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.

Forest Loft - Forest, Sauna, Ponds & Stargazing

The “Forest Loft” is a one-of-a-kind space surrounded by the old-growth trees of Kinghurst Forest. The 1,600-square-foot space sleeps up to four and features two Queen-size beds and linens, huge harvest table, indoor kitchenette with a stovetop and fridge, filtered water, shower, propane and wood stove heating, in-door basketball hoop, hammock, picnic table, a commercial grade BBQ, fire ring and access to two beautiful spring-fed ponds. Access to Finnish sauna for four is available on request.

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 .

High Street Haven 3 bedrooms, 5 beds, 2 full baths

High Street Haven is centrally located in Southampton, near shops & restaurants, Ferry Lake Park and Trail (across the road), and is a 12-15 min walk from beautiful Southampton beach, boardwalk, Chantry Island Lighthouse. You can see Lake Huron and Iconic Southampton waterfront Flagpole from the end of the driveway. This charming 1930's 3 bedroom, 2 full bathroom, two story house has been completely updated with a chef level kitchen, new appliances, and outdoor landscaping with firepit.

Serenity House

Welcome to Serenity House! This is a custom-built, non-toxic focused home designed for rest, renewal, and reconnection. With natural materials, like hempcrete insulated walls, radiant in-floor heating, EMF-aware design, and peaceful interiors bathed in light, every detail supports your well-being. Perfect for conscious travellers, couples, or families seeking a truly serene home-away-from-home. Designed for people who need a welcoming space to stay for a while to heal and/or destress.

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.

Riverfront Retreat ~ The Farmhouse

Welcome to your dream riverside getaway! This 4-season, farmhouse-style cottage blends rustic charm with beach chic. Enjoy stunning Saugeen River views, spectacular sunsets, and a spacious yard with fire pit. Inside, relax in three comfy bedrooms with full amenities. Unwind fireside at the funky bar shed or explore nearby Lake Huron & Southampton for top-tier fishing, boating, and beaches and downtown amenities. Perfect for every season. ✨Ask about 7+ night discounts Sept–May!

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.

Luxury 4 Bedroom Beach House in Southampton

Beach House by the Woods in Southampton. Indulge in this newer built house that is sure to impress. Sleeps up to 10. Thoughtfully designed, featuring 2 primary bedrooms, with ensuites +2 more bedrooms. All bedrooms are on the 1st or 2nd floor. It has a chef's kitchen, comfortable living area and dining room to fit everyone. The landscaping is the finishing touch, with a 10 person outdoor dining area, fire pit & front porch. Book your getaway today.