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Family-friendly vacation rentals in East Gwillimbury

Find and book unique family-friendly homes on Airbnb

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Popular amenities for East Gwillimbury family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Home in Midtown

4.96 out of 5 average rating, 46 reviews

Great Davenport Hillcrest House

DylanRating, 5 stars3 months ago
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

Condo in Rexdale

4.7 out of 5 average rating, 53 reviews

Mansions of Humberwood

LauraRating, 5 stars1 month ago
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!
Guest favorite

Condo in Downtown Toronto

4.93 out of 5 average rating, 211 reviews

College Park :2Bd+2bth + Free parking

LindseyRating, 5 stars1 month ago
My husband and I were travelling with our 7-year-old son and Arjun’s condo was perfect. It was a great location, we didn’t have to drive anywhere all week. The local restaurants were amazing and while street noise could be heard in the condo the building itself was quiet. The apartment was clean, well stocked and the beds were comfortable! Based off Arjun’s detailed instructions it was easy to access the amenities such as parking and the pool (which was warm and clean!) We would definitely stay here again.
Guest favorite

Condo in Unionville

4.91 out of 5 average rating, 111 reviews

Downtown Markham Unionville

MarcRating, 5 stars2 months ago
We booked Thomas' place for an event nearby and it was perfect. Check went smoothly, the condo was exactly as pictured. Thomas was east to reach and we had zero issues.
Superhost

Cottage in Orillia

4.86 out of 5 average rating, 22 reviews

Family cottage just steps away from Lake Simcoe

AnnalisaRating, 5 stars28 months ago
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.
Guest favorite

Cottage in Orillia

4.83 out of 5 average rating, 30 reviews

Orkney Beach 1 on the shores of Lake Simcoe

KaylaRating, 5 stars3 months ago
We had an awesome stay. It was girls/moms weekend away. Got to sleep in each morning on comfy beds as late as we wanted but seeing the sunrises was great too! All the furniture was super comfy. The cottage had all the amenities we needed and more. The lake was picturesque and the grounds were beautiful. The hot was the icing on the cake for us ladies though. Clean and the perfect temperature. I would absolutely recommend staying At Orkney Beach and would love to come back again in the summer for a longer stay. 3 night wasn't enough. Murray was a pleasure to deal with. Thanks so much for hosting us!!

Cabin in Brechin

4.86 out of 5 average rating, 7 reviews

Stunning Waterfront Cottage

StephanieRating, 5 stars5 months ago
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

Family- and pet-friendly home rentals

Superhost

Home in Yonge and Eglinton

4.68 out of 5 average rating, 133 reviews

Charming 3 Bedroom & 1.5 bath (Yonge&Eglinton)

RouffiaRating, 5 stars1 month ago
I had a fantastic stay at this charming and cozy home! The space was well-stocked, immaculately clean, and thoughtfully organized, making it incredibly comfortable and welcoming. The location was perfect—everything I needed was within walking distance, and I felt completely safe exploring the area both day and night. I truly enjoyed my time here and would highly recommend it to anyone looking for a relaxing and convenient getaway.
Guest favorite

Loft in Leslieville

4.91 out of 5 average rating, 74 reviews

Urban Oasis: Zen Open Concept Artist Loft

LauraRating, 5 stars1 month ago
We had an awesome few days at Damon and Erica’s…the place is better than the pictures! Everything was super easy and the location is a dream, close to everything and steps from great restaurants and cozy bars. I’ve already recommended it to friends and will try to book it again next time I’m in Toronto.
Guest favorite

Home in Ajax

4.96 out of 5 average rating, 24 reviews

3 bedroom bungalow in South Ajax

StefanRating, 5 stars3 weeks ago
Mrinal and her husband are very friendly and courteous. They answer every question very quickly and give helpful recommendations. The accommodation was very clean and well organised. The kitchen is very practical and has all needed utensils. We can strongly recommend this airbnb.
Guest favorite

