Family-friendly vacation rentals in Lion's Head

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Lion's Head family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Cottage in Kimberley
4.85 out of 5 average rating, 337 reviews

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

BradRating, 5 stars3 weeks ago
Fantastic place. Had a great time. Will stay here again.
Superhost
Chalet in The Blue Mountains
4.8 out of 5 average rating, 192 reviews

Chalet At Blue - Private chalet with hot tub

JamieRating, 5 stars3 weeks 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.
Guest favourite
Chalet in The Blue Mountains
4.9 out of 5 average rating, 78 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

TiffanyRating, 5 stars4 months ago
If I could give Tamara more stars I would! Our stay was incredible. The home both inside and out was picturesque and exactly as shown in the photos. We spent the weekend in Collingwood for a 40th birthday gathering and honestly one of the highlights was spending time at the Airbnb! Tamara was a wonderful host, super responsive and accommodating, could not have asked for more from her or the accommodations. If you are thinking about staying in the Collingwood area and want a private cottage with a drive less than 10 mins to downtown look no further, this is your place!
Guest favourite
Cabin in Kimberley
4.81 out of 5 average rating, 231 reviews

Deer Park, Cozy Cabin with Hot Tub, Amazing View

KaitlinRating, 5 stars3 weeks ago
My family had an amazing stay at Jennifer's cabin! We came for a ski weekend with our 2 young kids and our dog. It was just a short drive to the ski hill, but the cabin was situated a ways back on the property and we felt like we were in our own winter wonderland. The cabin had everything we needed, including board games! and the wood stove kept us nice and warm. We enjoyed hiking around with our dog and also spending time in the hot tub. Jennifer was very communicative & responsive and we felt extremely taken care of and welcome. We hope to come back again one day!
Superhost
Home in Owen Sound
4.93 out of 5 average rating, 117 reviews

Century Home in downtown Owen Sound - Hot Tub

KevinRating, 5 stars3 months ago
Excellent place to stay. Very clean. Very accommodating.
Superhost
Cottage in Tobermory
4.82 out of 5 average rating, 107 reviews

Tobermory Cottage

JulieRating, 5 stars2 months ago
Our family had a beautiful and peaceful stay at this cottage! There was an issue upon arrival, however Blake was very responsive and kind and dealt with it quickly. We appreciated his timely and clear communication. We enjoyed winter hiking in the National Park close by and exploring the shale beach in front of the cottage. We look forward to returning again!
Guest favourite
Chalet in The Blue Mountains
4.89 out of 5 average rating, 102 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

KatelynRating, 5 stars2 weeks ago
Jazz’s place was great for our group of friends! Super close to Blue for snow sports and to the Beach for a different view. Chalet was clean and unique. Lots of great common areas to fit everyone!
Guest favourite
Chalet in Priceville
4.91 out of 5 average rating, 469 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

AndrewRating, 5 stars3 weeks ago
We had a great stay in this cabin on a GORGEOUS wooded property. Awesome to watch the snow fall against the old pines. I took my dog on the snowshoe trails. Very cozy and it was great to get out of the city.

Family- and pet-friendly home rentals

Top guest favourite
Apartment in Horning's Mills
4.95 out of 5 average rating, 286 reviews

Beautiful Riverside Country Apartment

JordanRating, 5 stars4 weeks ago
Excellent place to stay for the night, very well priced, easy to find and was very clean and clutter free. Had easy access to internet and tv without issues. Wendy was very responsive and accommodating.
Top guest favourite
Home in Grey Highlands
4.96 out of 5 average rating, 135 reviews

