Family-friendly vacation 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.

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Guest favorite

Guest suite in Chatsworth

4.85 out of 5 average rating, 349 reviews

Settler's Loft in Log Home

This charming original log home is set amongst rock fences and mature maples on 80 acres of reforested farmland. This two-storey suite sleeps up to 5 guests, has 2 bedrooms, 4-piece bathroom, kitchenette, living area, deck, & private balcony. Trails for exploring, campfire ring, and large grassy area for outdoor games. Brand new AC system. Very close to OFSC snowmobile trails. (Note - barn access is for weddings only) NO pets >> 40 minute drive to Blue Mountain; 30 minutes to Lake Huron beaches

Oct 19 – 26

ﺩ.ﺇ401 per night

Guest favorite

Barn in Eugenia

4.98 out of 5 average rating, 165 reviews

Blue Barn Bed n Bale / Blue Mountain

2 q. beds A relaxing farm stay on a working farm with or without your horses. Bright clean bunkie built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with your horses in the morning. We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, atving, mountain biking. Check out the beautiful sunset behind the barn.

Mar 15 – 22

ﺩ.ﺇ629 per night

Guest favorite

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Relive Retreat's Hilltop Chalet is a 700 sq ft open concept rustic cabin w/high ceilings, full-length windows, spring water, private + new hot tub, fireplace, BBQ, wrap around deck w/views, hiking trails + more. Perfect for couples, friends or families looking to relax & rejuvenate in nature. If peace is what you are looking for this is it! Occassionally dog friendly so please inquire first. This is a private 72 acre retreat. We live here with our 2 dogs, currently hosting 2 yurts and 2 cabins.

Aug 31 – Sep 7

ﺩ.ﺇ607 per night

Guest favorite

Apartment in Horning's Mills

4.96 out of 5 average rating, 255 reviews

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

Sep 5 – 12

ﺩ.ﺇ298 per night

Guest favorite

Guest suite in Collingwood

4.92 out of 5 average rating, 1011 reviews

Tiny Home Tranquility

Tiny Home Tranquility! Located just 15 minutes from Blue Mountain Ski Resort and Wasaga Beach. Walking distance to Collingwood downtown core and Georgian Bay . A custom built tiny home with all the amenities needed for a perfect getaway. This clean, bright and cozy tiny home is private and is attached to the main house with a breezeway to comply with the town bylaws. The Tiny Home has a separate entrance and private back patio giving guests total privacy. Absolutely no pets due to allergies.

Jan 6 – 13

ﺩ.ﺇ460 per night

Guest favorite

Cabin in Owen Sound

4.97 out of 5 average rating, 226 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Jan 26 – Feb 2

ﺩ.ﺇ541 per night

Guest favorite

Guest suite in Holland Centre

4.97 out of 5 average rating, 194 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

Mar 19 – 26

ﺩ.ﺇ312 per night

Guest favorite

Apartment in Kincardine

4.93 out of 5 average rating, 400 reviews

Lambton Place

LOCATION! LOCATION! LOCATION! Country charm meets urban chic in this stylish three-room suite in 100-year-old house. One block from the beach, one block from downtown shopping, restaurants and pubs. 1) Extra large bedroom, with closet, bureau, king bed; 2) Luxurious, four-piece, ensuite bathroom, with soaker tub, walk-in shower; 3) Sitting room with Wi-Fi, Smart-TV, cable; couch, chair, coffee-maker and small fridge. No kitchen.

Oct 29 – Nov 5

ﺩ.ﺇ359 per night

Guest favorite

Cabin in Owen Sound

4.87 out of 5 average rating, 305 reviews

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.

Jan 6 – 13

ﺩ.ﺇ362 per night

Guest favorite

Cottage in Tiverton

4.78 out of 5 average rating, 167 reviews

Beautiful Lake Front Cottage

On the shore of Lake Huron. Enjoy the (literally) award winning sunsets, the gentle rolling of the waves while sitting on the deck or by the fire pit. Cottage feeling modern full kitchen and bathroom. 3 bedrooms: queen, double and double in the bunkie. See our youTube video titled "NEWSKOKA - Kincardine Cottage Rental" (sorry; Airbnb won't allow link)

Oct 28 – Nov 4

ﺩ.ﺇ523 per night

Superhost

Guest suite in Kincardine

4.81 out of 5 average rating, 251 reviews

Sunset Sands Private Suite

This apartment is across the road from the lake and a 20 minute walk to downtown Kincardine. It is good for couples, solo adventurers, business travelers, and furry friends (pets). The building is an attached coach house with lake view decks and easy access to the rocky shores for walking. It is a very short walk to sandy beaches.

Feb 24 – Mar 3

ﺩ.ﺇ530 per night

Guest favorite

Cottage in Miller Lake

4.9 out of 5 average rating, 354 reviews

Lake Huron Spectacular Cottage Home

Comfortably furnished family and entertainment cottage with private dock on Lake Huron. Newly built and well taken care of with 3 bedrooms and 2 bathrooms Shallow water with mix rock and sand beach. Gradual decline to deep water. Fantastic sunset views across Lake Huron from many viewpoints at the cottage. Plenty of parking.

Mar 20 – 27

ﺩ.ﺇ616 per night