Holiday rentals in Southport

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Top-rated holiday rentals in Southport

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

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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

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.

ValueLocationHospitality

4.98 out of 5 average rating, 247 reviews

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

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.

LocationValueSleep quality

4.99 out of 5 average rating, 188 reviews

Top 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

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.

ValueFamilyGrill

4.99 out of 5 average rating, 178 reviews

Guest favourite

A circular, wood-fired hot tub with a metal rim is situated outdoors, surrounded by natural greenery. A wooden platform with a chimney is centered within the tub. The serene environment reflects a blend of trees and open space, emphasizing tranquility.

Cottage in Armstrong

Toadhall w Spa/Trails, Sleeps 14/3Seasons 8/Winter

Toadhall@the Interlake, 640 Acres, Pristine Forest: Hot tub, Sauna, Forest Bathing, Cottage Sleeps 8, Bunkies Sleeps Extra 8/3 Seasons, Birders' Paradise, Quiet Haven, Nature Lovers' Gem, Trails, Northern Lights, Stargazers Delight, No Light Pollution, Family Time, Winter/Summer Getaway, Artesian Well, Skiing, Snow-Shoeing, Snowmobiling, Biking, Wild Fruit, Silence, Environmentally Friendly, Long Driveway, Jenkins Composting Toilet, Wildlife Sanctuary, Beach @15 mins. Rustic&Classy! NO HUNTING!

ValueLocationBeach

4.97 out of 5 average rating, 30 reviews

Top guest favourite

Barn in MacGregor

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/

FamilyValueCleanliness

4.98 out of 5 average rating, 257 reviews

Top guest favourite

A welcoming sign for Rock Lake Road Retreat stands among lush greenery. Wooden barrels, one planted with a flower, frame the entrance. A charming cabin, partially visible in the background, showcases a rustic design, surrounded by trees and natural landscaping.

Cabin in 50 Rock Lake Rd

Private cabin with hot tub and gazebo at Rock Lake

The Rock Lake Road Retreat will provide a peaceful, relaxing getaway for all. Come and spend a relaxing weekend or work from here. The hot tub, sunroom, fire pit, kayaks, smart TV and high speed internet will keep everybody entertained. Nestled under the beautiful oak trees this cabin is a nature lovers paradise. Fish on the lake, ski at Holiday Mountain or snowmobile on the groomed trails. Every season has something for everyone. I have a no pet policy unless discussed beforehand. Thank you

ValueFamilyWalkability

4.97 out of 5 average rating, 66 reviews

Superhost

A fire pit surrounded by smooth stones sits in a grassy area, with flames flickering brightly. Nearby, trees and shrubs provide a natural backdrop, while a distant view of the sky hints at an evening moon. The scene promotes a relaxing outdoor atmosphere.

Cabin in Saint Laurent

Family Cabin by Lake - Hot Tub!

Welcome to our newly renovated cabin near the shores of Lake Manitoba! Our family loves spending time here and we are excited to share it with you. In the summer enjoy the sandy beach (its only a short 5 minute walk!), the outdoor fire pit and air conditioned cabin. In winter, opportunities abound for ice fishing on the lake, using snowmobile trails and enjoying the cozy atmosphere provided by the indoor wood stove. Of course, the outdoor hot tub is a highlight no matter what time of the year!

FamilyValueGetting around

4.79 out of 5 average rating, 78 reviews

Top guest favourite

A serene lakeside view is captured, showcasing the sun reflecting on the calm water. Silhouettes of tall trees frame the scene, while a green lawn leads to the shoreline, offering a peaceful connection to nature.

Home in Saint Laurent

Water's Edge Lakefront Retreat

Water's Edge, a perfect, cedar cabin getaway 1- hour from the city. 1 private acre on the Eastern shore of Lake Manitoba, with incomparable lake views from the living room, bedroom and sunroom, and your own stretch of private beach in full view from your wrap-around deck. Enjoy swimming and kayaking. Get a front row seat as the full moon rises in the East or sets over the lake in all its glimmering magnificence. Water's Edge provides a magical connection between you and the natural world.

FamilyLocationCleanliness

4.87 out of 5 average rating, 31 reviews

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

Treehouse on the River

Reconnect with nature at this unforgettable escape just 30 minutes from Winnipeg. This cozy treehouse is a perfect getaway for rest, creativity and renewal. The single bedroom is surrounded by a wraparound deck with peaceful river views, offering a true sense of immersion in the outdoors. Finish your day and canoe along the river while watching wildlife or relax with a bon fire underneath a canopy of stars. Clear your mind in this serene setting. (bathroom on property 100 meters away)

LocationFamilyAir conditioning

4.93 out of 5 average rating, 306 reviews

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

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.

ValueFamilyQuiet

4.94 out of 5 average rating, 159 reviews

Guest favourite

A sandy beach extends along the shoreline, meeting gently rolling waves. The blue sky complements the water, creating a serene atmosphere. Sparse vegetation can be seen along the edges, and the distant horizon offers a glimpse of the landscape beyond.

Cabin in Saint Laurent

Charming Lakeview cabin in a peaceful bay

Your cozy getaway awaits at this enchanting cabin. This retreat offers a comfortable stay for guests. Enjoy the convenience of amenities like heating, WiFi, and laundry. The bathroom features a hair dryer and a relaxing bathtub. An additional living room space with a full bed provides extra comfort. Lakeview and steps to the water featuring a private beach with access directly off the bay, easy to go back and forth between the cabin.

FamilyLocationKitchen

4.94 out of 5 average rating, 17 reviews

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.

Villa in Saint Laurent

sauna/spa, lakefront, pet fee 45 min to winnipeg

Lakefront/beachfront private paradise . (Hot tub/sauna) Cold plunge in the lake. Stress washes away with the sound of the waves & sunsets. no algae/weeds offer fantastic swimming for children and adults. 3br 1 bath Linens included Bottled water included 45 minutes from WPg, no fishing off shoreline. No fish cleaning in house Please refrain from using neighbours (south) beach Dogs must be leashed at all times

LocationFamilyQuiet

5.0 out of 5 average rating, 70 reviews