House holiday rentals in Southampton

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

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.

Butchart Estate: Breathtaking Victorian mansion

Give them a holiday to remember.  Gather family or friends and settle in to our beautiful and well-equipped heritage home for a few days.  Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, binge some Netflix, or play board games galore.  Outdoors, we're famous for our hills, forests, lakes and rivers, the Bruce Trail, and the views out to Georgian Bay.  But don't miss the music, museums, the markets, and amazing foodie scene, steps from your door. 

Beachy Cottage-9 beds, walk to bch/town, Hottub

Welcome to our coastal beachy vibe cottage, the perfect getaway for families, seeking a relaxing & pet-friendly vacation! Nestled in a serene small town setting, yet conveniently close to both main street and the beach, our Airbnb is designed to provide a truly awesome experience. Perfect spot to celebrate a special event or gather for a fun weekend with friends. This place is decked out - hottub, firepit, beach wagon, bikes, paddleboards, fully equipped kitchen, 65inch smart TV, & ping pong.

The south Bruce peninsula beauty

Welcome to the south Bruce peninsula! This house is located on sought after Mallory beach road it is a beautiful scenic dead end road that runs right along beautiful Georgian bay on one side and the niagara escarpment on the other side. Mallory beach road is just off the main highway between Wiarton and tobermaury. This house is right across the road from Georgian bay with water access at the S bend. This house is only a short 25 minute drive to sauble beach and 55 min drive to tobermaury!

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.

Kiss & Bond Water View Colpoys Bay 4 -Seasons

Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment .

Island View Cottage

Enjoy cottage located on beautiful Georgian Bay Wake up to spectacular water views This cottage is perfect for a family get away Bathroom and kitchen newly renovated You will love the space to cook, relax, explore the area. Have fun on the dock out front, enjoy the stars you never see in the city Unwind , cook something you love on BBQ out back. Satellite TV, 3 Smart Roku TVs. Lots of games, puzzles and DVD's WIFI is great Hang out by fire pit and watch the sunsets 5 minutes from town

Hygge House in Southampton, Ontario

Welcome to Hygge House. A space where you can slow down, nestle yourself in nature and enjoy the simple pleasures of life. Our cottage is a quick two and a half minute walk to South Beach -- Southampton's most beautiful beach! The interior of Hygge House is light and airy with sliding glass doors that open onto the back deck and garden. The side deck overlooks a meandering stream where you can enjoy your morning coffee. Hygge House is a calm space that is both tranquil and charming.

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.

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.

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.