Family-friendly holiday rentals in Greater Toronto and Hamilton Area

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Greater Toronto and Hamilton Area family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Cottage in Kimberley
4.85 out of 5 average rating, 340 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

AustinRating, 5 stars2 months ago
Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.
Superhost
Chalet in The Blue Mountains
4.84 out of 5 average rating, 784 reviews

Blue Mountain / Collingwood Hill Side Condo

ChrisRating, 5 stars1 month ago
This was my second stay at Douglas’s and it was great again!
Top guest favourite
Guest suite in Lakefield
4.98 out of 5 average rating, 480 reviews

A private Deluxe Suite

Izz GhanaaRating, 5 stars1 day ago
Our stay at Dave and Bonnie's home was amazing! There was a lot of stuff to do at home itself including hot tub, sauna, jacuzzi, TV etc. They also provide kayaks and bicycles to make the experience more memorable. We went to celebrate our wedding anniversary and they had put up a mini decor for us 😇 All parts of home also had mini notes to help guide you with the small details. Places to eat at walking distance. Dave was super responsive and very kind to us during the trip. Book this place without hesitation!
Guest favourite
Apartment in Markham
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 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!
Superhost
Bungalow in Innisfil
4.82 out of 5 average rating, 280 reviews

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

StephanieRating, 5 stars6 months ago
Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay again!
Guest favourite
Apartment in Toronto
4.89 out of 5 average rating, 840 reviews

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

KeyannaRating, 5 stars1 day ago
Cal was an amazing host! Very responsive! The location of the AirBnb was perfect. We had tickets to see Kendrick Lamar at Rogers Centre and it was literally across the street from the Apartment Building. Great walking distance from EVERYWHERE. No complaints!
Guest favourite
Apartment in The Blue Mountains
4.95 out of 5 average rating, 871 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

RobertRating, 5 stars1 week ago
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.
Superhost
Apartment in Toronto
4.87 out of 5 average rating, 106 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

AnaïsRating, 5 stars1 day ago
We had a great weekend in Toronto. The location is perfect, 10 min walk from the Rodger center. The condo is great, easy check in!

Family- and pet-friendly home rentals

Top guest favourite
Guest suite in Thorold
4.97 out of 5 average rating, 210 reviews

Niagara Bike Trails, Golfing, Wineries

RebecaRating, 5 stars1 week ago
I usually do not leave reviews but this place deserves it. We (husband & 2 corgis included) really enjoyed our stayed. Check-in was easy and Sonia was great to communicate with. The surroundings are beautiful and peaceful. Close (10 - 15 min) to stores if needed and to the Falls. Great place to relax after a long day of walking around. The hosts are super nice people and we wouldn't hesitate to book again once you come back.
Guest favourite
Home in Toronto
4.92 out of 5 average rating, 159 reviews

Cozy one bedroom apartment in Roncesvales village

CarolineRating, 5 stars2 weeks ago
The location of this apartment is fabulous. Easy to get from the airport and to get into the centre of Toronto. There is a big supermarket and liquor store a few minutes walk away and many restaurants, cafes and bars. High park is a short walk and the surrounding roads are very pretty. The bed in the apartment is comfortable, the shower is great. It’s quiet at night and easy to sleep.
Top guest favourite
Home in Toronto
4.9 out of 5 average rating, 134 reviews

Charming Century Home Close to Vibrant Shops

CourtneyRating, 5 stars2 months ago
The home was beautiful! We loved the decor and all of the characteristics of this historical house. The neighborhood was very safe, a 12 minute walk to the station of a 8 minute walk to the bus stop near aisle 3. The hosts were so friendly! They even had snacks and food waiting for us at the air bnb upon arrival. If you’re looking to get close to downtown without the hassle of driving this area is in a very good spot! We will definitely be returning, thanks again!
Guest favourite
Farm stay in Orchard Park
4.92 out of 5 average rating, 122 reviews

