Holiday rentals in Southampton

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Top-rated holiday rentals in Southampton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Owen Sound
4.97 out of 5 average rating, 104 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 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, 73 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 modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.
Cottage in Southgate
4.99 out of 5 average rating, 155 reviews

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.

Top guest favourite
An open concept living area showcases a modern kitchen with gray cabinetry and stainless steel appliances. A large island with seating is visible alongside a dining table accommodating multiple chairs. Light fixtures illuminate the space, enhancing the overall brightness of the room.
Home in Southampton
4.95 out of 5 average rating, 141 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.

Superhost
A communal outdoor space is shown, featuring a central area with colorful Adirondack chairs and a fire pit surrounded by a pebbled base. Nearby are cabins with porches, and pathways lead through a landscaped environment with trees and seating arrangements.
Cabin in Southampton
4.81 out of 5 average rating, 156 reviews

Cabin Suite #5 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 covered patio area features two wicker chairs with red cushions, positioned beside green hosta plants. A barbecue grill is placed against a slatted fence, contributing to a private outdoor environment surrounded by lush greenery.
Guest house 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
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, 71 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!

Top guest favourite
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
Flat in Kincardine
4.94 out of 5 average rating, 530 reviews

Lambton Place

LOCATION! LOCATION! LOCATION! Country charm meets urban chic in this stylish three-room suite in 100-year-old house. One block from the beach, one block from downtown shopping, restaurants and pubs. 1) Extra large bedroom, with closet, bureau, king bed; 2) Luxurious, four-piece, ensuite bathroom, with soaker tub, walk-in shower; 3) Sitting room with Wi-Fi, Smart-TV, cable; couch, chair, coffee-maker and small fridge. No kitchen.

Popular amenities for Southampton holiday rentals

When is the best time to visit Southampton?

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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.

  • 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 house rentals in Southampton?

    Experience the best of Southampton with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Southampton have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Southampton. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Southampton have wifi?

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

  • Do house rentals in Southampton have a bbq area?

    Absolutely! We offer over 40 house rentals with a bbq area in Southampton. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with a bbq area, 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 £22 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Southampton holiday rentals include wifi 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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