Family-friendly holiday rentals in Southampton

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Southampton 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
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.
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
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
Cabin in The Blue Mountains
4.87 out of 5 average rating, 363 reviews

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

BrankoRating, 5 stars4 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.
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!
Superhost
Cottage in MacTier
4.91 out of 5 average rating, 109 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

MikeRating, 5 stars1 week ago
Great time, Great Fun, Great place to enjoy! We really enjoyed our stay with family here! All The Best!
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!

Family- and pet-friendly home rentals

Guest favourite
Cottage in Blyth
4.88 out of 5 average rating, 257 reviews

Blyth Brook Cottage

EmilyRating, 5 stars2 weeks ago
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!
Top Guest favourite
Apartment in Horning's Mills
4.96 out of 5 average rating, 290 reviews

Beautiful Riverside Country Apartment

NataliaRating, 5 stars1 week ago
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!
Superhost
Farm stay in Meaford
4.87 out of 5 average rating, 204 reviews

The SEED lodge: A Rural Retreat & Gathering Place

SarahRating, 5 stars1 week 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!!
Top Guest favourite
Bungalow in Saugeen Shores
4.92 out of 5 average rating, 62 reviews

The Sailing Gypsy and - Summer Weeks Open

Malak.MRating, 5 stars10 months ago
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!
Superhost
Cottage in Tiny
4.85 out of 5 average rating, 87 reviews

Haven at Georgian Bay

JennaRating, 5 stars77 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
Cottage in Sauble Beach
4.72 out of 5 average rating, 72 reviews

My Blue Haven - Sauble Beach, Ontario

CindyRating, 5 stars10 months ago
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.
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!
Superhost
Condo in The Blue Mountains
4.89 out of 5 average rating, 121 reviews

Pet friendly, ground floor condo, steps to Village

AdelinaRating, 5 stars5 months ago
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

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!
Superhost
Chalet in The Blue Mountains
4.84 out of 5 average rating, 785 reviews

Blue Mountain / Collingwood Hill Side Condo

Syed AbdullahRating, 5 stars2 weeks ago
It's a nice clean place. The host was co-operative and friendly.
Guest favourite
Guest suite in Orangeville
4.92 out of 5 average rating, 767 reviews

HotTub & Pool Getaway - Headwaters Retreat

JessicaRating, 5 stars2 weeks ago
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 :)
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
Top Guest favourite
Cabin in Mono
4.95 out of 5 average rating, 308 reviews

The Trails Retreat (Private Cabin)

LindsayRating, 5 stars2 weeks 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
Condo 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.
Top Guest favourite
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars4 months ago
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!
Top Guest favourite
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 329 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.

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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Bruce County
  5. Southampton
  6. Family-friendly rentals