Vacation rentals in Southampton

4.94 out of 5 average rating, 132 reviews

A light-filled living area features a comfortable gray sofa and two rattan chairs with cushions. A flat-screen TV is mounted on the wall, and a natural fiber rug lies beneath a white coffee table. Elements of greenery can be seen, adding a refreshing touch.

Cottage in Sauble Beach

COMPLETELY RENOVATED cottage -steps from the Beach

Charming coastal cottage, 2 min walk to the beach and 5 to the main strip. This is a perfect beachside retreat, with new flooring throughout, plank ceilings, fully loaded kitchen with SS appliances and quartz countertops, new bathroom, new mattresses... a large fully furnished patio and fire pit. 2.5 hours outside of TO on the shores of Lake Huron - and fully winterized for year-round getaways! AS SEEN IN HOUSE AND HOME MAGAZINE, JULY 2019! FOLLOW US: @amabelbeachhouse * linens not provided

4.98 out of 5 average rating, 128 reviews

A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.

Cottage in Southgate

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.

4.99 out of 5 average rating, 154 reviews

The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.

Yurt in Meaford

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.

4.94 out of 5 average rating, 123 reviews

The backyard features a spacious deck with steps leading down to the lawn. A hot tub is positioned beside a natural gas BBQ. Patio chairs are arranged on the deck, surrounded by a variety of trees, with side views of the house's two-story structure.

Home in Southampton

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.

4.82 out of 5 average rating, 141 reviews

A bright living area features a gray sofa, two accent chairs in blue, and a wooden coffee table. A retro red refrigerator is positioned in the kitchen space, accompanied by white cabinetry and a modern stove. Natural light enhances the welcoming atmosphere.

Cabin in Southampton

Cabin Suite #5 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!

4.99 out of 5 average rating, 117 reviews

The exterior of the cottage showcases a welcoming covered front deck framed by vibrant greenery. A sturdy wooden staircase leads to glass doors. The space features modern outdoor seating with bright yellow accents, surrounded by well-maintained gravel and flower arrangements.

Home in Wiarton

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.

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.

4.96 out of 5 average rating, 127 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)

4.96 out of 5 average rating, 314 reviews

The exterior of a tiny home is presented, featuring large glass panels that allow natural light to fill the interior. An open door reveals a glimpse of the modern decor inside. Surrounding greenery adds to the serene atmosphere of the property.

Tiny home in Arthur

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.

4.88 out of 5 average rating, 101 reviews

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

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.

4.98 out of 5 average rating, 144 reviews

A vibrant red cabin is surrounded by lush greenery, featuring a spacious elevated deck. A dining table with six chairs is set under a large umbrella, while a barbecue grill is positioned nearby. Large windows invite natural light into the interior.

Cottage in Elmwood

Little Red Cabin on the River

Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.

Superhost

A sunset view over Lake Huron is captured, displaying a vibrant array of orange and red hues reflecting on calm water. The horizon is met with silhouettes of distant trees, creating a serene coastal landscape.

Guesthouse in Port Elgin

4.83 out of 5 average rating, 125 reviews

Cozy waterfront apartment with beach access

Lakeview paradise ! 1 min walk to the beach. Waterfront guest(studio) apartment with a panoramic view of Lake Huron. Enjoy the breathtaking sunset and lake view from couch or bed. Lovely bike and walking trails nearby. 2 bikes and 2 person inflatable kayak available for rental. French press coffee machine, electric kettle, microwave, double hot plate, 3.3 cuft refrigerator + fridger, pots/pans and cutleries. I have camera facing front yard and driveway for your privacy.

Bungalow in Georgian Bluffs

A colorful rainbow umbrella provides shade over two wooden lounge chairs positioned on a dock overlooking a calm lake. Lush greenery frames the scene, enhancing the peaceful waterside setting under a partly cloudy sky.

4.98 out of 5 average rating, 141 reviews

A Naturalist's Paradise - Shepard Lake waterfront

Located on a tranquil, private, inland lake-base of the Bruce Peninsula: Spacious suite (lower level of bungalow-one unit, no shared spaces), perfect getaway for outdoor enthusiasts. Private location with secluded sitting areas, firepit, yard & dock. Boats are exclusive for guest use. Enjoy fishing/bird watching. Fabulous hiking trails & beautiful beaches for swimming just minutes away. Close to golf courses. Relax on the dock, read, BBQ & enjoy campfires.

Vacation rentals for every style

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Cabins

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Quaint homes, peaceful surroundings

Popular amenities for Southampton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Southampton

4.96 out of 5 average rating, 23 reviews

A spacious sleeping area features a large bed with a light-colored quilt. Natural light fills the room through glass doors that lead to a private deck. Wooden cabinetry provides storage, while a small area rug and potted plants add a touch of warmth.

Apartment in Southampton

Coyotes on 14

A single-story cottage is surrounded by trees, featuring a covered deck with outdoor seating. The faÃ§ade is adorned with large windows, providing ample natural light. A well-maintained garden borders the property, enhancing the tranquil outdoor setting.

4.93 out of 5 average rating, 28 reviews

The Birches of Southhampton steps from Lake Huron

5 out of 5 average rating, 69 reviews

A charming cabin nestled amidst lush greenery, with large windows revealing a welcoming interior. A serene creek flows in the foreground, bordered by vibrant foliage. A cozy outdoor seating area is visible under a shaded gazebo, enhancing the natural setting.

Cabin in Kimberley

Luxury Creekside Cabin with Sauna

A modern kitchen area features a central island with seating for six, complemented by light cabinetry. Large windows provide river views, while a cozy sitting area with a gas fireplace and comfortable furnishings is visible in the background.

4.9 out of 5 average rating, 40 reviews

The Osprey Lookout - 4 Season Riverfront Cottage

5 out of 5 average rating, 44 reviews

An open-concept living area showcases a modern kitchen with black stainless appliances and a 4-seat island. A light-colored sofa with decorative pillows sits in the foreground, while floor-to-ceiling windows provide natural light. The bedroom is seen in the background, partially visible.

Cottage in Port Elgin

The Summers on Mill, The Sunset Cottage

The exterior of the cottage is marked by a dark grey facade and a peaked roof. White trim outlines the windows and door. A set of steps leads to the front entrance, surrounded by vibrant white flowers and neatly maintained greenery.

4.7 out of 5 average rating, 302 reviews

Cozy Southampton Beach House - Pets Welcome

4.91 out of 5 average rating, 90 reviews

A cozy living area features a stone fireplace and a large flat-screen TV. Seating includes a grey sofa and two orange patterned chairs. A vibrant area rug covers the floor, and natural light is welcomed through the windows, creating a comfortable space for relaxation.

Cottage in Port Elgin

Gobles Grove Retreat with 4 bedrooms, hottub&sauna