Family-friendly vacation rentals in Collingwood

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Popular amenities for Collingwood family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
An indoor hot tub is surrounded by wooden paneling and large windows that allow sunlight to fill the space. Natural stone accents and a serene greenery image on the wall enhance the calming atmosphere. Two wooden chairs are positioned nearby for relaxation.
Cottage in Kimberley
4.85 out of 5 average rating, 340 reviews

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

AustinRating, 5 stars2 months ago
Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.
Superhost
An outdoor hot tub is situated by a scenic lakeside, surrounded by trees and greenery. Four individuals are enjoying the warm water, with arms raised playfully. The tranquil lake and blue sky create a serene backdrop.
Cottage in Gravenhurst
4.81 out of 5 average rating, 185 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
Aerial view of the shoreline reveals a lush, forested peninsula surrounded by clear waters. The rocky beach contrasts with the vibrant colors of the trees, showcasing autumn foliage. The tranquil scene invites exploration along the water's edge and highlights the natural beauty of the surrounding landscape.
Cottage in Tiny
4.84 out of 5 average rating, 220 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

SebastianRating, 5 stars31 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
An inviting living area displays high ceilings with wooden paneling. Comfortable seating arrangements are oriented around a central coffee table. A modern fireplace is situated against a feature wall, and large windows allow natural light to fill the space, enhancing the atmosphere.
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.
Superhost
A spacious backyard is depicted, featuring a striped hammock supported by a sturdy frame. Lush green grass covers the ground, surrounded by tall trees creating a natural, serene setting. The scene conveys an inviting space for relaxation and outdoor enjoyment.
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!
Guest favorite
A spacious dining area features a large wooden table with bench seating under an arched ceiling. Large windows allow for natural light, highlighting the rustic stone accents and wooden beams. A cozy seating area is visible in the background, enhancing the inviting feel of the space.
Chalet in The Blue Mountains
4.89 out of 5 average rating, 107 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

GhazalehRating, 5 stars2 weeks 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!
Top guest favorite
A two-story wooden cottage is surrounded by vibrant autumn foliage, with large windows and a balcony overlooking the landscape. A gravel driveway leads to the entrance, and an attached garage is visible on the right. The natural setting enhances the home's rustic charm.
Chalet in Coldwater
4.95 out of 5 average rating, 461 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

NoahRating, 5 stars1 week ago
Stayed here for my brothers bachelor party. It was a fantastic stay. Patricia always responsive when I messaged her. The house was beautiful and so was the surrounding area. We got to take a nice hike through the bush from directly on the property. The hot tub and sauna were a very pleasant addition. I would definitely return with a group in the future again.
Superhost
The entrance hallway features wooden paneling and a bench for seating. Two doors lead to private rooms, while a stairway ascends to the upper levels. Natural light filters in from a window at the far end, enhancing the rustic ambiance of the space.
Cabin in The Blue Mountains
4.9 out of 5 average rating, 397 reviews

🍺"Happy Daze"-Big Space, Near Village+Lots of fun

MinooRating, 5 stars1 month ago
Victor was a very great and responsive host! The place was as described, definitely more for younger groups.

Family- and pet-friendly home rentals

Guest favorite
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.
Superhost
A sun sets gently over a calm lake, casting warm colors across the sky. Two red loungers are positioned on sandy beach, offering a serene spot for relaxation. Verdant greenery borders the shoreline, creating a peaceful natural backdrop.
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.
Superhost
A spacious chalet is set on a lush green lot surrounded by trees, with a large deck and outdoor seating area visible. The backdrop features rolling hills and a clear blue sky, highlighting the natural beauty of the location.
Chalet in The Blue Mountains
4.69 out of 5 average rating, 77 reviews

