Holiday rentals in Southampton

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Quick stats about holiday rentals in Southampton

  • Total holiday rentals

    Explore 130 holiday rentals in Southampton

  • Nightly prices starting at

    Southampton holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,220 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

    60 properties have a dedicated workspace

  • Wifi availability

    120 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!

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
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, 42 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
An open-concept living area showcases a modern kitchen with black stainless appliances and a 4-seat island. A light-colored sofa with decorative pillows sits in the foreground, while floor-to-ceiling windows provide natural light. The bedroom is seen in the background, partially visible.
Cottage in Port Elgin
4.96 out of 5 average rating, 53 reviews

The Summers on Mill, The Sunset Cottage

@thesummersonmill Enjoy a stylish and relaxing experience at this centrally located cottage in Port Elgin, ON. Newly renovated and professionally designed, you may not want to leave! Cottage 2 features a one-bedroom with a pull-out couch. 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.

Guest favourite
An aerial view of a lush, green landscape along a tranquil shoreline, showcasing a secluded cove with sandy and pebbly beach areas. The clear turquoise water gently laps at the natural contours of the land, surrounded by dense trees that provide natural shade.
Cottage in Saugeen Shores
4.84 out of 5 average rating, 138 reviews

Secluded 1200' beachfront private 64 acre log home

Welcome to Dragonfly Cove Our log cottage features: *1200 feet of BEACH FRONT *Family-friendly, romantic, retreat *64 private forested acres, secluded cove on Lake Huron *Sleeps 10 (8 adults +2 children on futon) *Full view of lake & sunsets from spacious deck *Full kitchen with antique stove/oven combo *Stunning large glass sunroom *Central AC+heating *Gas+wood fireplaces *Bruce Tel internet *6 person hot tub *Firepit *2 kayaks *3000 acres of manicured trails at McGregor Point Provincial Park

Guest favourite
A charming A-frame cabin stands amidst lush green trees, with expansive glass doors opening to a wooden deck. Comfortable seating arrangements are present, complemented by planters filled with blooming flowers, creating a serene and inviting outdoor space.
Place to stay in Southgate
4.99 out of 5 average rating, 285 reviews

Aframe cabin by babbling brook with sauna & hottub

Cabin partially OFF GRID in winter months (Nov 1-May 7) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse *Wood hot tub replaced in 2025 with nordic spa *Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road *Wood stove remains off-limits during the summer season (June-September). Wood & kindling provided for fall/winter use *No firewood provided for firepit/guests to pick up

Top guest favourite
The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.
Yurt in Meaford
4.99 out of 5 average rating, 194 reviews

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

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
4.96 out of 5 average rating, 160 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
The cozy bedroom features a spacious bed with a patterned white and yellow duvet. Natural light enters through the nearby window, illuminating the room. A small lamp beside the bed adds soft lighting, while the open doorway reveals a glimpse of the kitchen area.
Cabin in Southampton
4.81 out of 5 average rating, 134 reviews

Cabin Suite #3 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
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.
Guest house in Southampton
4.98 out of 5 average rating, 54 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
4.95 out of 5 average rating, 143 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)

Guest favourite
The exterior of the cottage is marked by a dark grey facade and a peaked roof. White trim outlines the windows and door. A set of steps leads to the front entrance, surrounded by vibrant white flowers and neatly maintained greenery.
Cottage in Southampton
4.72 out of 5 average rating, 332 reviews

Cozy Southampton Beach House - Pets Welcome

Long term rental availability. Air conditioned 2 bedroom+sunroom with pullout couch fully equipped cottage that blends modern comforts with a beachy feel. 5 minute walk from the sandy shores of crystal clear Lake Huron in the family friendly town of Southampton Ontario, you won't find a better place to vacation! From a multitude of activities, relaxing and playing at the beach or simply enjoying our world famous sunsets, This is where you want to be for an authentic beach vacation.

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, 83 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 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
4.95 out of 5 average rating, 108 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.

Popular amenities for Southampton holiday rentals

When is the best time to visit Southampton?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$215 SGD$217 SGD$231 SGD$212 SGD$233 SGD$250 SGD$284 SGD$281 SGD$238 SGD$226 SGD$211 SGD$228 SGD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Southampton?

