Family-friendly holiday rentals in Essa

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Essa family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Chalet in The Blue Mountains
4.8 out of 5 average rating, 195 reviews

Chalet At Blue - Private chalet with hot tub

MercedesRating, 5 stars3 months ago
This place was perfect for a blue mountain get away. We had 8 adults stay here for a ski trip and we all were comfortable and had a wonderful time. The kitchen is well stoked so we were able to make large communal meals with no issues. I'll definitely look into coming back next year.
Superhost
Apartment in The Blue Mountains
4.53 out of 5 average rating, 434 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

JavierRating, 5 stars1 month ago
The place was great. Clean and organized. Everything you need. Good location, quiet, beautiful surroundings. close to Everything.
Superhost
Cottage in Tiny
4.78 out of 5 average rating, 178 reviews

Lakefront Private Beach, Waterfront Family GBay

BaljitRating, 5 stars8 months ago
It was very nice stay.. we loved it here, thank u Patrick
Superhost
Cottage in Orillia
4.86 out of 5 average rating, 22 reviews

Family cottage just steps away from Lake Simcoe

AnnalisaRating, 5 stars33 months ago
We spent a couple of days up here, and it was as described. It took me back to my childhood! The classic “by the lake” cottage. And it is that. Complete with a breezeway with life jackets, a great dock, and of course the fantastic lake. We enjoyed a campfire, and the place had everything we needed, for meals and memories. It is a cottage though. You should expect that. It isn’t fancy, and Geoff doesn’t describe it that way. It is how he describes. Geoff is also very responsive, and when we had a question, came back right away. It was a nostalgic little getaway for us! We loved it.
Superhost
Cabin in The Blue Mountains
4.89 out of 5 average rating, 363 reviews

🍺"Margaritaville" Big Space, Lots of fun+Hot Tub

MehrnazRating, 5 stars1 week ago
We had an amazing time at this place! It was exactly what our group of seven was looking for. Victor was communicating everything we needed to know in advance, which was great!
Guest favourite
Chalet in The Blue Mountains
4.98 out of 5 average rating, 109 reviews

Walk to the village at Blue - Regal

JulieRating, 5 stars4 months ago
Sara’s place was absolutely spectacular! Every little detail was thoughtfully considered, making it perfect for a big group or family. From an abundance of towels, blankets, and dishes to a well-stocked kitchen with spices—you name it, they had it! Our family frequently rents large homes, and it's usually hard to please everyone, but this time, not a single person had any complaints—only praise for how much they enjoyed the stay. The amenities were top-notch! We made great use of the sauna, red light bathrooms, and hot tub. Plus, the home offered plenty of gathering spaces for both adults and kids to relax and enjoy. It was truly a comfortable and welcoming experience. We would absolutely stay here again and highly recommend it to anyone looking for a well-equipped, thoughtfully designed getaway!
Guest favourite
Chalet in The Blue Mountains
4.89 out of 5 average rating, 107 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

GhazalehRating, 5 stars1 month ago
Our host was very respectful, responsive, and helpful throughout our stay. The cottage was well-equipped with everything we needed and offered great amenities. The location was also convenient and pleasant. Overall, we had a wonderful time here and would definitely recommend this place to others!
Guest favourite
Chalet in Blue Mountain
4.8 out of 5 average rating, 364 reviews

Cozy Sleep 10 ,Hot Tub & BBQ, Steps to Blue Mtn

IbrahimRating, 5 stars1 month ago
Greg and meagan are extremely great host they helped with couple things during my stay as the bathroom door was staying open they came right away to service , i told them toaster was broken they went to buy a brand new one and replaced it right away, also prompt with stove problem we had There are quick responsive at any time of the day The home was very clean and neat washrooms were very nice Loved the indoor hotub could use it at anytime !! Close walking distance to the village nice for a walk on a nice day Bbq was very clean and ready for use Overall my stay there with my family was great and i definitely would stay here again Thank you guys for everything

Family- and pet-friendly home rentals

Superhost
Bungalow in Orillia
4.87 out of 5 average rating, 248 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Trevor and KristineRating, 5 stars2 weeks ago
Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.
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
Townhouse in The Blue Mountains
4.92 out of 5 average rating, 109 reviews

Warm & Modern Chalet, 3BR Near Slopes

NancyRating, 5 stars3 months ago
This place was a home away from home which was close to the hill we could walk with skis. The fireplace was clean and easy yo use. Great family getaway with lots of room to gather. Love it would book again.
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!
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars3 weeks ago
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!
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! :)
Superhost
Home in Creemore
4.97 out of 5 average rating, 34 reviews

Mulmur Getaway, outside of Creemore

CarolRating, 5 stars8 months ago
Great place for a peaceful getaway in beautiful surroundings just a few minutes from town. Can’t say enough good things! Comfortable and cozy in combination with spacious, airy and bright. Everything you need. Lots of space with walking paths for kids and dogs. Great working kitchen. Huge deck with great bbq. Beautifully kept property. Responsive and friendly host.
Superhost
Loft in Creemore
4.82 out of 5 average rating, 68 reviews

Creemore Loft with Sauna

LanderRating, 5 stars9 months ago
My partner, my puppy and I had an amazing stay at purple hill.. very welcoming hosts We felt right at home! Our dog Sadie had a great time walking the trails and the nearby nature reserve! Incredible location! Very calming smells of lavender everywhere! We definitely recommend staying here!

Family-friendly home rentals with a pool

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 stars1 month 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
4.96 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!
Guest favourite
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 507 reviews

3BR Sierra Scandi Chic - Closest to Village

LorenzoRating, 5 stars2 weeks ago
Very clean place, excellent location next to the village and at a great price recommend for blue mountain stays
Guest favourite
Apartment in The Blue Mountains
4.85 out of 5 average rating, 141 reviews

Large, luxury, upper floor condo, steps to Village

MatthewRating, 5 stars6 months ago
Excellent place by a fantastic host. The place was clean, well located and has everything you would need such as kitchen utensils, games + TV, and plenty of clean quality towels. Ulana and Amir were also very friendly and responsive. We enjoyed our stay a lot.
Guest favourite
Apartment in Unionville
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!
Top guest favourite
Cabin in Mono
4.95 out of 5 average rating, 308 reviews

The Trails Retreat (Private Cabin)

LindsayRating, 5 stars1 week ago
This was an amazing stay! My boyfriend and I stayed here during the rbc canadian open and it was the perfect location. It was beautiful, clean, and so peaceful. We would come back in a heart beat!
Guest favourite
Apartment in The Blue Mountains
4.95 out of 5 average rating, 872 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

RobertRating, 5 stars2 weeks ago
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.
Superhost
Townhouse in The Blue Mountains
4.87 out of 5 average rating, 181 reviews

Private condo getaway at base of Blue Mountain

DhartiRating, 5 stars1 month 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!

Quick stats about holiday rentals that are family-friendly in Essa

  • Total rentals

    60 properties

  • Nightly prices starting at

    ₹1,731 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Essa
  6. Family-friendly rentals