Family-friendly holiday rentals in Collingwood

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Collingwood family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Cottage in Kimberley
4.85 out of 5 average rating, 340 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

AustinRating, 5 stars3 months ago
Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.
Superhost
Cottage in Tiny
4.84 out of 5 average rating, 220 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

SebastianRating, 5 stars32 months ago
We had a great time at Patrick’s cottage, the location is great, within walking distance from the beach, it’s exactly as described, very clean and comfortable. Highly recommended.
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 stars2 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.
Guest favourite
Cabin in Kimberley
4.81 out of 5 average rating, 234 reviews

Deer Park, Cozy Cabin with Hot Tub, Amazing View

LarryRating, 5 stars5 days ago
Jennifer’s Place Was the perfect location for a quite and relaxing getaway. The views and property are just what’s needed to get away from the stresses of life. No need to go anywhere else. A great stay and very pet Friendly.
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, 363 reviews

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

BrankoRating, 5 stars3 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
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!

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.
Superhost
Chalet in The Blue Mountains
4.69 out of 5 average rating, 77 reviews

Rustic 5BR Escape | Sauna, Hot Tub, Mountain Views

RoccoRating, 5 stars1 month ago
Colin was an amazing host and our group loved staying at his place. Very responsive and helpful even when a powerful storm rolled through during our stay. The basketball court was very popular in our group despite the rim having been fairly damaged by one of the previous groups that stayed. It was awesome having a hot tub and sauna available to us. On a crispy cool day the hot tub was such a treat. The area has beautiful scenery and the AirBnb is located in a quiet and peaceful spot. Perfect for hanging out near the firepit or on one of the two patios. I would highly recommend this to anyone who is looking to just get away for a few days for a peaceful cottage experience.
Superhost
Apartment in The Blue Mountains
4.59 out of 5 average rating, 369 reviews

The Perfect Getaway in Renovated Corner Unit

PamelaRating, 5 stars2 weeks ago
Great place to stay for the night. Very comfortable and easy access to the village! Balcony was perfect, my dogs loved it too!
Superhost
Farm stay in Meaford
4.87 out of 5 average rating, 204 reviews

The SEED lodge: A Rural Retreat & Gathering Place

SarahRating, 5 stars4 days ago
I can’t say enough good things about the lodge! First of all, Esther is an amazing host and the space is so conducive to group trips. We went for a bachelorette with a “retreat” theme. Esther offers classes and we did the breathwork class, it was so calm and peaceful — the birds were singing while we did the class in the loft and Esther was a very effective facilitator! All the girls loved doing the sauna in the morning and we had a campfire in the evening. In terms of things to do near the lodge, it was also only a 20 min drive to Georgian hills winery, and 30 min from the water where we took Collingwood charters for a live music boat cruise. Tons of sleeping space at the lodge, was initially nervous that single beds wouldn’t be comfy but we all slept very well and the bedding was lovely. Lots of washrooms/showers which again was amazing for a large group of ladies, especially when we were all getting ready together for the day! Decor and overall vibe of the lodge is unique & cute!!
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 Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars10 months ago
This was our second year at Carrie and Dan's cottage and once again my family and I had a fantastic time. The house is perfectly situated on the river with a nice beach and it has all of the amenities needed. Dan communicated regularly and checked in with us to ensure we had everything we needed. This is a beautiful property which anyone would have fun at.
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! :)

Family-friendly home rentals with a pool

Superhost
Apartment in The Blue Mountains
4.65 out of 5 average rating, 472 reviews

Hidden Gem Escape at Blue Mtn @Great Rates@

PeterRating, 5 stars1 week ago
Great place. Peaceful surroundings. Beautiful views all around.
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
Condo 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.
Guest favourite
Condo in The Blue Mountains
4.85 out of 5 average rating, 141 reviews

Large, luxury, upper floor condo, steps to Village

MatthewRating, 5 stars5 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.
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!
Guest favourite
Guesthouse in Orangeville
4.95 out of 5 average rating, 355 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

SamanthaRating, 5 stars4 days ago
This property is absolutely beautiful! We had the best time playing tennis and basketball, going in the pool and sauna. The pool is cool which was so nice after getting super hot in the sauna. 10/10 recommend. The inside was beautiful and relaxing, felt like a perfect getaway and we will be back for sure! Thank you for sharing your home!
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 stars3 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
Home in Kimberley
4.88 out of 5 average rating, 200 reviews

Heart of Kimberley - with views and a hot tub

JoelsonRating, 5 stars1 week ago
We had an amazing experience. It’s a beautiful home with modern amenities and a beautiful outdoor area. We arrived in a cozy town with nearby restaurants and general store. It was a very clean and well prepped home. Our host was amazing. She was accommodating and very kind, always responsive and very welcoming. We highly recommend this stay. 10/10 experience.

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

  • Total rentals

    310 properties

  • Nightly prices starting at

    $62 AUD before taxes and fees

  • Total number of reviews

    9.2K reviews

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

Destinations to explore

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