The Cottage @ Chestnut Hill Guest House & Farm

EmilyRating, 5 stars5 months ago
Beautiful home and amazing property! The house is incredible, and we especially enjoyed the views, peace, and quiet. When we had a minor problem related to the extreme cold, Rebekah responded immediately and came over to fix it within the hour even though it was right before the holiday. She was very friendly, helpful, and responsive. We definitely recommend and will be staying here again whenever we are in the area!
Top guest favourite
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars4 months ago
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars4 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Superhost
Boat in St. Catharines
4.9 out of 5 average rating, 128 reviews

Bob's Yer Uncle

RyanRating, 5 stars2 weeks ago
My daughter and I had an amazing stay on Scott’s boat while attending a dance competition nearby. The boat provided a fun, relaxing retreat with beautiful surroundings to unwind after long days. We loved soaking up the sun on the deck during the day and watching movies in the evening. Overall, it was a wonderful and unique experience. Highly recommend!
Top guest favourite
Cottage in Hastings
4.96 out of 5 average rating, 258 reviews

Waterfront Kawartha sunsets - year round!

TerriRating, 5 stars1 day ago
We were attending a family wedding in the area. We had a wonderful weekend at the cottage. If we are ever in the area again we will be booking here ! You have a Super cute cottage on the lake with all the amenities needed for a fun time🥰

Family-friendly home rentals with a pool

Guest favourite
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 505 reviews

3BR Sierra Scandi Chic - Closest to Village

SharonRating, 5 stars2 weeks ago
Accommodation was spacious, comfortable, clean and well equipped. Short walk to restaurants, shops and activities. Would recommend!
Guest favourite
Apartment in Toronto
4.97 out of 5 average rating, 322 reviews

Beautiful Condo + CN Tower View + Free Parking

JessicaRating, 5 stars2 weeks ago
Amazing location for downtown. Right across the street from the Rogers Centre. Amenities were amazing. Our second time staying in this building and we love it. Katherine was a great host. Highly recommend!
Guest favourite
Home in Alden
4.9 out of 5 average rating, 115 reviews

Carols Country Inn ☆☆☆☆☆

NatalieRating, 5 stars10 months ago
Carol’s place was beautiful! The pool was a nice bonus and it wasn’t too far from the falls! Carol was seriously, hands downs thee coolest airbnb host I’ve encountered yet!!! She was so funny and engaged when I had questions on how far things were or her recommendations on things to do nearby! I will def be back, if not to stay in her beautiful airbnb it will be to hang out with her!!! Thanks sooo much Carol! My sister and I had a blast and you made it 1000x funner!
Top guest favourite
Flat in Medina
4.96 out of 5 average rating, 245 reviews

Rural Comfort

SherryRating, 5 stars2 weeks ago
Here are a few things we loved about Richard and Susan’s apartment. • A private porch overlooking a beautiful yard. • Well stocked kitchen (including bread, milk/juice, butter and eggs. • Comfortable beds. • Very spacious. • Clean • Peaceful • Easy drive to the town of Medina.
Guest favourite
Apartment in Toronto
4.97 out of 5 average rating, 244 reviews

Chic, High-Rise Apartment with CN Tower Views

NickRating, 5 stars2 weeks ago
Always a pleasure staying at Virginia's place!
Guest favourite
Home in Toronto
4.91 out of 5 average rating, 303 reviews

King West Victorian Studio Gem

JessieRating, 5 stars1 month ago
What an absolute gem of a house! I felt right at home and so relaxed with the cherry tree blooming in the back yard. Kathleen added thoughtful details and helpful instructions. The house was within walking distance of amazing restaurants, cafes and shops.
Guest favourite
Apartment in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars12 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!
Guest favourite
Home in Cambridge
4.9 out of 5 average rating, 268 reviews

Spacious Bungalow Guest House

Joe Rating, 5 stars1 week ago
Our family had an excellent stay here for 2 days. Very nice grounds and easy to get around in. Bathroom is small but nice. Used the pool and celebrated a birthday with plenty of dishes and utensils a available. It's right on the highway which is convenient but busy.

Destinations to explore