Holiday rentals in Southport

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Top-rated holiday rentals in Southport

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Top guest favourite
A two-story house is set against a cloudy sky, surrounded by well-maintained green grass and trees. A pathway leads to the entrance, with a gravel trail visible to the side. The structure features a mix of light and dark siding, providing a contemporary look.
Guest suite in Headingley
4.98 out of 5 average rating, 162 reviews

Private Luxury 2 bedrooms Basement Suite Winnipeg

New Fully Furnished Basement suite This suites offer 📌 2 bedrooms (1 King Size and 1 Queen Size) 📌 1 Full washroom 📌 spacious Living Area 📌 Large Kitchen 📌 Dining area 📌 Led Tv 4K UHD 65 Inches with Netflix 📌 Separate Entrance 📌 Lit path 📌 Free 24 Hrs Parking 📌 Free WiFi Welcome to our New Suite nestled in Very peaceful neighbourhood in Blumberg Trail Just Stones throw away from Trans Canada Hyw 1. Whether you're here for a relaxing getaway our location ensures Privacy nd convenience.

Top guest favourite
A welcoming living area is highlighted by a grey sectional sofa with yellow accent pillows and a light wood coffee table. Framed artwork adorns the walls. Two seating options are present: a sleek black chair and a foldable metal chair. Soft lighting filters through the window coverings.
Home in Treherne
4.99 out of 5 average rating, 150 reviews

Cozy Getaway in Treherne

Welcome to 'North of 49 Den'...a newly renovated 650 sq ft. home with its own yard, parking, and patio. Situated in the quiet, peaceful town of Treherne. Come relax! Enjoy local nature trails, cycle in the Tiger Hills, visit the Second Chance Car museum, golf locally, swim at the Aquatic Centre, cross country ski at Bittersweet Ski Trails, snowmobile groomed trails, kayak down Assiniboine River or at Pinkerton Lakes and more. 1 bedroom with king bed plus fold out couch. All the necessities.

Guest favourite
A winter view of Mosswood Cabin is presented, showcasing a wooden structure adorned with a sloped roof and a large front deck. Snow blankets the ground and roof, while trees with bare branches frame the cozy entrance and screened porch area.
Cabin in Roseisle
4.99 out of 5 average rating, 168 reviews

Mosswood Cabin - on the Manitoba Escarpment

Mosswood Cabin is a cozy (hygge, gezellig) 700 sq ft year-round cabin located on the Manitoba Escarpment. 8000 years ago, it was lakefront property on Glacial Lake Agassiz, now it’s 40 acres of gorgeous parkland forest, with a seasonal creek winding its way through a deep ravine, access to many kilometres of multi-use trails, and part of a regular raptor, songbird, and monarch migratory route. The cabin is equipped with a full kitchen, a bathroom, a wood stove, and an outbuilding electric sauna.

Top guest favourite
A red barn structure stands prominently against a bright sky, framed by white fencing and a grassy area. The gravel pathway leads toward the barn, which features large doors and windows. Surrounding trees show a hint of autumn colors.
Barn in MacGregor
4.98 out of 5 average rating, 218 reviews

The Red Barn Loft in the Heartland of the Prairies

Recently updated, open concept barn loft in the heart of the Manitoba prairies. This unique 1700 square foot space has plenty of room for a relaxed getaway. The location is great for families, hunters, snowmobile enthusiasts, couples, and those looking for a place to retreat. A great central location if you would like to tour small towns in Manitoba. As seen in this music video https://youtu.be/foJ0HRZmtB4 Featured https://news.airbnb.com/canadas-most-wish-listed-unique-stays-and-treehouses/

Top guest favourite
A modern loft is perched above a two-car garage, featuring a spacious balcony with glass railing. The exterior is complemented by a neatly maintained lawn and a single small tree. Clear skies provide a bright backdrop, highlighting the architectural simplicity of the building.
Home in Winkler
4.98 out of 5 average rating, 144 reviews

Loft on Small Acreage in Winkler, Morden area.

Pine Loft is set on a beautiful 2 acre yard which features a large garden with a range of fruits and vegetables that we welcome you to help yourselves to! You can enjoy sitting on the balcony while the sun sets across the expansive prairie sky over picturesque fields characteristic to Southern MB. Located on the outskirts of Winkler you will have close access to everything Winkler and the area has to offer while being able to experience privacy with a little taste of the Manitoban countryside.

Guest favourite
The exterior of a modern lake house features a sheltered porch with a set of steps leading up to it. Two red kayaks are placed on the sandy ground, positioned on either side of the entrance. Lush greenery surrounds the property, creating a natural ambiance.
Cabin in Saint Laurent
5 out of 5 average rating, 14 reviews

Our Lake Escape

Relax in this newly built modern lake house in St. Laurent, Manitoba. Just 45 minutes away from Winnipeg! This cozy 1,300 sq ft, 3-beds, 2-baths, sleeps 8 and boasts stunning lake views, a private sandy beach perfect for swimming and fishing! Enjoy outdoor fun with 2 kayaks, a BBQ grill, a firepit on the beach and a peaceful atmosphere. Perfect for families or friends looking for a memorable retreat with beautiful sunsets, outdoor adventures, and all the comforts of home by Lake Manitoba.

