Holiday houses 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 · Value · Cleanliness

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.

Location · Value · Hospitality

Secluded 1200' beachfront private 64 acre log home

Welcome to Dragonfly Cove Our log cottage features: *1200 feet of BEACH FRONT *Family-friendly, romantic, retreat *64 private forested acres, secluded cove on Lake Huron *Sleeps 10 (8 adults +2 children on futon) *Full view of lake & sunsets from spacious deck *Full kitchen with antique stove/oven combo *Stunning large glass sunroom *Central AC+heating *Gas+wood fireplaces *Bruce Tel internet *6 person hot tub *Firepit *2 kayaks *3000 acres of manicured trails at McGregor Point Provincial Park

Location · Value · Checkout

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.

Family · Location · Nearby

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.

Value · Location · Layout

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!

Location · Family · Biking

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.)

Family · Location · Beach

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.

Family · Location · Hospitality

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.

Location · Value · View

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.

Value · Location · Solo travel

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 · Location · Accuracy

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.

Value · Family · Wi-Fi