Newly Renovated! Charming Beaver Valley Farmhouse

CristianRating, 5 stars1 month ago
The farmhouse is absolutely beautiful and picturesque. We were there during the biggest snow storm of the year and it felt like we had our own private winter wonderland. She had arranged for a plow to clear the driveway and everything went very smoothly despite getting over a meter of snow in 3-4 days. The house itself is beautiful and is a great mix of old timey charm and character as well as modern amenities (new kitchen, bedroom and bathroom). We especially enjoyed sitting in the living room with the fireplace going while relaxing and riding out the snowfall. This was one of the most relaxing stays we have had with plenty of privacy and beautiful views. It is also close enough for short trips to Collingwood/Blue Mountain. Johanna is also a great host. Although we did not meet face to face, she was very responsive and provided lots of information and local recommendations. She even checked in on us to make sure we didn't get completely snowed in. Overall a great experience!
Guest favourite
Chalet in The Blue Mountains
4.83 out of 5 average rating, 171 reviews

Octagon Chalet firepit, sauna, close to theVillage

MayaRating, 5 stars3 weeks 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
Farm stay in Meaford
4.87 out of 5 average rating, 203 reviews

The SEED lodge: A Rural Retreat & Gathering Place

Jessica Rating, 5 stars2 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 favourite
Home in Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars7 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.
Guest favourite
Cottage in Miller Lake
4.95 out of 5 average rating, 369 reviews

Due North ★ Lake House

DanielleRating, 5 stars1 week ago
Great place to stay, that's family friendly. The place came with a pack n play, toys and books for the kids which was super convenient for our 4 year old and 1 year old. You need to make sure you pack linens / towels and anticipate using a wood fireplace as your main heat source. This is all detailed in the info provided. We came when there was a lot of snow in the area so it was hard to do any trails or even walk to the beach from the airbnb with our kiddos. But we made the most of it and really enjoyed our stay at this place! We definitely would return again.
Guest favourite
Cottage in Tobermory
4.96 out of 5 average rating, 206 reviews

The Way Way Back (Waterfront Cottage-Private Dock)

GeorgiaRating, 5 stars5 months ago
Had an incredible weekend here. This place is exactly how it looks in photos. It is cozy and makes you feel very relaxed and homey. The dock is beautiful and the nightly sunsets were gorgeous. The wood burning fireplace kept us nice and warm at night. Absolutely loved everything about this place and will definitely stay again. Thank you for the amazing stay!
Top guest favourite
Barn in Eugenia
4.98 out of 5 average rating, 179 reviews

Blue Barn Bed n Bale / Blue Mountain

AnneRating, 5 stars5 months ago
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

Superhost
Chalet in The Blue Mountains
4.84 out of 5 average rating, 763 reviews

Blue Mountain / Collingwood Hill Side Condo

Melanie-AnneRating, 5 stars2 weeks ago
amazing place to stay easy check in . clean and lots if parkin
Guest favourite
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 149 reviews

The Snowbridge Lookout on Monterra Golf Course

JarrettRating, 5 stars3 weeks ago
Fantastic place to stay close to both Blue Mountain and Craigleith. Unlike the other units in the area this one faced the golf course so the view was nice. Patrick and others were able to get back to us quickly regarding any question we had.
Guest favourite
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 489 reviews

3BR Sierra Scandi Chic - Closest to Village

DeborahRating, 5 stars1 week ago
Thank you for a great stay! My family had a wonderful time. Lots of space for all of us. Very clean and comfortable with a well stocked kitchen. We will definitely be back again!
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 stars4 weeks 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
Home in Kimberley
4.88 out of 5 average rating, 196 reviews

Heart of Kimberley - with views and a hot tub

RoryRating, 5 stars3 weeks ago
Very nice place to stay
Superhost
Home in Chatsworth
4.89 out of 5 average rating, 145 reviews

Stonehaven - large country retreat, with pool*

TawnyaRating, 5 stars3 weeks 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 favourite
Condo in Blue Mountains
4.92 out of 5 average rating, 333 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

NicoleRating, 5 stars1 week ago
Everything was great. We had a fantastic time skiing. The place was perfect. We skied out from the back one day which worked out nicely. Everything was cozy. Richard was great to communicate with
Guest favourite
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars6 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.

Quick stats about vacation rentals that are family-friendly in Lion's Head

  • Total rentals

    30 properties

  • Nightly prices starting at

    $86 CAD before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Bruce County
  5. Lion's Head
  6. Family-friendly rentals