Guest favourite
A wooden cabin is shown, featuring a steeply pitched roof and large windows. A small porch area is visible, with two chairs positioned on a lush green lawn. Surrounding trees create a natural setting, enhancing the secluded atmosphere.
Tiny home in Rosenort
4.88 out of 5 average rating, 52 reviews

Welcome to Bunkie Village!

Welcome to Bunk House #1, a sweet getaway only 35 minutes from Winnipeg. Located on a beautiful park-like property, with a bit of hobby farm feel. Be entertained by the chickens and pigs! Stroll the acreage, canoe in the pond, sit around the fire or indulge in apples/plums/raspberries when in season! There is a Bathroom Bunkie and an outdoor shower! Both the Bathroom Bunkie and Outdoor shower are available May - September Tranquil space to unplug, relax and reconnect with nature.

Top guest favourite
A spacious barn structure featuring a unique hip roof and large windows. The wooden exterior shows character and charm, surrounded by greenery and seasonal decor. A welcoming entrance is highlighted by a covered porch, offering a glimpse into the inviting atmosphere of the space.
Barn in Morden
4.99 out of 5 average rating, 99 reviews

Renovated Barn built in 1920s

Dive into the history of this unique and memorable place. This barn was built in 1925 and moved to its current location in 1986. The lovely oak staircase leads up to the 2nd and 3rd floors. The second floor features a full functioning kitchen, living area with leather furniture and TV, dining area with farmhouse table & chairs, a queen size bed, laundry room & 3 pce bath. Lovely cedar ceilings create ambiance and charm. The 3rd floor has 2 bedrooms with an ensuite in primary bedroom.

Top guest favourite
An open kitchen area features dark wood cabinetry and modern stainless steel appliances. A kitchen island with stools offers additional seating. A floral arrangement is placed on the countertop, and natural light streams in through a nearby window, highlighting the spacious layout.
Flat in Norfolk Treherne
5 out of 5 average rating, 58 reviews

Bison Hills

Explore southern Manitoba at this unique and tranquil getaway. Nestled in the beauty of the Tiger Hills, this 1200 sq ft 2 bedroom suite has all the amenities, stunning views and is surrounded by majestic bison that can be seen from every window. Situated 5 minutes outside of Treherne, local activities include golfing, recreational swimming facility, car museum, walking, groomed snowmobile and cross country trails. Try the unexpected and be prepared for an unforgettable visit.

Top guest favourite
A wooden pathway illuminated by string lights leads to the treehouse, reflecting warmly on the water. The structure's large window offers a glimpse of the interior, while trees line the background, creating a serene atmosphere at dusk.
Treehouse in Rosenort
4.93 out of 5 average rating, 244 reviews

Treehouse on the River

Reconnect with nature at this unforgettable escape. This cozy treehouse is perfect for a getaway just 30 minutes from Winnipeg. The one level bedroom is surrounded by a wrap around deck overlooking the river. (bathroom on property 100 meters away) This space is the perfect place to rest, create and rejuvenate while maintaining a space to clear your mind. Finish your day and canoe along the river while watching wildlife or relax with a bon fire underneath a canopy of stars.

Guest favourite
The interior space features a vaulted wooden ceiling, providing an airy feel. A staircase leads to a loft above, while a dining table with white chairs is situated near the kitchen. A cozy seating area is visible in the foreground, inviting relaxation.
Cabin in Elm Creek
4.96 out of 5 average rating, 138 reviews

Peaceful Retreat in the Bush

Welcome to a peaceful oasis, tucked away in the bush, away from the business of life. This newly built one-of-a-kind house is a gorgeous retreat, complete with 60 acres of bush to explore, a top of the line hot tub, and a cozy wood burning fireplace, and plenty of friendly cats to keep you company. Just a few minutes away you can enjoy a round of golf at our local course in the summer, and the snowmobile trails are just around the corner in the winter.

Top guest favourite
A tranquil outdoor area is showcased, featuring a view of the sunset over the water. A hot tub is positioned in the foreground, with soft lighting illuminating the deck. Wooden railings line the pathway leading to the shoreline, enhancing the peaceful ambiance.
Cabin in Saint Laurent
5 out of 5 average rating, 44 reviews

Nordic spa retreat,private beachfront pet friendly

Nordic spa beachfront paradise . Cold plunge in the lake. Stress washes away with the sound of the waves . The shallow water entry and no algae/weeds offer fantastic swimming for children and adults. The 3br, 1 bath home offfer all amenities of home . A quick escape from city life just 45 minutes from WPg, no fishing off shoreline. No fish cleaning in house Please refrain from using neighbours (south) beach Dogs must be leashed

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