Family-friendly holiday rentals in Southampton

Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.

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.

Tamara’s rental was perfect for a girls weekend! Great sleeping arrangements. Hot tub was nice and clean. The whole canine was spot less and clean. Only 10 min uber ride into blue mountain. Great location. Would definitely recommend staying here.

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!

Excellent place to stay. Very clean. Very accommodating.

We booked this home for a family and friends cottage weekend and the place was exactly as described. It is a beautiful home very close to the slopes with lots of things to do (billiards, board games, hot tub, TV, BBQ). The host was very kind and responsive and was very flexible with out checkout time, which was very nice. Our group of 11 people all had a great weekend and we would definitely book this place again :)

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.

Extremely beautiful, peaceful and spacious! House is comfortable, spotless and has enough spaces to relax and lounge around!! The views are amazing and the big windows allow lots of sunshine in. Kitchen is fully equipped to make meals and it was spotless! More than enough clean bedding and towels were available. Cleon and Christine have thought of every little amenity and provided for it. Everything was perfect and we thoroughly enjoyed our stay. The highlight is and always will be the variety of animals Cleon has and takes care of. His love for them is evident and he has thoughtfully provided them with warming sheds when it gets too cold. All the animals looked very well taken care of and content.. we enjoyed feeding the lemurs, marmosets, kangaroos, sheep, various birds, Guinea pigs.. and quite a few I am definitely missing 😊 Cleon set up a fire for us and it was very enjoyable and peaceful.. the ponds are so so beautiful and the sound of the waterfall is relaxing. We will be back!

I've stayed about five times at the Cottage. We go back because we love the space it's so open, and outside there's so much green space and so much to do depending on the weather! We always enjoy a night at Cowbell which is so close! On cold nights you can snuggle by the fireplace and keep warm and cozy. The hosts were great at keeping the snow out of the laneway so we could get in and out. Thanks again Melanie we really had a great time!

This place was a home away from home which was close to the hill we could walk with skis. The fireplace was clean and easy yo use. Great family getaway with lots of room to gather. Love it would book again.

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!

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!

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.

We had an amazing stay at Justin’s place, highly recommend. The location is beautiful, and the place itself had everything you needed which made it very comfortable. A beautiful getaway by the water!

Great place in a beautiful location! Perfect for our two families to get together and enjoy the outdoors in winter. The kitchen is well-supplied and it’s great to have towels and sheets provided. Carrie is friendly, flexible and well organized. Thanks so much!

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.

Douglas’ place was comfortable, great location, and great value. I’ll be back!

Great location, right next to Blue Mountain village. Place was clean, tidy, and quiet as it backs onto a golf course. Would recommend!

Our stay at Jonathan's place in Blue Mountain was amazing! We had a great time and really enjoyed everything there was to offer. The place itself and location were wonderful, and as a host Jonathan was responsive and easy to deal with. We had one minor issue with temperature control, which he fixed within one hour of reaching out! The place was spacious, comfortable, including the beds, and the kitchen well equipped. The view and location was perfect being right at the base of the mountain, 2 mns from Blue Mntn Village. I would highly recommend this place and give Jonathan Five stars for sure!! Damian.

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!

Not my first time at this apartment, I guess that says it all.....

Jodi was so helpful and accommodating. The cottage was perfect. Everything we needed and so much more on the grounds. Lots of places within a short drive for things to do.

Great gals weekend. We really enjoyed the General Store and exploring the area. The house linens were great, beds comfy and the seating areas too :) Weather wasn't conducive to using the outdoor spaces and as older folks we didn't think we'd manage the step stool to get into the hot tub. If there's a next time, we'll try the bustling "Justin's Oven" !!

It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.