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.

The Summers on Mill, The Sunset Cottage

@thesummersonmill Enjoy a stylish and relaxing experience at this centrally located cottage in Port Elgin, ON. Newly renovated and professionally designed, you may not want to leave! Cottage 2 features a one-bedroom with a pull-out couch. You are an 8-minute walk to Main Beach and a 12-minute walk to the downtown restaurants and shops. You will also be close to wooded walking trails and the shore road alongside the lake where you can bike, walk, or rollerblade to Southampton on the paved path.

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!

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

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.

Cabin Suite #6 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!

Osprey Lookout ~ A Riverside Escape

Escape to “Osprey Lookout,” your cozy, bright, two-story three bedroom cottage on the Saugeen River. Take in stunning river views from your patio. Inside, unwind by the gas fireplace or cozy up in the loft to play board games. Enjoy world-class fishing, beaches, golf, and nearby shops and restaurants—or simply slow down and soak up the tranquility. ✨ Ask about discounts for 7+ night stays from September through May! (Note: Our 6 person maximum is firm due to water & septic capabilities.)

Steps Away Guesthouse

Location, Location, Location. Once you have arrived you can park your car for the duration of your getaway. You can walk to the sandy beaches, stroll uptown to your favourite restaurant, shop in the many specialty stores located on "High Street" or wander down to the Saugeen River and catch the fishing boats arriving after a "day's catch". Breathtaking sunsets views are less than a block away and you will hear the waves from your Guesthouse patio while relaxing or BBQing the next meal.

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.

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.

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.