Family-friendly holiday rentals in Southampton

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 100 holiday rentals in Southampton

  • Nightly prices starting at

    Southampton holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,050 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Southampton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southampton rentals

  • 4.8 Average rating

    Southampton stays are highly rated by guests – averaging 4.8 out of 5!

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 favourite
The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.
Home in Meaford
4.87 out of 5 average rating, 524 reviews

Beach House Hideaway by Post Office Motel *HOT TUB

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Guest favourite
An aerial view of a lush, green landscape along a tranquil shoreline, showcasing a secluded cove with sandy and pebbly beach areas. The clear turquoise water gently laps at the natural contours of the land, surrounded by dense trees that provide natural shade.
Cottage in Saugeen Shores
4.84 out of 5 average rating, 134 reviews

Secluded 1200' beachfront private 64 acre log home

Welcome to Dragonfly Cove Our log cottage features: *1200 feet of BEACH FRONT *Family-friendly, romantic, retreat *64 private forested acres, secluded cove on Lake Huron *Sleeps 10 (8 adults +2 children on futon) *Full view of lake & sunsets from spacious deck *Full kitchen with antique stove/oven combo *Stunning large glass sunroom *Central AC+heating *Gas+wood fireplaces *Bruce Tel internet *6 person hot tub *Firepit *2 kayaks *3000 acres of manicured trails at McGregor Point Provincial Park

Top guest favourite
The exterior of a two-story house is depicted, featuring a combination of blue siding and brick. Soft illumination highlights the windows, providing a warm glow. A green lawn and a tree are visible in the foreground, alongside a vehicle parked in the driveway.
Home in Southampton
4.95 out of 5 average rating, 152 reviews

Holiday House on Huron

The location is truly special—just a short walk to boutique shops, local cafés, excellent restaurants, and a craft brewery. Whether you're here for the beach, biking the scenic Saugeen Rail Trail, or exploring the charm of small-town life, this is the perfect spot to experience it all. The open concept upper level is designed for gathering, entertaining, or simply unwinding in comfort. Main floor, you’ll find three cozy bedrooms (primary bedroom with ensuite), a full bathroom with bathtub.

Guest favourite
A spacious living area features a cozy sofa, several stylish chairs, and a rustic coffee table. Light streams in through bright windows, accentuating the blue walls and patterned rug. A dining area with modern chairs and a retro refrigerator adds character to the space.
Cabin in Southampton
4.89 out of 5 average rating, 132 reviews

Cabin Suite #2 at Driftwood Haus

Pet Friendly! Listen to the waves steps away! All newly renovated with brand new beds and furnishings. Enjoy the freedom. With the second best sunsets in the world according to National Geographic, Southampton is a community on the shores of Lake Huron in Bruce County, Ontario, Canada and close to Port Elgin. It is located at the mouth of the Saugeen River next to the Saugeen Ojibway Nation Territory. We have the most beautiful public beach in Ontario, a natural harbour and 3 lighthouses!

Guest favourite
The cottage exterior is presented with a welcoming front porch and charming double doors. Soft lighting highlights the staircase and surroundings, while landscaped greenery enhances the appeal. A combination of large windows and a gable roof contribute to the inviting architectural design.
Cottage in Southampton
4.95 out of 5 average rating, 139 reviews

Spa cottage: hot tub, sauna, cold plunge & firepit

Open plan bright cottage with Scandinavian inspiration including mid century modern furniture. Walk to beaches, bike trails and picturesque downtown (brewery, restaurants). Great for Fall hiking (Bruce Peninsula) and Winter snow shoeing and ice skating (McGregor provincial park) Go to an OHL game (Owen Sound), golf or yoga class. Outdoor spa: 7 person hot tub, 6 person sauna, cold plunge tub and fire pit. Pizza oven. Indoors: Fast wifi, table tennis and two fireplaces (natural gas)

Top guest favourite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 384 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Top guest favourite
The exterior of The Nest is depicted, featuring a charming brick façade with large windows. Lush greenery and vibrant shrubs surround the entrance, which is approached by a stone pathway. The inviting porch offers a welcoming entrance to the suite.
Home in Southampton
4.89 out of 5 average rating, 107 reviews

The Nest at Victoria Street

Welcome to The Nest! This sweet, cozy 1-bedroom self-contained suite is part of a gorgeous century home in the heart of Southampton. Located one block from the main street, walking distance to downtown shopping, restaurants, parks, hiking, swimming as well as the best small town ice cream parlours. Directly across the street is a playground & splash pad for the kids. Enjoy a cocktail & BBQ on your private deck. Come relax & treat yourself to a vacation in our lovely beach town.

