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Family-friendly holiday 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 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
Cottage in Orillia
4.86 out of 5 average rating, 22 reviews

Family cottage just steps away from Lake Simcoe

AnnalisaRating, 5 stars32 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.
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

Guest favourite
Home in Roncesvalles Village
4.92 out of 5 average rating, 154 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, 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.
Guest favourite
Cottage in Tiny
4.96 out of 5 average rating, 72 reviews

The Beach House Licence#: STRTT-2024-028

AtifRating, 5 stars4 months ago
Place was nice amd cosy for our family break in winter. Great toys collectiom for 2 years old, good books collection for older kids. Only downside was that it didn't have microwave which was tricky with 2 yr old especially when trying to warm up milk quickly. TV could have been bigger fpr the space but it was still good enough. Ian was very helpful and responsove during our stay, he got snow cleaned promptly during our stay.
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.
Top Guest favourite
Home in Upper Beaches
5 out of 5 average rating, 89 reviews

Private Bright "Beach Hill" Lower Guest Suite

CarlosRating, 5 stars1 week ago
Cute peaceful little place! It was very clean and organized. It was perfect for what I needed. Check in was simple and Justines instructions were clear. Absolutely recommend this place!

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
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.
Superhost
Condo in Downtown Toronto
4.72 out of 5 average rating, 208 reviews

Heart of Downtown - Best Toronto Attractions Condo

JoseRating, 5 stars5 months ago
Le logement est situé au plein centre ville de Toronto, très confortable et très bien équipé. Tous les endroits turistiques de la ville ainsi comme d'autres services sont facilement accessibles à pied depuis l'appartement. Rachel a toujours été très reactive et très rapide pour répondre à toutes nos questions. Je recommande fortemment à tous ceux qui souhaitent visiter Toronto pendant quelques jours.
Top Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 92 reviews

Explore the City Centre from Condo with Views

KaitlynRating, 5 stars2 months ago
Robert's place is in a great location, right next to the CN tower, aquarium, and Rogers center. He provides a binder of local recommendations which is really helpful. I would definitely stay again!
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.
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
Estadía perfecta 🤩 Buena ubicación todo limpio y la anfitriona super comunicativa siempre dispuesta a ayudar. Lo recomiendo

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    $16 AUD 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

  • Wi-Fi availability

    80 properties include access to Wi-Fi

Destinations to explore