
Family-friendly holiday rentals in Southampton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Southampton
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southampton family-friendly rentals
Family-friendly home rentals with a hot tub

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.

Chalet At Blue - Private chalet with hot tub
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.

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!

Lakefront Private Beach, Waterfront Family GBay
It was very nice stay.. we loved it here, thank u Patrick

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

Private condo getaway at base of Blue Mountain
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!

Baysong Cottage, Hot Tub and Sauna on Georgian Bay
Great time, Great Fun, Great place to enjoy! We really enjoyed our stay with family here! All The Best!

Walk to the village at Blue - Regal
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!
Family- and pet-friendly home rentals

Blyth Brook Cottage
We had an incredible weekend staying at the Blyth Brook Cottage. The space was perfect for our quiet and outdoorsy girls weekend. We particularly loved the large open living area ft a BEAUTIFUL large screened-in garage door, the gorgeous scenery and hiking trails, and the beautiful pond and fire pit areas. We really enjoyed having all queen/king beds in 3 different rooms, which worked perfectly for us. Everything was spotlessly clean and beds were super comfortable. We felt right at home. Melanie was a wonderful host who gave very clear and helpful instructions. We enjoyed a delicious meal just down the road at Cowbell, too - def a must if you are at this cottage! We all said multiple times that we would love to come back here during all seasons. It would be absolutely stunning in the fall. Thank you for a phenomenal experience!

Beautiful Riverside Country Apartment
The gardens and creek were just lovely…the apartment was clean & pretty much had all I needed. In particular the bed was excellent- had a great sleep. Would stay here again, if needed. Wendy was easy to communicate with & prompt with her replies & very accommodating to my schedule. Thank you, Wendy!

The SEED lodge: A Rural Retreat & Gathering Place
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!!

The Sailing Gypsy and - Summer Weeks Open
My family and I adored Ruth’s place. It was perfect for our family of 4. Convenient location to both the beach and the town. The cottage itself is lovely, cozy and great backyard space for family games etc. Ruth was super responsive and friendly. We will definitely return to this little gem. Thank you for a wonderful stay!

Haven at Georgian Bay
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! :)

My Blue Haven - Sauble Beach, Ontario
The cottage looked like the photos, was super clean and very comfy. We loved all the different outdoor seating options. There was a bird feeder in the tree and we enjoyed watching the blue jays and gackles. The beach was about a 10 minute walk. We forgot our marshmallow skewers, but they had some. The kitchen was well equipped. We would stay here again.

Rustic Spanish Chalet inthe Heart of Nature/hottub
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!

Pet friendly, ground floor condo, steps to Village
We absolutely loved our 4 night stay! The space was spotless, and steps away from the ski hill as well as the village. Everything was as described, lots of room which was ideal with a toddler. The kitchen was stacked with all of the essentials and more for cooking which isn’t always the case. Lovely energy from the hosts as well. Would absolutely return! Thank you Amir and Ulana for the perfect accommodation :)
Family-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course
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!

Blue Mountain / Collingwood Hill Side Condo
It's a nice clean place. The host was co-operative and friendly.

HotTub & Pool Getaway - Headwaters Retreat
Amazing little spot to come home to after a long day! Hot tub and pool are on point, and the backyard area is lovely and tranquil backing on to a wooded area, with nice views and even some wildlife :)

3BR Sierra Scandi Chic - Closest to Village
Very clean place, excellent location next to the village and at a great price recommend for blue mountain stays

The Trails Retreat (Private Cabin)
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!

Stunning Mountain Views- WalkTo Blue, Pool, HotTub
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.

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!

Great kitchen, comfy beds, games, walk 2 village +
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.
Quick stats about holiday rentals that are family-friendly in Southampton
Total rentals
100 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
3.3K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
100 properties include access to Wi-Fi
Destinations to explore
- Grand River Holiday rentals
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Georgian Bay Holiday rentals
- Tobermory Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- The Blue Mountains Holiday rentals
- Barrie Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Cottage rentals Southampton
- Rentals with a patio Southampton
- Condo rentals Southampton
- Rentals with a washing machine and dryer Southampton
- Rentals with a hot tub Southampton
- House rentals Southampton
- Rentals with beach access Southampton
- Rentals with outdoor seating Southampton
- Pet-friendly rentals Southampton
- Rentals with a fire pit Southampton
- Rentals with a fireplace Southampton
- Cabin rentals Southampton
- Beachfront rentals Southampton
- Rentals with lake access Southampton
- Kid-friendly rentals Southampton
- Family-friendly rentals Bruce County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom