Family-friendly holiday rentals in Southampton

The Hampton House Luxury Rental

Beautiful newly renovated house. Forget your worries in this spacious and serene space. The Hampton House is nestled in a cozy neighborhood, only a few minute walk from the beautiful sandy shores of Southampton, Ontario. Let us take care of you and your guests so you can relax and enjoy your vacation as you were meant to. We offer a beautiful space for up to 8 guests to sleep comfortably with a full kitchen, bed and bath amenities. Where tranquility, adventure, and a lifetime of memories await.

Family · Kitchen · Decor

Family Cottage close 2 everything room 4 everyone!

Large common spaces and lots of natural light make this a comforting space. Backing on to wooded trails, walking distance to everything, come and enjoy a slower more relaxed pace of life. At the beach, at the tennis club, on the river, in the woods, or in town. Or just hang with your favorite people on the deck, the screened poarch or around the big table. With heightened awareness of cleaning and safety we follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance.

Indoor spaces · Family · Amenities

Beachy Bungalow - The Fox Den

The Fox Den is a cozy four-season getaway just minutes from Southampton’s beautiful beaches and steps from the Saugeen River. With a private backyard fire pit, cozy gas fireplace, and access to the riverside dock, it’s the perfect base for relaxing, fishing, or exploring the area year-round. Enjoy world-class fishing, nearby beaches, golf courses, and downtown amenities. Ideal for families or small groups (max 5 guests). ✨ Ask about discounts for 7+ night stays from September through May!

Indoor spaces · Kitchen · Accuracy

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Indoor spaces · Kitchen · Check-in

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.

Family · Kitchen · Air conditioning

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!

Kitchen · Family · Quiet

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)

Indoor spaces · Kitchen · Check-in

Awesome Lakefront Cottage with Private Shoreline

Enjoy exclusive use of our spacious lakehouse directly on Lake Huron. Gorgeous sunsets and view of Chantry Island. Huge deck with patio furniture with stairs to the lakeside garden with firestand. Bike, walk or blade along the paved lakeshore biking trail. Gas fireplace in livingroom for cooler evenings or your morning read. Fully equipped kitchen. Three bedrooms, lower level family room, three bathrooms, laundry facilities. We cherish our cottage. Respectful, five guests maximum.

Indoor spaces · Family · Hiking

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.

Indoor spaces · Kitchen · Outdoor spaces

The Stone Heron

Welcome to the Stone Heron, a diamond in the country side!.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom and queen bed in aw/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly!

Kitchen · Indoor spaces · Nearby

Surfhütte on Chantry Beach in Southampton Ontario.

Introducing Surfhütte, our sweet house nestled beside the sands and dune grasses of Chantry Beach in Southampton, Ontario. Tucked in between a collection of vintage cottages and cedar trees, Surfhütte is a little slice of paradise on the shores of Lake Huron. We have a private dedicated easement right on to the beach and are steps from the tennis club, great coffee shops, bakery, beach playgrounds and everything else Southampton and the Bruce Peninsula has to offer!

Family · Kitchen · Laundry

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.

Family · Indoor spaces · Bathroom