House holiday rentals in Southampton

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

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.

Close to Beach & Skiing with Large Fenced in Yard

Whether you are looking to rest and recharge or head out on an epic adventure in the hills, this comfortable century home is the perfect base. Nestled in the quaint town of Meaford the home is walking distance to everything you need for a great stay. It has a large backyard, fire area, patios, laundry, stocked kitchen & two living rooms. The recently updated home is set up perfectly for families & medium sized groups. The large fenced in backyard is perfect for pets and a great space for kids.

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 .

Huckleberry’s Hideaway (Sauna, Starlink Internet)

Relax and enjoy the true cottage lifestyle with a clean, restful and modern feel. Perfect spot to enjoy a peaceful getaway warming up in the Sauna or around the fireplace. Centrally located on the Bruce Peninsula to Tobermory and Sauble Beach. Lovely views of Berford Lake with a public beach only 10 min drive away. Family friendly or couples getaway - we’ve got you covered. Cozy interior, with lots of parking, beautiful covered front decking. BBQ, campfires, Sauna you name it - it’s here.

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

The Meaford Retreat! Beautiful Home on Wooded Lot.

Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

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.

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.

Williamsford Blacksmith Shop

Make some memories at the historic stone blacksmith shop built 1888. Located in Williamsford, Ontario. Conveniently located to the historic sites, waterfalls, the Bruce trail, rail trails for hiking and snowmobiling. Short 20 minute drive to Owen Sound. Sauble Beach 40 minutes. Tobermory drive 1 hr 1/2. Markdale 20 minutes. Enjoy the sites surrounding or a peaceful night by the campfire with campfire wood provided.