Family-friendly holiday rentals in Regional Municipality of York

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Regional Municipality of York family-friendly rentals

Family-friendly home rentals with a hot tub

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 Richmond Hill
4.77 out of 5 average rating, 53 reviews

Stunning Appt. in Richmond Hill- Parking included!

PartoRating, 5 stars2 weeks ago
Nice stay in this one-bedroom unit in Richmond Hill. The location is great in Richmond Hill, with easy access to stores just a few minutes’ walk away. It was a comfortable and convenient stay, and I would recommend it to others visiting the area.
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
Apartment in Toronto
4.81 out of 5 average rating, 352 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

AmirRating, 5 stars1 week ago
Overall a great experience; good location and comfortable unit. I go to Toronto often for business and will definitely look this one up again for my future trips.

Family- and pet-friendly home rentals

Top guest favourite
Tiny home in Schomberg
4.99 out of 5 average rating, 299 reviews

RAVEN CABIN(rustic, 'off-the-grid')

AndrewRating, 5 stars3 months ago
This is a perfect rustic wood Cabin. It is so nice, so private. It has everything we were looking for, It feels like you're in the middle of nowhere, while you're only 1 hour from downtown Toronto. Emma and Brett are so wonderful and responsive and welcoming. I've been to this Cabin twice now, and can't wait to go again!!
Top guest favourite
Tiny home in Schomberg
4.93 out of 5 average rating, 186 reviews

BEAR CABIN (rustic, 'off-the-grid')

ZoeRating, 5 stars1 month ago
We had a lovely stay at Emma and Brett’s as always. They are lovely and communicative. Great long weekend here!
Home in Richmond Hill
4.77 out of 5 average rating, 57 reviews

Pet friendly, Walkout Ravine first Floor

ChrisRating, 5 stars21 months ago
Chaowen was accommodating and a great host, I would definitely recommend staying here! He was super nice and I would definitely book with him again:)
Home in Richmond Hill
4.39 out of 5 average rating, 178 reviews

Idea 4 family & Biz travel Hwy 7/ Yonge

MistyRating, 5 stars4 weeks ago
This was a great space for 6 adults, extremely spacious, clean, and came with all the amenities we could have needed. Sam is a great host with very good communication. He was very helpful if we needed anything. I would definitely stay at this Airbnb again.
Superhost
Bungalow in Vaughan
4.84 out of 5 average rating, 45 reviews

Spacious, Bright 3 BEDS, 3 BATHS ♥ of Woodbridge

JenniferRating, 5 stars7 months ago
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.
Guest favourite
Townhouse in Richmond Hill
4.8 out of 5 average rating, 5 reviews

Entire Home - 3 Bedroom 1.5 Bath Richmond Hill

LeonardoRating, 5 stars1 week ago
My hosts were really nice and accommodating. The place is very nice, bright, clean and roomy. I would definitely book again with them.
Superhost
Home in Barrie
4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

DavidRating, 5 stars2 months ago
Great place, will stay again
Cottage in Innisfil
4.8 out of 5 average rating, 15 reviews

Art Deco Home near Lake Simcoe W/Patio & Fire pit

SonjaRating, 5 stars22 months ago
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!

Family-friendly home rentals with a pool

Apartment in Toronto
5 out of 5 average rating, 12 reviews

Charming One Bedroom Condo

EleftheriaRating, 5 stars3 months ago
Great location, comfortable apartment. Host was very responsive and helpful, Amazing views!
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
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!
Guest favourite
Apartment in Richmond Hill
4.77 out of 5 average rating, 53 reviews

Stunning Appt. in Richmond Hill- Parking included!

PartoRating, 5 stars2 weeks ago
Nice stay in this one-bedroom unit in Richmond Hill. The location is great in Richmond Hill, with easy access to stores just a few minutes’ walk away. It was a comfortable and convenient stay, and I would recommend it to others visiting the area.
Superhost
Apartment in Toronto
4.81 out of 5 average rating, 352 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

AmirRating, 5 stars1 week ago
Overall a great experience; good location and comfortable unit. I go to Toronto often for business and will definitely look this one up again for my future trips.

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