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

RoccoRating, 5 stars2 weeks 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.
Guest favorite
A uniquely shaped chalet is framed by a snowy landscape, featuring a spacious wooden deck that wraps around the front. Large windows allow natural light to fill the interior, while a clear blue sky complements the winter scenery.
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
The front exterior of the lodge features a light gray facade with a green metal roof. There are large windows on either side of the entrance, which is flanked by flower pots and wooden benches. Adirondack chairs are arranged on a gravel patio, surrounded by greenery.
Farm stay in Meaford
4.87 out of 5 average rating, 203 reviews

The SEED lodge: A Rural Retreat & Gathering Place

Jessica Rating, 5 stars5 months ago
Awesome place for our friend group to get together (families with kids ages 3-11) Tons of cooking spices, bowls, plates, mugs. Sauna is a nice touch and so is the fire pit. Large property for the kids to run around. I wasn't sure about the single beds but they were very comfortable. Nice bathroom/shower set up. Perfect for a large group. Would go back!
Guest favorite
The image displays a serene view of the Saugeen River, with a sandy shore leading to a wooden dock. Lush greenery surrounds the water, and a distant church steeple is visible beyond the riverbank. Reeds and a fire pit with stones are situated near the dock.
Home in Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars9 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
The kitchen is equipped with modern appliances, including a stove, microwave, and fridge. White cabinetry complements the sleek gray countertops, while a window provides natural light. A minimalist design is achieved with a stylish pendant light hanging above the sink area.
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 favorite
The cottage features a welcoming porch with large windows, providing a view of the surrounding trees and nature. The entrance is flanked by picnic tables, inviting outdoor gatherings. Soft evening light enhances the cozy atmosphere of the renovated exterior.
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

Guest favorite
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 favorite
An outdoor swimming pool is surrounded by lush greenery and tall trees. The pool features a gentle curve design, with clear blue water and a shallow entry area. Several white lounge chairs are positioned around the pool, inviting relaxation in a peaceful setting.
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.
Guest favorite
The exterior of a multi-level condo building is highlighted, featuring a central chimney and triangular rooflines. Wooden balconies provide outdoor space on both levels, with a sign indicating unit number 7 prominently displayed. Clear blue skies add to the inviting atmosphere.
Townhouse in The Blue Mountains
4.88 out of 5 average rating, 180 reviews

Private condo getaway at base of Blue Mountain

DhartiRating, 5 stars2 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!
Top guest favorite
A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.
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 favorite
Home in Chatsworth
4.89 out of 5 average rating, 146 reviews

Stonehaven - large country retreat, with pool*

TawnyaRating, 5 stars3 months ago
We struggled to find a place for our group of 17 and Stonehaven was an amazing find! The beds were comfortable, we loved being able to have meals all together in one spot, and there was lots of space for people to do different activities inside since it was winter. Outside, we enjoyed tobogganing, snowshoeing and cross country skiing on the property. Steve was quick to communicate and provided clear instructions and maps. We were already talking about going back so we can enjoy the property in the summer! Thank you for a memorable and fun weekend!
Guest favorite
A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.
Condo in Blue Mountains
4.92 out of 5 average rating, 341 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Vijay BalajiRating, 5 stars1 month ago
Great place and fantastic hosts! We truly enjoyed our stay here. The sound of the stream was very relaxing when we sat out in the patio. The upper level has a nice view of the lake too!
Guest favorite
A modern chalet exterior is highlighted by a gray facade and multiple windows, allowing natural light to enhance the space. Lush greenery surrounds the entryway, providing a welcoming environment. The neatly paved parking area complements the structured landscaping, inviting guests to explore the comfort within.
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 stars2 weeks 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
Guest favorite
An aerial view captures the layout of Friday Harbour, featuring an expansive marina surrounded by lush greenery and residential buildings. The coastline, with a sandy beach and ample water access, provides recreational opportunities. The serene water reflects the natural beauty of the surrounding landscape.
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars11 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!

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

  • Total rentals

    310 properties

  • Nightly prices starting at

    $40 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