Holiday houses in Southampton

4.87 out of 5 average rating, 415 reviews

Home in Meaford

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

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

4.95 out of 5 average rating, 109 reviews

Holiday House on Huron

A beautiful location on a quiet street just steps from downtown Southampton and one of the best beaches in Ontario! This location is a hidden gem, with lake views from the back deck and kitchen window. Entertain your guests in the newly renovated open concept great room and unwind after a day at the beach. Relax in the backyard hot tub or roast marshmallows on the fire pit. This house is a short walk from several excellent restaurants, picturesque cafes and shops, and a small town craft brewery.

4.98 out of 5 average rating, 112 reviews

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.

4.87 out of 5 average rating, 108 reviews

Guesthouse in Port Elgin

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 kayak available for rental. French press coffee machine, electric kettle, microwave, double hot plate, 3.3 cuft refrigerator + fridger, pots/pans and cutleries to make your stay comfortable. I have camera facing front yard and driveway for your privacy.

4.86 out of 5 average rating, 121 reviews

Cabin in Oliphant

Oliphant Cottage-Private Beach! Sunsets! Campfires

Experience the perfect blend of rustic charm & relaxation at this cozy 3-bedroom waterfront retreat on Lake Huron! With warm wood paneling & a laid-back vibe, this quintessential cottage invites you to slow down and soak in the simple pleasures of life. Wake up to the gentle waves rolling in, have lazy afternoon's lounging in the sun on the private sandy beach, read a book, nap in the hammock, swim & play board games with the kids and end the day unwinding by the fire under a canopy of stars.

Cottage in Saugeen Shores

4.94 out of 5 average rating, 122 reviews

Boho Cove - A Couple's Cottage At the beach

Welcome to Boho Cove - A Couple's Cottage at Port Elgin's Main Beach *Limited time discount for weekly summer 2025 bookings!! Situated on our favorite lane, this location has all the beach feels. A sandy path carries you to Port Elgin's harbor front & main beach. Surrounded by Lake Huron's waterfront coast and minutes away from all of our amazing hiking & biking trails. Enjoy one of the best sunsets in the world! This beautiful open concept cottage has been renovated from top to bottom.

4.84 out of 5 average rating, 102 reviews

Cabin in Southampton

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!

4.87 out of 5 average rating, 84 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.

4.93 out of 5 average rating, 378 reviews

Guesthouse in Neustadt

Bunkie in the Country

Now open! 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. We have 1 large dog on site (lives in the house). For allergenic reasons and safety of other 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!

4.96 out of 5 average rating, 275 reviews

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 fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

4.91 out of 5 average rating, 11 reviews

Apartment in Southampton

Beautiful Basement Apartment in Southampton

Located just steps away from the beach, the Rail Trail, and downtown Southampton— this home is located in the perfect spot to meet all of your vacation needs! The home has two bedrooms and one bathroom. The couch has a queen sized pull out so the unit can comfortable sleep up to 6 people. The home was built in 2023 and this unit is a secondary suite in the basement with its own entrance and massive windows! The home also has laundry, a fireplace, and a dishwasher!

Bungalow in Georgian Bluffs

4.98 out of 5 average rating, 129 reviews

A Naturalist's Paradise - Shepard Lake waterfront

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

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Popular amenities for Southampton holiday rentals

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Other great holiday rentals in Southampton

4.93 out of 5 average rating, 15 reviews

Apartment in Southampton

BRAND NEW 2 bedroom suite steps to Lake Huron

Anka LRating, 5 stars2 weeks ago

Jennifer was a great host to book with and the accommodations were perfect for the two of us. She thought of everything to make our stay enjoyable - coffee, creamers, spices, condiments, and lots more! Accommodations were very comfortable and nicely decorated - exactly as pictured. And the location is terrific - close to the river and beaches and easy walking distance to downtown Southampton. Really appreciate that it was a quiet residential area.

Cabin in Southampton

5 out of 5 average rating, 4 reviews

Stillwater Bunkie

AlzbetaRating, 5 stars2 days ago

Perfect spot for a peaceful retreat out of the city. The bunkie was clean and the surroundings were serene. Colin was a great host, very welcoming and responsive to messages.

5 out of 5 average rating, 17 reviews

Home in Port Elgin

Over Easy~3BR Private Yard, Near Trails & Beach

SaikiranRating, 5 stars1 month ago

The listing description doesn’t justify how great the place is. It has all the amenities as well as a workspace. Julie is responsive and very accommodating, really enjoyed our stay and had a wonderful time.

4.98 out of 5 average rating, 58 reviews

Apartment in Owen Sound

Private with Self Check-in Bright & Modern Comfort

AbhishekRating, 5 stars1 day ago

We had a wonderful stay at this cozy and comfortable place. Everything was thoughtfully arranged, with all the amenities we needed. The space was quiet and peaceful. It was perfect for a relaxing stay. Perfect host. We’ll love to book it again. Highly recommended!

Cottage in Southampton

4.69 out of 5 average rating, 285 reviews

Cozy Southampton Beach House - Pets Welcome

AdamRating, 5 stars2 days ago

It was perfect for us to hang our hat while in a baseball tournament. Close to everything. Clean and cosy!!

4.98 out of 5 average rating, 57 reviews

Spacious with Hot Tub, Sauna, Fireplace, 3 Kings!

KathleenRating, 5 stars11 months ago

Mark and Chris were exceptional hosts. Very informative and went above and beyond in their home to make it comfortable. This Airbnb is more than advertised, you will very pleasantly surprised. The location is perfect. Amenities are within a 10 minute drive and the home is located in a very quiet neighborhood. Beautiful private backyard with lovely flowers and pretty song birds. The hot tub and sauna was a very welcomed benefit. The beds are extremely comfortable and spacious rooms. We will definitely go back. Thank you Mark and Chris.

5 out of 5 average rating, 37 reviews

Home in Sauble Beach

Sauble Dream-Steps to the Beach, Firepit

SnowRating, 5 stars8 months ago

A very clean tidy cute little place to stay for the long weekend. Josie has been very proactive on instructions or recommendations, I didn’t have to ask. The place is very functional and right across the beach, unfortunately there are bushes that blocks the beach view, it’s easy to get to the beach but would’ve been nice to be able to see the beach from the house. Beds and pillows are comfortable, kitchen has everything you need even though we didn’t use it much. There is only 1 bathroom, on the main floor, a bit of inconvenient for bedrooms upstairs but manageable. There is a little restaurant on the street that has delicious food, about 6mins walk from the cottage. My only recommendation for the house is to have shaded curtains for the living room and dining room for more privacy, not so much of an issue for us since the area is quiet during the fall season, but could be an issue in the summer. Cleaning fee is also on the high end. Overall a very comfortable lovely stay