Holiday houses in Southampton

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Top-rated holiday rentals in Southampton

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Top Guest favourite
The exterior of a green-grey one-story apartment is visible, featuring a private entrance and wooden steps. Large windows allow natural light to illuminate the space, while fallen leaves frame the walkway. A small shrub is positioned beside the entrance, enhancing the inviting appearance.
Apartment in Owen Sound
4.97 out of 5 average rating, 102 reviews

Private with Self Check-in Bright & Modern Comfort

License: STR2025-9250261010 Welcome to our bright and clean one-bedroom suite ideal for singles, couples, or small families. Walking distance to the Bruce Trail, a short drive to parks, beaches, and lakes; and a good home base to explore the Bruce Peninsula and Tobermory. A comfortable queen size bed in the bedroom with a selection of bedding and pillows. Fully equipped kitchen, modern bathroom, full suite of TV streaming with high-speed internet. Residential area on the west side of town.

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, 138 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.

Guest favourite
A cozy living area features a large television atop a wood and white media console, alongside a gas fireplace that emits a warm glow. A compact kitchen setup is visible in the background, creating an inviting space for relaxation.
Cabin in Southampton
4.84 out of 5 average rating, 114 reviews

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!

Top Guest favourite
An outdoor patio area is featured, including a comfortable seating arrangement with a table and chairs beneath a large umbrella. The entrance to the cottage is visible, framed by wood paneling and greenery, creating a welcoming and serene space.
Home in Port Elgin
4.96 out of 5 average rating, 28 reviews

The Summers on Mill, The Sunrise Cottage

Enjoy a stylish and relaxing experience at this centrally located cottage in Port Elgin, ON. Newly renovated and professionally designed, you may never want to leave! Cottage 1 features a two bedroom layout, perfect for small families. 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.

Top Guest favourite
A modern kitchen is displayed, featuring white cabinetry and stainless steel appliances, including a refrigerator, stove, and microwave. A leather sofa is positioned in the foreground. A ceiling fan provides airflow over the space, while light wood flooring adds warmth.
Guesthouse in Southampton
4.98 out of 5 average rating, 46 reviews

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.

Guest favourite
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.
Cottage in Southampton
4.96 out of 5 average rating, 134 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)

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, 105 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 spacious living area features a large dining table extending towards a window wall, which allows natural light to fill the space. A surfboard is mounted above the seating area, which includes a comfortable leather couch and unique lighting fixtures, enhancing the relaxed ambiance.
Cottage in Southampton
5 out of 5 average rating, 70 reviews

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!

Guest favourite
A spacious living room is furnished with a comfortable sofa and a coffee table, featuring a ceiling fan above. A television is placed on a console, with large windows allowing natural light. An open doorway leads to a dining area with a round table and wooden chairs.
Home in Saugeen Shores
4.87 out of 5 average rating, 53 reviews

Red Doors on Green

Newly renovated Century home located perfectly within walking distance to downtown restaurants and to the beautiful Lake Huron beach. The house has three bedrooms and one bathroom on the second floor. The main floor features a comfortable living room, fully equipped kitchen, and dining room . Bed linens and towels are provided. Outside there is a lovely gazebo with an outdoor dining area, BBQ, and chiminea to get the most of your days outside. Perfect for families!

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
4.92 out of 5 average rating, 105 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.

Top Guest favourite
A rustic bunkie is nestled among lush trees, featuring a wooden porch with steps leading to the entrance. Two outdoor chairs are positioned beside a circular stone fire pit, creating a relaxed atmosphere for gatherings. A variety of greenery surrounds the area.
Guesthouse in Neustadt
4.93 out of 5 average rating, 410 reviews

Bunkie in the Country

Now CLOSED until spring The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. For allergenic reasons and safety of animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

Popular amenities for Southampton holiday rentals

When is the best time to visit Southampton?

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Avg. price$266 NZD$264 NZD$268 NZD$274 NZD$301 NZD$323 NZD$368 NZD$363 NZD$308 NZD$293 NZD$273 NZD$294 NZD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Southampton?

    Four-legged friends are welcome in Southampton. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Southampton?

    Yes! Work meets play with ease at over 70 vacation rentals in Southampton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Southampton have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Southampton. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Southampton?

    Southampton has more than 20 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Southampton?

    Experience the best of Southampton with our cabin rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Southampton have wifi?

    Absolutely! We offer over 20 cottage rentals with wifi in Southampton. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Southampton have a bbq area?

    Absolutely! We offer over 10 cottage rentals with a bbq area in Southampton. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Southampton?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Southampton

  • Total holiday rentals

    Explore 140 holiday rentals in Southampton

  • Nightly prices starting at

    Southampton holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Southampton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Southampton rentals

  • 4.8 Average rating

    Southampton stays are highly rated by guests—averaging 4.8 out of 5!

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