House holiday rentals in Southampton

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Top-rated house rentals in Southampton

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Guest favourite
The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.
Home in Meaford
4.86 out of 5 average rating, 523 reviews

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

Top guest favourite
A sandy beach stretches along the shore, interspersed with smooth pebbles. Gentle waves lap at the water’s edge, with the horizon meeting a clear blue sky. Lush greenery is visible in the distance, framing the tranquil scene.
Home in Southampton
5 out of 5 average rating, 39 reviews

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.

Top guest favourite
The exterior of a three-story cottage is illuminated at night, showcasing its inviting wrap-around porch. The porch features ample seating under a covered area, surrounded by lush greenery, highlighting the warm glow coming from the windows.
Home in Southampton
4.95 out of 5 average rating, 75 reviews

Beachy Cottage-9 beds, walk to bch/town, Hottub

Welcome to our coastal beachy vibe cottage, the perfect getaway for families, seeking a relaxing & pet-friendly vacation! Nestled in a serene small town setting, yet conveniently close to both main street and the beach, our Airbnb is designed to provide a truly awesome experience. Perfect spot to celebrate a special event or gather for a fun weekend with friends. This place is decked out - hottub, firepit, beach wagon, bikes, paddleboards, fully equipped kitchen, 65inch smart TV, & ping pong.

Top guest favourite
A cozy living area features a plush gray sofa and two bright armchairs, inviting relaxation. Natural light filters through the large windows, illuminating the wooden log walls and earthy decor elements, while a small coffee table sits in the center.
Home in Elora
4.99 out of 5 average rating, 249 reviews

Log Cabin in the heart of downtown Elora

The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Top guest favourite
The exterior of a two-story house is depicted, featuring a combination of blue siding and brick. Soft illumination highlights the windows, providing a warm glow. A green lawn and a tree are visible in the foreground, alongside a vehicle parked in the driveway.
Home in Southampton
4.95 out of 5 average rating, 152 reviews

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.

Top guest favourite
Home in Wiarton
4.97 out of 5 average rating, 190 reviews

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 .

Top guest favourite
An aerial view of a serene shoreline along Georgian Bay, featuring a small sailboat resting in clear turquoise waters. Lush green trees line the back of a tranquil cottage community, with road access visible nearby.
Home in Wiarton
4.92 out of 5 average rating, 128 reviews

Island View Cottage

Enjoy cottage located on beautiful Georgian Bay Wake up to spectacular water views This cottage is perfect for a family get away Spend the day swimming, fishing, or relaxing on the dock overlooking the bay. End the evening around the fire pit under incredible star-filled skies. Satellite TV, 3 TVs. Fast reliable WiFi suitable for streaming and video calls Experience the beautiful Bruce Peninsula during Cozy fall and winter stays Four season cottage with central heat and gas fireplace

Top guest favourite
A cozy interior space features a modern fireplace with a flat-screen television mounted above it. Light wood shelves display decorative items. A minimalist chair and a small lamp contribute to the warm atmosphere. Artwork lines the walls, adding character to the room.
Home in Southampton
5 out of 5 average rating, 22 reviews

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.

Top guest favourite
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
4.89 out of 5 average rating, 107 reviews

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.

Top guest favourite
A charming entrance is framed by an inviting covered porch, featuring decorative woodwork and a bright yellow door. Lush greenery surrounds the entryway, providing a serene and welcoming atmosphere. A stone path leads toward the door, enhancing the home's inviting character.
Home in Elora
4.97 out of 5 average rating, 885 reviews

Elora Heritage House

Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

Top guest favourite
A bright living area features a cozy corner seating with natural light filtering through large windows. A simple round coffee table sits centrally on a textured area rug, while a record player is positioned nearby on a cart, enhancing a minimalist aesthetic.
Home in South Bruce Peninsula
4.96 out of 5 average rating, 101 reviews

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.

Top guest favourite
An open-concept living and dining area features hardwood floors and large windows providing ample natural light. A comfortable sectional sofa and coffee table are situated in the foreground. The dining table, accommodating multiple guests, is visible in the background near the kitchen.
Home in Port Elgin
4.93 out of 5 average rating, 108 reviews

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.

Popular amenities for house rentals in Southampton

When is the best time to visit Southampton?

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Avg. price$226 SGD$203 SGD$256 SGD$229 SGD$230 SGD$256 SGD$281 SGD$277 SGD$243 SGD$228 SGD$210 SGD$229 SGD
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Quick stats about house rentals in Southampton

  • Total holiday rentals

    Explore 50 holiday rentals in Southampton

  • Nightly prices starting at

    Southampton holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Southampton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southampton rentals

  • 4.9 Average rating

    Southampton stays are highly rated by guests – averaging 4.9 out of 5!

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