Family-friendly vacation 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
4.86 out of 5 average rating, 338 reviews

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

AustinRating, 5 stars1 month ago
Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.
Superhost
The exterior of the chalet is framed by lush trees adorned with vibrant autumn leaves. A well-maintained lawn is visible, featuring a picnic table and chairs, offering a serene outdoor setting. Sunlight gently illuminates the scene, enhancing the tranquil atmosphere of the surroundings.
Chalet in The Blue Mountains
4.8 out of 5 average rating, 193 reviews

Chalet At Blue - Private chalet with hot tub

JamieRating, 5 stars2 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.
Guest favorite
A warm living area features leather sofas adorned with soft throws, along with a daybed lined with colorful cushions. A cozy wood stove is positioned nearby, providing a focal point. Natural light streams through the glass doors, complemented by rich purple curtains.
Chalet in The Blue Mountains
4.9 out of 5 average rating, 79 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

Lindsay AnnRating, 5 stars1 month ago
A MUST STAY!! Arriving late at night, outdoor lights greeted us & looked like the Idealic atmosphere for a fun weekend. Private & peaceful. We were delighted to find rustic charm, but with modern finishes and amenities. Tamara was so kind to check that we arrived ok & left me a sweet birthday message. We absolutely loved the upstairs bathroom with heated floors, stunning tub, & shower. The kitchen was a dream to cook in, everything you could imagine needing was provided, including ample cocktail glasses. The hot tub was quite big, 5 of us fit in there. The bedrooms were quaint & beds comfy. We just happen to be there during a massive ice storm. However, the cottage was the perfect - lots of wool blankets, the wood burning fire place heat up the cabin quickly & gas stove. Tamara was extremely helpful assisting us by locating safety supplies & great advice on how to ride out the storm. Her kindness & generosity turned our weekend to be one of the best memories, we will revisit for years
Guest favorite
A cozy wooden cabin is nestled among lush greenery, featuring a sloped roof and a spacious stone patio. A hot tub is visible to the side, inviting relaxation. The scenic view of the surrounding landscape is framed by trees and a clear sky.
Cabin in Kimberley
4.81 out of 5 average rating, 232 reviews

Deer Park, Cozy Cabin with Hot Tub, Amazing View

KaitlinRating, 5 stars2 months 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
The living room features two brown leather sofas, complemented by warm wood detailing and a large window. Light enters through decorative glass and a view of the outdoors is visible. Decorative elements include subtle throw pillows and a small wall hanging.
Home in Owen Sound
4.93 out of 5 average rating, 117 reviews

Century Home in downtown Owen Sound - Hot Tub

KevinRating, 5 stars4 months ago
Excellent place to stay. Very clean. Very accommodating.
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
4.88 out of 5 average rating, 104 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

AnneRating, 5 stars1 month ago
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 :)
Guest favorite
A rustic cabin sits among lush greenery, featuring a wrap-around deck and large windows that invite natural light. The structure blends into the landscape, providing a serene escape surrounded by trees and open spaces.
Chalet in Priceville
4.91 out of 5 average rating, 469 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

AndrewRating, 5 stars2 months 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.
Top guest favorite
The spacious kitchen area features a modern design with white cabinetry and a curved bar counter. Natural light fills the room through an arched window, while a dining table with metal chairs is positioned nearby. Air conditioning units are visible for climate control.
Farm stay in Fergus
4.95 out of 5 average rating, 269 reviews

Waterpark Acres

ChintanRating, 5 stars1 week ago
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!

Family- and pet-friendly home rentals

Guest favorite
A spacious cottage exterior is visible, featuring a light-colored metal facade and classic black shutters. A gravel driveway extends towards a lush green field, framed by trees that provide shade, enhancing the rural setting.
Cottage in Blyth
4.88 out of 5 average rating, 250 reviews

Blyth Brook Cottage

SharonRating, 5 stars2 months ago
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!
Superhost
A cozy mezzanine area is highlighted by wooden ceilings and natural light from three large windows. Two bean bags provide comfortable seating, while a small plant adds a touch of greenery. Decorative frames hang on the walls, complementing the inviting atmosphere.
Farm stay in Meaford
4.87 out of 5 average rating, 203 reviews

The SEED lodge: A Rural Retreat & Gathering Place

Jessica Rating, 5 stars4 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
A view of the Saugeen River is framed by mature trees and verdant grass. A small seating area with adirondack chairs is positioned nearby, while a wooden gazebo provides additional shaded space. The path leads toward the water, offering a tranquil setting.
Home in Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars8 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 favorite
A spacious wooden deck features comfortable seating options, including lounge chairs and a dining set surrounded by tropical plants. Two umbrellas provide shade, enhancing the outdoor space's appeal. The cabin showcases a modern design with large windows that allow natural light to enter.
Cottage in Miller Lake
4.95 out of 5 average rating, 372 reviews

