
Family-friendly vacation rentals in Simcoe County
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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
Christine & Rebecca were very kind and always provided quick and useful answers to all our questions. 5 stars landlord The house is super big, organized and has so many amenities to entertain yourself, no matter how is the weather outside. Would definitely consider to return in a near future for a gateway with my friends.

ZuKaLand Lakehouse + Cedar SPA & Rooftop Terrace
Eka was a great host. We made a last minute reservation and Eka was able to accommodate our needs. The place was very cozy yet spacious. The cedar sauna was the highlight of our stay. Everyone enjoyed it and wanted to come back. Thanks for everything Eka.

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.

Stylish Log Chalet w/ Hot tub Minutes to Village
A MUST STAY!! Arriving late at night, outdoor lights greeted us & looked like the Idealic atmosphere for a fun weekend. Private & peaceful. We were delighted to find rustic charm, but with modern finishes and amenities. Tamara was so kind to check that we arrived ok & left me a sweet birthday message. We absolutely loved the upstairs bathroom with heated floors, stunning tub, & shower. The kitchen was a dream to cook in, everything you could imagine needing was provided, including ample cocktail glasses. The hot tub was quite big, 5 of us fit in there. The bedrooms were quaint & beds comfy. We just happen to be there during a massive ice storm. However, the cottage was the perfect - lots of wool blankets, the wood burning fire place heat up the cabin quickly & gas stove. Tamara was extremely helpful assisting us by locating safety supplies & great advice on how to ride out the storm. Her kindness & generosity turned our weekend to be one of the best memories, we will revisit for years

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!

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.

Rustic Spanish Chalet inthe Heart of Nature/hottub
We booked this home for a family and friends cottage weekend and the place was exactly as described. It is a beautiful home very close to the slopes with lots of things to do (billiards, board games, hot tub, TV, BBQ). The host was very kind and responsive and was very flexible with out checkout time, which was very nice. Our group of 11 people all had a great weekend and we would definitely book this place again :)

Waterside Haven: spacious retreat w/hot tub
Brandy was a great host. We stayed for about 5 weeks while our home was being repaired and the house had everything we needed — even a baby tub and crib for our little ones. The hosts were very proactive and awesome to communicate with. Highly recommend!
Family- and pet-friendly home rentals

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.

Rustic 5BR Chalet –10 Mins to Blue|Sleeps 12 |$435
I recently had the pleasure of staying at Chalet in the Blue Mountains, and it was an exceptional experience! The chalet itself was cozy and well-maintained, providing the perfect retreat. Colin was incredibly nice and attentive, ensuring our stay was comfortable and memorable. The location couldn't have been better – it was just a short walk to the Village, making it easy to explore local shops and restaurants. Additionally, the outdoor areas were fantastic, offering a serene setting to relax and take in the beautiful surroundings. I highly recommend the Chalet in the Blue Mountains for anyone looking for a delightful getaway!

Octagon Chalet firepit, sauna, 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
Fred’s house was great! The house’s open concept was large enough for all of us (6 adults) to hang out in through the cold winter days without feeling crowded. The fireplace added lovely ambience and warmth. The six bedrooms ensured we all had our own space, which was a nice treat for our girls’ weekend. The master bedroom with ensuite was particularly spacious. The whole house was nicely decorated, and overall was a cozy and welcoming place. We didn’t use the sunroom, as is unfortunately smelled of smoke. Fred was a very responsive host. He quickly answered any questions. We had a lovely stay here, and wouldn’t hesitate to fully recommend it.

SNAKE CABIN(rustic, 'off-the-grid')
Exactly as advertised - Beautiful property, cozy and comfortable off-grid cabin and super friendly hosts. Would absolutely come back and recommend to a friend!

Log Cabin on the Lake Bed and Breakfast
Stephen's place is just as described. Private cabin with everything you need to bbq and stay warm. The views were beautiful and the sauna was a great amenity. Would recommend staying here!

Blue Barn Bed n Bale / Blue Mountain
We really enjoyed our stay in Kim’s spacious barn, with friendly horses and great views right outside the front door. We have loved exploring the area over the years and this is one of our more unique experiences.
Family-friendly home rentals with a pool

Blue Mountain / Collingwood Hill Side Condo
The host was very clear on instructions and the place was spotless. Great location and space for two people Unfortunately, with the heavy rain, there seems to be a hole on the sliding door of the balcony that let water in enough to pool on the floors and got our stuff wet. The host said it will be fixed

The Snowbridge Lookout on Monterra Golf Course
Beautiful condo, very clean, the most comfortable beds. Only downside is there is no bathtub We will return forsure

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!

The Trails Retreat (Private Cabin)
This little place is one of a kind!! Would return in a heart beat. Friendly and responsive host, beautiful, peaceful setting, Hiking and archery on property. The house itself was clean, cozy, and private . We enjoyed our stay so much!! Will definitely come again!

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!

All Season Waterfront Retreat with Pool & Hot Tub
Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.

Sunny Pines Farm Studio Tennis Court/Bruce Trail
What a gorgeous place to get away from the city for a few days. The comfortable studio has everything you'd need during your stay. The fields are great for walking (especially if you have a dog), and there are all kinds of magnificent hiking trails nearby. My arrival coincided with a massive ice storm and Vince and Miranda were in touch every step of the way, keeping me updated on conditions and options. They were a pleasure to deal with. I look forward to returning next time I need a taste of the country.

2 Bedroom, 2 Level Condo on Blue Mountain!
It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Muskoka Lakes Golf and Country Club
- Beaver Valley Ski Club
- Hockley Valley Resort - Golf, Spa and Ski
- Devil's Glen Country Club
- Lakeridge Ski Resort
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- National Pines Golf Club
- Windermere Golf & Country Club
- Summit Golf & Country Club
- Eagles Nest Golf Club
- Angus Glen Golf Club
- South Muskoka Curling and Golf Club
- Caledon Country Club
- The Club At Bond Head
- Things to do Simcoe County
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