Home in The Beaches

4.95 out of 5 average rating, 99 reviews

Luxury Beaches Home Gourmet Kitchen Private Garden

AllisonRating, 5 stars2 months ago
Clive’s home is beautiful and very clean. The location is ideal both for walking around the Beaches Neighbourhood and for catching the transit to downtown. I wouldn’t hesitate to book here again, it had everything we were looking for and Clive was able to accommodate us with some additional requests.
Guest favorite

Home in Richmond Hill

4.88 out of 5 average rating, 146 reviews

Luxury 5 beds, 6 Baths custom home

ZabdiRating, 5 stars2 months ago
The place was absolutely gorgeous and very spacious. Small hiccup with the garage code but host was very responsive and we got it resolved quickly. The neighborhood was quiet and exactly what we were looking for. Perfect space for larger groups if you’re looking for a quiet getaway!
Guest favorite

Guest suite in Toronto

4.88 out of 5 average rating, 226 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

MarkRating, 5 stars1 month ago
Perfect home-base during a holiday visit with family nearby.
Superhost

Condo in Downtown Toronto

4.9 out of 5 average rating, 60 reviews

Lrg apt DWTN, Yonge by TTC, garage in the building

CecileRating, 5 stars40 months ago
Sergio and Barry were great hosts and very communicative. The apartment is large, clean, and well-appointed. The location is outstanding, being right above a subway station, but on the quiet side of the building.
Guest favorite

Condo in Downtown Toronto

4.93 out of 5 average rating, 231 reviews

Vibrant downtown place

AsiaRating, 5 stars2 months ago
I had a really lovely stay. Alex’s place was clean and very comfortable. He is a very gracious host and I’m so glad I booked with him. The location was only a 5 minute walk from my event venue, and generally walkable to many other places. If this place will be listed when I need to go to Toronto next, I will book again, no doubt.

Family-friendly home rentals with a pool

Condo in North York

5 out of 5 average rating, 10 reviews

Charming One Bedroom Condo

IYORating, 5 stars2 months ago
The location was very good, the room was beautiful, and we had a very pleasant time.Thank you very much.I would like to ask again if I have a chance.

Apartment in Downtown Toronto

4.62 out of 5 average rating, 189 reviews

2+den bedrooms downtown Toronto University

MarshaRating, 5 stars2 months ago
This was a perfect location in the hospital block - great access to TTC, close to everything, large clean bright space and the host was accessible any time we had a question

Condo in Markham

4.77 out of 5 average rating, 181 reviews

LUXURY CLEAN PENTHOUSE AT YONGE AND STEELES

TonyaRating, 5 stars1 week ago
Great host and location. This host is very responsive. The location is large, convenient, and comfortable. We will stay again !
Guest favorite

Home in Uxbridge

4.86 out of 5 average rating, 88 reviews

The Ridge Roost - Uxbridge Township

CarolRating, 5 stars1 month ago
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.

Tiny home in Bradford West Gwillimbury

4.72 out of 5 average rating, 39 reviews

Guest home 1

SpencerRating, 5 stars5 months ago
Liana was very helpful and responsive. Made my stay stress-free!
Guest favorite

Home in Scarborough

4.86 out of 5 average rating, 42 reviews

Fantastic Family Get Away- sleeps 8

HeatherRating, 5 stars5 months ago
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!
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 stars5 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 :)
Guest favorite

Home in Toronto

4.89 out of 5 average rating, 19 reviews

Relaxing city retreat with year round swim spa

RebeccaRating, 5 stars5 months ago
Sarah’s place was fantastic. We easily walked to the beach everyday and she thoughtfully left out her cart so we could wheel all of our chargers around and items to the beach. We weren’t able to log onto the wifi but she responded really quickly and helped us trouble shoot. The neighbours were very friendly. The home was great. We hope to stay there again next year.

Quick stats about vacation rentals that are family-friendly in East Gwillimbury

  • Total rentals

    90 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 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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