sit on and park across the street. Fairly close to everything, including the lake. Would stay here again. Thanks Adele.

Charming 3 Bedroom & 1.5 bath (Yonge&Eglinton)
⭐️⭐️⭐️⭐️⭐️ We had an amazing stay at Julie's place! Julie was instantly responsive and friendly, making us feel right at home. The house is ideally located and super pet-friendly, accommodating our rugged family perfectly. We loved the large dining area, which was fantastic for family meals, and the modern kitchen with a fun Euro stove was a highlight. She had everything we needed, and whenever I reached out, Julie was right there within seconds. I’d give her 10 stars if I could! Highly recommend!

Spacious, Bright 3 BEDS, 3 BATHS ♥ of Woodbridge
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.

3 bedroom bungalow in South Ajax
My family and I stayed at Mrinals unit for 5 weeks during the renovation of our new house. I can say of all the airbnbs I've ever stayed at, this one has been the most stocked, she stocked us with paper towel, toilet paper, laundry detergent, dishwasher detergent, dish soap. Essentially everything you will need to stay comfortably was included! The places also offered us extra linens and the softest and most plush towels. Overall, we had a wonderful 5 week stay, Mrinal was extremely easy to get a hold of and was very flexible for me to extend my stay due to delays. I would 100% recommend this unit to anyone needing to stay in Ajax!

Art Deco Home near Lake Simcoe W/Patio & Fire pit
Our stay was easy right from the beginning, super flexible as we changed our dates. Instructions were clear and helpful, we also received information about a nearby private beach which was super helpful and timely, we had a lovely walk there in the first night. We loved the house, it is so spacious with everything you could need. There was a lovely outdoor space too. We would highly recommend this house and host! Thank you!

Luxury 5 beds, 6 Baths custom home
Jay is an exceptional host—always available when needed and incredibly reliable! The place is fantastic, impeccably clean, and feels just like home. Absolutely spotless!

Midtown Luxury Yonge/Lawrence Close to Downtown
Don & Lucy were great hosts and were super responsive and friendly. We needed a place to stay in our neighbourhood for a week on the fly with our two teenage sons and our dog - their suite fit the bill. Kitchen was loaded which I appreciated making it easy to eat in or walk and grab some local takeout. There was enough room to chill and hang out as well. Loved having an inexpensive lot literally across the street to park in overnight. Would highly recommend!

Maple Syrup Time in Ski Country
We enjoyed the weekend we spent at Sylvia & Rick Inn and how they did everything possible to make our stay as enjoyable as possible. Good tips for activities as well!
Family-friendly home rentals with a pool

Charming One Bedroom Condo
Great location, comfortable apartment. Host was very responsive and helpful, Amazing views!

Fantastic Family Get Away- sleeps 8
Our family of 6 stayed at this wonderful family home for a week. My in laws are in their 70s and our two boys are ages 5 and 8. This home was the perfect layout for all of us. We all had our own space and the boys really enjoyed hanging out in the backyard “gazebo.” Upon arrival, we immediately felt right at home. This place has a beautiful, peaceful feel to it. Everything was clean and well laid out and the hosts have not missed a thing for their guests. Their guidebook was very thorough and helpful to those new to the area of Toronto/Scarborough. We did not have a car but found it very easy (and quick) to get around via Ubers. We were downtown for a blue jays game (kids Jay sundays are great!!) and a concert. We also spent one afternoon at the hockey hall of fame and the St. Lawrence market. A wonderful oasis to come “home” to at the end of a day in the city. The neighbourhood is so lovely just like this home. Thank you Liz and Derek for an amazing holiday!

Hidden Farm Escape in the Heart of the Kawarthas
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 :)

LUXURY CLEAN PENTHOUSE AT YONGE AND STEELES
Great host and location. This host is very responsive. The location is large, convenient, and comfortable. We will stay again !

The Ridge Roost - Uxbridge Township
Stephen and Wendy were great hosts. They responded to every question and need and made us feel at home. The stay was quiet and very comfortable. Thank you Stephen and Wendy for accommodating all of our needs. I highly recommend Stephen and Wendy’s Air bnb.

Guest house with electric appliances no oven.
I had to travel for my studies and spent 5 days here...it was absolutely perfect for what I needed.... somewhere quiet to study, cozy to sleep, compact convenient kitchen and bathroom. I appreciate the hosts quick responses, and hospitality. The location is excellent, just 15-20 minute drive into Barrie, and very easy to navigate.

Comfortable Suite in the Prestigious Bluffs Area
Harold's place is on a beautiful, private street, where nature sings back to you! Gorgeous nature is around the property. Harold is an amazing host, very kind and helpful in ways that were above and beyond! I would definitely recommend this place as a private and peaceful retreat!
Quick stats about holiday rentals that are family-friendly in East Gwillimbury
Total rentals
90 properties
Nightly prices starting at
£8 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
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- Pet-friendly rentals East Gwillimbury
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Horseshoe Resort
- Port Credit
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- University of Toronto
- CF Toronto Eaton Centre
- Massey Hall
- Lakeridge Ski Resort
- Toronto Zoo
- Metro Toronto Convention Centre
- Hockley Valley Resort - Golf, Spa and Ski
- The Danforth Music Hall
- Yonge-Dundas Square
- Exhibition Place
- Trinity Bellwoods Park
- Glen Eden
- Osler Bluff Ski Club
- Royal Alexandra Theatre
- Toronto City Hall
- Devil's Glen Country Club