    Central Southampton, areas near the beach, and the lakeshore neighborhood are frequently suggested for their convenience to shops, parks, and waterfront paths. Stays often come with access to outdoor spaces and coastal scenery.

  • What are the best things to do in Southampton with kids?

    Families often visit sandy beaches, playgrounds in waterfront parks, and take part in creative workshops at local art centers. Exploring nature trails or visiting the Southampton Lighthouse gives kids a chance to learn and play outdoors.

  • What are some of the best things to do in Southampton?

    Explore sandy beaches, stroll along High Street’s shops, and visit the Southampton Lighthouse. Many visitors enjoy nature trails, local galleries, and seasonal community festivals.

  • How is the weather in Southampton?

    Southampton has cold winters with temperatures between 12–32°F (-11–0°C) and warmer summers around 49–70°F (10–21°C). Winters are snowy, while late spring and summer bring milder weather and more outdoor opportunities.

  • When is the best time to visit Southampton?

    Late spring through early autumn is often recommended for milder weather, waterfront activities, and seasonal festivals. Cooler months bring snow, making nature walks and cozy downtown visits a frequent choice.

  • What are the best places to visit in Southampton?

    Southampton has sandy beaches, the Southampton Lighthouse, and quaint shops along High Street that are often recommended. Visitors also explore nearby nature trails and waterfront parks for a relaxing experience.

  • What are some hiking trails in Southampton?

    Southampton has the Saugeen Rail Trail, sandy shoreline paths near the main beach area, and walking routes that wind through local parks. These trails are frequently suggested for exploring woodlands, wetlands, and lakefront views.

  • What are some family activities we can do in Southampton?

    Families can enjoy beach days, picnics in waterfront parks, and nature walks along river trails. Creative workshops at art centers and visiting the lighthouse are often recommended for all ages.

  • What are some of the best day trip ideas from Southampton?

    Explore charming small towns nearby, visit conservation areas with nature trails, or enjoy sandy beaches around Lake Huron. Local galleries, historic museums, and lighthouse tours are frequently suggested day trips.

  • Are there any pet friendly accommodations available in Southampton?

    Southampton has pet friendly accommodations, particularly near the beach and lakeshore neighborhoods. Many stays feature easy access to outdoor spaces, local parks, and walking trails for traveling with pets.

  • What are some local tips for visiting Southampton?

    Explore early mornings on the beach, visit local shops for handmade crafts, and try locally sourced foods at farmers markets. Many visitors enjoy walking along the waterfront trail and catching sunset views near the lighthouse.

  • What is Southampton known for?

    Southampton is known for sandy Lake Huron beaches, the historic Southampton Lighthouse, and a friendly downtown with independent shops. Many recognize its vibrant arts scene and welcoming coastal atmosphere.

  • What are the best hidden gems to explore in Southampton?

    Discover The Saugeen River trail, artistic downtown murals, and small independent galleries that showcase local creativity. Quiet green spaces and sandy dune areas around the waterfront are often recommended for those seeking a peaceful spot.

  • What are the best foods to try in Southampton?

    Southampton has locally caught fish, classic fish and chips, and fresh bakery goods that are often recommended. Many visitors enjoy seasonal produce from farmers markets, and homemade maple treats are frequently suggested.

  • What should I bring for a trip to Southampton?

    Pack layered clothing to prepare for cooler mornings or breezy beach days, especially since winter temperatures dip as low as 12–26°F (-11––3°C), while summer averages are around 49–70°F (10–21°C). Include sunscreen, comfortable walking shoes, and a reusable water bottle.

  • What is the nightlife in Southampton like?

    Nightlife in Southampton is relaxed and locally rooted, with pubs, restaurants, and small venues hosting live music around central streets. Many visitors enjoy evening walks along the waterfront and friendly gatherings in casual settings.

  • What are the most popular events or festivals in Southampton?

    Southampton has seasonal events such as arts and crafts festivals in summer and community music gatherings during warm months. Local celebrations around Labor Day weekend and autumn markets are frequently suggested.

  • Are there family friendly vacation rentals in Southampton?

    Southampton has family friendly vacation rentals, especially near central areas and around the waterfront. Many hosts provide features such as spacious common spaces, outdoor amenities, and access to parks.

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