Family-friendly holiday rentals in Simcoe County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Simcoe County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Cottage in Gravenhurst
4.81 out of 5 average rating, 186 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

Terence JohnRating, 5 stars1 month ago
I wanted to say thank you for letting us enjoy our vacation in your cottage. Your cottage was the perfect retreat from our everyday lives. We hope we will be able to visit again.
Superhost
Chalet in The Blue Mountains
4.8 out of 5 average rating, 193 reviews

Chalet At Blue - Private chalet with hot tub

JamieRating, 5 stars3 months ago
Great communication with Shawn from start to finish, the home was what we expected and equipped with almost everything we needed. Lots of parking available, great spaces for groups to hang out, easy to host team meals. We were there for a ski trip and got pounded with snow, burying all sidewalks and making the walk to villages and chairlifts more difficult - but doable.
Guest favourite
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 104 reviews

Luxury Vacation Home at Blue Mountain Village

RachelRating, 5 stars3 months ago
This was a beautiful place with great views, only a 5 minute walk away from the village. It was clean with an organized bathroom and kitchen amenities. We weren’t missing anything. There was a nice fireplace with a lot of board games. Super cozy, and a great place to take photos. You also had access to a shared hot tub. Sometimes other people got rowdy at the hot tub, but that is to be expected. Overall this is a great place for families or get togethers for skiers and people that like great restaurants and social events. Thanks, Adam!
Superhost
Cottage in Tiny
4.78 out of 5 average rating, 178 reviews

Lakefront Private Beach, Waterfront Family GBay

BaljitRating, 5 stars7 months ago
It was very nice stay.. we loved it here, thank u Patrick
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!
Superhost
Cabin in The Blue Mountains
4.87 out of 5 average rating, 362 reviews

"Tequila Sunrise" Big Space-Lots of Fun-HotTub

BrankoRating, 5 stars2 weeks ago
We had a boys' golf weekend and enjoyed Victor's place. It's right down the street from the golf course, a really good location. The place is nice and rustic, nothing fancy, just as described, which we really enjoyed. It's a relaxing cottage with a very laid-back atmosphere. We will book again in the future for a boys' weekend.
Guest favourite
Townhouse in The Blue Mountains
4.88 out of 5 average rating, 180 reviews

Private condo getaway at base of Blue Mountain

DhartiRating, 5 stars3 weeks ago
We stayed here over the long weekend and absolutely loved it! The place was gorgeous—cozy, clean, and the view of the mountains from the Airbnb was stunning. The beach just two minutes down the road was also beautiful and made the stay even better. We’ll definitely be booking this place again whenever we return to Blue Mountain!
Guest favourite
Cottage in Port Severn
4.94 out of 5 average rating, 138 reviews

Muskoka Cottage on warm lake - 4 BR/2 BR/Hottub

BenRating, 5 stars1 month ago
Had a wonderful stay at this beautiful Muskoka cabin. Great views of the lake and was really fun to go out on the canoe and kayaks. The cabin was cozy and nice with a great kitchen and awsome living room for hanging out and relaxing. Host was extremely responsive and nice. She provided helpful clear instructions and information. Would love to go back.

Family- and pet-friendly home rentals

Guest favourite
Cottage in Gravenhurst
4.96 out of 5 average rating, 57 reviews

Stunning Log Cottage on an Island in Muskoka

KimRating, 5 stars7 months ago
We had an amazing stay at this beautiful Airbnb! The location is unbeatable – right on the water, providing stunning views and a peaceful atmosphere. The property was immaculate, clean, and well-maintained. It’s clear the hosts take great pride in ensuring everything is perfect. We enjoyed relaxing on the deck and taking in the natural beauty around us. Highly recommend this place for anyone looking to unwind in a gorgeous, serene setting. Can’t wait to come back!
Superhost
Cottage in Penetanguishene
4.83 out of 5 average rating, 29 reviews

3 Bdrm Family Cottage Private Beach, Thunder Beach

ElaineRating, 5 stars10 months ago
We absolutely loved the cottage it was perfect for our week at the beach. The beach itself was just steps away and was absolutely beautiful with calm,clear water and friendly neighbours. There is a strong sense of community in the area. We really loved the outdoor shower which was a family favourite. We will defiantly come back to this cottage again and again if we can.
Guest favourite
Cottage in Tiny
4.96 out of 5 average rating, 72 reviews

The Beach House Licence#: STRTT-2024-028

AtifRating, 5 stars5 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
Chalet in The Blue Mountains
4.83 out of 5 average rating, 171 reviews