Top guest favourite
A bright living area features a cozy corner seating with natural light filtering through large windows. A simple round coffee table sits centrally on a textured area rug, while a record player is positioned nearby on a cart, enhancing a minimalist aesthetic.
Home in South Bruce Peninsula
4.96 out of 5 average rating, 102 reviews

Pine Villa-Mediterranean Cottage with Hot Tub

Escape to our charming Mediterranean-inspired villa nestled in the serene countryside of Ontario. With minimalist aesthetics, the cottage offers a tranquil retreat for relaxation. Immerse yourself in the natural beauty that surrounds as you unwind on the patio or in the hot tub, or explore the countryside with our complimentary bikes. Inside, enjoy minimalist design, cozy details, and a nostalgic record player—where modern comfort meets rustic charm.

Top guest favourite
An open-concept living and dining area features hardwood floors and large windows providing ample natural light. A comfortable sectional sofa and coffee table are situated in the foreground. The dining table, accommodating multiple guests, is visible in the background near the kitchen.
Home in Port Elgin
4.93 out of 5 average rating, 108 reviews

The Clubhouse - Welcome to Port Elgin, Ontario.

A true BEACH TOWN experience! The Clubhouse in PORT ELGIN has: - Beautiful private backyard with firepit, upper and lower decks - 4 bedrooms w/ queen beds - 2 full bathrooms - 3 parking spots - 8-person dining and games table - foosball table - a home theatre w/ Netflix You will be: - 10 min WALK from Port Elgin beaches, downtown shops & pubs - 90 mins from The Grotto (Tobermory) - 40 mins from Sauble Beach No smoking, pets or parties please.

Guest favourite
The exterior of the house is shown, featuring a two-story structure with pale grey siding and white trim. Red Adirondack chairs are positioned on a grassy area in front. A fenced side yard is visible, and plenty of trees provide shade.
Home in Southampton
4.9 out of 5 average rating, 147 reviews

Dushi Beach House, Prime Southampton Location

Southampton Beach House is ideally located to take advantage of everything the area has to offer. Blocks to the beach, one block to High St (Southampton's Main St) and all of the great shops and restaurants. I purchased this 100+ year old house in Southampton in February 2021. From top to bottom the house was renovated and is basically brand new with all new furnishings.

Guest favourite
A luxury tent is set amongst lush greenery, featuring a wooden deck with Muskoka chairs and a private hot tub. A hammock is visible to one side, with a picnic table positioned nearby, all surrounded by trees and natural landscaping.
Farm stay in Elora
4.94 out of 5 average rating, 221 reviews

Luxury Glamping on Elora Sunflower Farm -Sunflower

Luxury Glamping near Elora on a private 17-acre flower farm. Tucked within a forest, each tent offers a private hot tub for a refined, nature-forward stay, with Fox and Firefly also featuring private decks and fire pits. Visit the alpacas or walk to nearby trails and into town. As an active farm and event venue, weddings may take place in the barn during your stay.

Superhost
A spacious living area features a comfortable seating arrangement with a dark sofa and rustic coffee table. Light filters through large windows, highlighting a cozy sleeping area with a wooden framed bed adorned with soft pillows. Natural elements create a calming and serene environment.
Cabin in Lucknow
4.9 out of 5 average rating, 241 reviews

Pine Reeve Cabin. Rustic cabin in the woods.

Pine Reeve cabin was once a simple 24x24 hunt shack. A vision and some time has brought it to what it is today. A rustic, quiet getaway to recharge. A 20 minute scenic drive will bring you to numerous beaches along Lake Huron. A few local places worth mentioning in the surrounding area to explore is Goderich, Bayfield, grand bend and Kincardine!

Popular amenities for Southampton family-friendly rentals

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Avg. price$226 SGD$222 SGD$238 SGD$229 SGD$262 SGD$267 SGD$299 SGD$299 SGD$250 SGD$229 SGD$209 SGD$232 SGD
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