Vacation rentals in Southampton

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Top-rated vacation rentals in Southampton

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

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Top guest favorite
A charming stone house is set against a backdrop of lush greenery. The facade features large windows and a welcoming porch. A well-kept lawn leads to the entrance, offering a serene view of the surrounding trees.
Cabin in Arthur
4.99 out of 5 average rating, 410 reviews

The Stone Heron

Welcome to the Stone Heron, a diamond in the country side! An hour from Toronto.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom 2nd BR bunk beds w/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly

Top guest favorite
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, 160 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.

Guest favorite
A cozy living area features a stone fireplace and a large flat-screen TV. Seating includes a grey sofa and two orange patterned chairs. A vibrant area rug covers the floor, and natural light is welcomed through the windows, creating a comfortable space for relaxation.
Cottage in Port Elgin
4.9 out of 5 average rating, 103 reviews

Gobles Grove Retreat with 4 bedrooms, hottub&sauna

Escape to the newly renovated Gobbles Grove Retreat. This beautiful cottage features a breathtaking view of mature trees and the tranquil sounds of the lake. The beach is just steps away from the cottage via a right of way. This is the ideal beach for family with shallow waters, white sand and picture perfect sunsets. The cottage is nestled in a million dollar neighbourhood with million dollar views. Linens and towels included. NEW ADDITION wood burning sauna! *Peak season (Jun 15-Sep 15)

Top guest favorite
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, 179 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 favorite
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, 145 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 favorite
A bright living area features a gray sofa, two accent chairs in blue, and a wooden coffee table. A retro red refrigerator is positioned in the kitchen space, accompanied by white cabinetry and a modern stove. Natural light enhances the welcoming atmosphere.
Cabin in Southampton
4.81 out of 5 average rating, 161 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 favorite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 369 reviews

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

Top guest favorite
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 favorite
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, 72 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 favorite
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, 107 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 favorite
A welcoming front porch features two red Adirondack chairs flanking a vibrant potted plant. Surrounding the patio, a garden is landscaped with various colorful flowers and greenery, creating an inviting outdoor space. A path leads to the entrance of the house.
Apartment in Kincardine
4.94 out of 5 average rating, 532 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.

Guest favorite
The exterior of the house is shown, featuring a two-story structure with pale grey siding and white trim. Red Adirondack chairs are positioned on a grassy area in front. A fenced side yard is visible, and plenty of trees provide shade.
Home in Southampton
4.9 out of 5 average rating, 147 reviews

Dushi Beach House, Prime Southampton Location

Southampton Beach House is ideally located to take advantage of everything the area has to offer. Blocks to the beach, one block to High St (Southampton's Main St) and all of the great shops and restaurants. I purchased this 100+ year old house in Southampton in February 2021. From top to bottom the house was renovated and is basically brand new with all new furnishings.

Popular amenities for Southampton vacation rentals

When is the best time to visit Southampton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,277 GYDG$33,068 GYDG$33,486 GYDG$34,323 GYDG$37,672 GYDG$40,393 GYDG$46,043 GYDG$45,416 GYDG$38,509 GYDG$36,625 GYDG$34,114 GYDG$36,835 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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 cottage rentals in Southampton?

    Experience the best of Southampton with our cottage rentals, starting at about $80 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 air conditioning?

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

  • Do hotel rentals in Southampton have wifi?

    Absolutely! We offer over 10 hotel 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 Hotel Rentals in Southampton?

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

Quick stats about vacation rentals in Southampton

  • Total vacation rentals

    Explore 140 vacation rentals in Southampton

  • Nightly prices starting at

    Southampton vacation rentals start at G$6,279 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Southampton vacation 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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