Octagon Chalet fire pit, close to theVillage

MayaRating, 5 stars3 months ago
We had a great stay at Vivian's place! The chalet was very clean, exactly as described, and fit our group of 13 comfortably. We especially liked the big dining table that was great for meals and games together, and that the kitchen/living room area was on a separate floor from all the bedrooms as this made it easy to accommodate different schedules within the group. One thing to note is that the kitchen didn't have some cooking items like tin foil, cooking oil, and a baking sheet, so be sure to bring those if you'll need them. There was coffee however which we really appreciated! Vivian was very responsive to all messages and sent clear instructions for the space. Definitely recommend for a big group trip, would book again!
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
Guest favourite
Home in Gravenhurst
4.83 out of 5 average rating, 323 reviews

Beautiful 6 BEDROOM Muskoka Cottage

LokeshRating, 5 stars3 weeks ago
Our stay here was fantastic. The house is big with plenty of rooms for a big group. It was clean and orderly. There is a beautiful dock with a canoe, kayak and life jackets. Our host Fred was very kind and accommodating. I would recommend this to anyone looking a cottage getaway.
Superhost
Cottage in Tiny
4.85 out of 5 average rating, 87 reviews

Haven at Georgian Bay

JennaRating, 5 stars76 months ago
Janna’s cabin is perfect for a little getaway! The place was very homey and quiet! Beautiful view! I would love to come back in the summer! Would stay here again! :)
Guest favourite
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars8 months ago
Idyllic gem on Georgian bay. Perfect for a small family getaway by the lake. The resort pool is a big plus for the kids. Beautiful surroundings and stunning sunsets. Jefferson is a great host. Very friendly and responsive. He kindly accommodated our request.

Family-friendly home rentals with a pool

Superhost
Chalet in The Blue Mountains
4.84 out of 5 average rating, 783 reviews

Blue Mountain / Collingwood Hill Side Condo

JacquiRating, 5 stars4 weeks ago
The unit was beautiful, compact and had everything we needed. Clean and comfortable. The unit is located beside a running brook, which mate the experience very Zen like. The location was fabulous, right beside the ski hill, a 3 minute walk to the hills and chalet, and very close to Blue Mountain village where there are restaurants and shops. Great place
Guest favourite
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 156 reviews

The Snowbridge Lookout on Monterra Golf Course

T TRating, 5 stars3 weeks ago
We had a wonderful stay at this Airbnb! The place was very comfortable, spotlessly clean, and the temperature inside was just perfect. We really enjoyed our time here and felt right at home. The only small downside was that the Wi-Fi was a bit slow, but everything else was great. We would definitely love to come back. Highly recommended!
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 stars1 week ago
Accommodation was spacious, comfortable, clean and well equipped. Short walk to restaurants, shops and activities. Would recommend!
Top guest favourite
Cabin in Mono
4.95 out of 5 average rating, 307 reviews

The Trails Retreat (Private Cabin)

DavidRating, 5 stars2 weeks ago
Jill and Jeff’s place was the ideal location for our family hiking weekend. The cabin is spotless and well equipped, the property it sits on is beautiful, and the hiking trails at the doorstep are a real plus. It is only minutes from the Hockley Valley section of the Bruce Trail and from Mono Cliffs. It is only a short drive into Orangeville for supplies. We would highly recommend this cabin.
Guest favourite
Apartment in The Blue Mountains
4.95 out of 5 average rating, 870 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

KamiRating, 5 stars2 weeks ago
It is a 2 bedroom apartment in a ski resort. It has all you need for your stay. The kitchen was fully stacked with all you may need to cook and the beds were really comfortable. The balcony is small but has a good view. Dom was super responsive and lives local. I needed his help with the fireplace (in May!!!) and he came over in less than an hour to turn it on for us.
Top guest favourite
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars3 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!
Top guest favourite
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 328 reviews

Great kitchen, comfy beds, games, walk 2 village +

MeganneRating, 5 stars2 months ago
Jason and Tanya saved our trip after the first Airbnb we checked into was dirty and had mice! They had a last minute cancellation and allowed us to check in right away! They were super helpful in getting us moved over to their place. When we got inside it was beyond clean and comfortable. The kitchen was the best of any airbnb I've stayed in with spotless dishes and useable pots/pans and appliances. The unit is spacious and the beds & linens were extremely comfortable. A million thanks for saving our trip for us! Would highly recommend to anyone.
Guest favourite
Apartment in Blue Mountains
4.92 out of 5 average rating, 343 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

BraydonRating, 5 stars1 day ago
This place was beautiful! As soon as we walked in, we felt at home. All the amenities listed were in the property and in good condition. Richard was very helpful and responsive when we had questions for him. There were extra pillows for people who sleep with more than just one lol. The ceiling fan in the loft really cooled down the place and kept the place at a good temperature. The area is also lovely, with a nearby tennis court on the resort. My friends and I spent most of our time there playing pickleball and tennis. Also, Blue Mountain village is about a 20 minute walk from the resort, so my friends and I went to visit at night. Overall, this was a lovely place to stay for the weekend and I would definitely come back again!

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