Due North ★ Lake House

HeatherRating, 5 stars2 weeks ago
This place is a real treasure! The sandy beach is gorgeous out front. Lots of outdoor seating space. I liked that it was surrounded by trees at the back but open to the water and sand in the front. It's cozy and the kitchen has everything you need. I loved the fireplace and the beds and couch were comfortable. I was there in April and it was very quiet.... I didn't see anyone on the beach or around it. It is a short drive to great hiking and a grocery store that has all you need. I would definitely return!
Superhost
Cabin in Tobermory
4.87 out of 5 average rating, 322 reviews

Crystal Water Retreat includes 6 Kayaks

PraptiRating, 5 stars3 days ago
This place was amazing! Beautiful views and lovely living room. We loved the kayaks and the fire pits and the hosts were very accommodating and responded quickly. We would definitely come again!
Guest favorite
A serene lakeside view is presented as the sun sets, casting vibrant orange and pink hues across the sky and reflecting on the water. A small dock is visible, with several red Adirondack chairs arranged on the grassy area, inviting relaxation.
Cottage in Flesherton
4.94 out of 5 average rating, 138 reviews

All-Season Cottage on the Lake

JudithRating, 5 stars2 months ago
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!
Top guest favorite
An inviting outdoor space features a cozy fire pit surrounded by gravel and wooden seating. Soft lighting from above highlights the stone wall and enhances the serene atmosphere. The area provides a perfect spot for relaxation and outdoor gatherings.
Barn in Eugenia
4.98 out of 5 average rating, 179 reviews

Blue Barn Bed n Bale / Blue Mountain

AnneRating, 5 stars6 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.
Superhost
Home in Meaford
4.77 out of 5 average rating, 419 reviews

Serenity by Georgian Bay, 4 Season, escape!

SusanRating, 5 stars5 days ago
Great location for hiking the Bruce Trail ! Wonderful view of the water.

Family-friendly home rentals with a pool

Superhost
A pair of tennis courts is shown in the foreground, featuring faded green and red surfaces. In the background, a mountain slope is covered in lush greenery. Nearby buildings are visible, designed in a contemporary style, with a clear blue sky above.
Chalet in The Blue Mountains
4.84 out of 5 average rating, 773 reviews

Blue Mountain / Collingwood Hill Side Condo

Aikon NikkiRating, 5 stars4 weeks ago
The host was very clear on instructions and the place was spotless. Great location and space for two people Unfortunately, with the heavy rain, there seems to be a hole on the sliding door of the balcony that let water in enough to pool on the floors and got our stuff wet. The host said it will be fixed
Guest favorite
A modern living area features high vaulted ceilings and large windows allowing natural light to illuminate the space. A comfortable sofa, adorned with pillows, is positioned around a glass coffee table. Scenic views of the outdoors can be seen through the glass doors.
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 151 reviews

The Snowbridge Lookout on Monterra Golf Course

WendyRating, 5 stars1 month ago
Beautiful condo, very clean, the most comfortable beds. Only downside is there is no bathtub We will return forsure
Guest favorite
The bathroom features a glass-enclosed shower and a spacious vanity with a single sink. A large mirror reflects the ample lighting from above. Neutral colors and tile flooring create a clean, modern aesthetic, while an open doorway leads to the neighboring bedroom area.
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 104 reviews

Luxury Vacation Home at Blue Mountain Village

RachelRating, 5 stars2 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
Loft in The Blue Mountains
4.75 out of 5 average rating, 495 reviews

Cozy Blue Mountain Retreat @!@Great Rates@!@

MichaelRating, 5 stars1 month ago
Not my first time at this apartment, I guess that says it all.....
Superhost
Bungalow in Wiarton
4.76 out of 5 average rating, 79 reviews

Rustic Cottage At Campground

Melissa RoseRating, 5 stars8 months ago
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.
Guest favorite
A room featuring a foosball table and hardwood flooring is illuminated by natural light from a nearby window. The window is framed by dark curtains, and a wooden door leads to another area of the home. Vintage woodwork and a decorative mirror add character.
Home in Kimberley
4.88 out of 5 average rating, 198 reviews

Heart of Kimberley - with views and a hot tub

RobinRating, 5 stars4 days ago
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" !!
Guest favorite
An outdoor tennis court is showcased, featuring well-maintained surfaces and a clear view of surrounding trees and hills. Nets are positioned at each end, and the space is designed for recreational play. The distant buildings suggest the proximity of amenities.
Condo in Blue Mountains
4.92 out of 5 average rating, 340 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

JamesRating, 5 stars1 week ago
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.
Guest favorite
Condo in The Blue Mountains
4.73 out of 5 average rating, 98 reviews

Rustic Mountainside Chalet

AlindaRating, 5 stars3 months ago
Cozy, clean appartment with all the ammenities we needed.

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

  • Total rentals

    100 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 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

  • Wifi availability

    100 properties include access to wifi

Destinations to explore

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