
Family-friendly holiday rentals in Simcoe County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Simcoe County
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Popular amenities for Simcoe County family-friendly rentals
Family-friendly home rentals with a hot tub

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
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.

Chalet At Blue - Private chalet with hot tub
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.

Luxury Vacation Home at Blue Mountain Village
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!

Lakefront Private Beach, Waterfront Family GBay
It was very nice stay.. we loved it here, thank u Patrick

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

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

Private condo getaway at base of Blue Mountain
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!

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

Stunning Log Cottage on an Island in Muskoka
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!

3 Bdrm Family Cottage Private Beach, Thunder Beach
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.

The Beach House Licence#: STRTT-2024-028
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.

Octagon Chalet fire pit, close to theVillage
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!

Entire House w/ Games Room- by Beaches & Downtown
Great place, will stay again

Beautiful 6 BEDROOM Muskoka Cottage
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.

Haven at Georgian Bay
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! :)

Sweet Memories of Georgian Bay
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

Blue Mountain / Collingwood Hill Side Condo
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

The Snowbridge Lookout on Monterra Golf Course
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!

3BR Sierra Scandi Chic - Closest to Village
Accommodation was spacious, comfortable, clean and well equipped. Short walk to restaurants, shops and activities. Would recommend!

The Trails Retreat (Private Cabin)
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.

Stunning Mountain Views- WalkTo Blue, Pool, HotTub
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.

Your Peaceful Santuary in Nature
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!

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

2 Bedroom, 2 Level Condo on Blue Mountain!
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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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- Horseshoe Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Snow Valley Ski Resort
- Devil's Glen Country Club
- Beaver Valley Ski Club
- Lake Joseph Golf Club
- Angus Glen Golf Club
- Muskoka Lakes Golf and Country Club
- Lakeridge Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- The Georgian Peaks Club
- Muskoka Bay Resort
- Caledon Country Club
- Alpine Ski Club
- Dagmar Ski Resort
- Barrie Country Club
- National Pines Golf Club
- The Club At Bond Head
- Windermere Golf & Country Club