Vacation rentals in Southport

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Top-rated vacation rentals in Southport

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Guest favorite

Cabin in Roseisle

4.99 out of 5 average rating, 149 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.

Oct 3 – 10

G$28,037 GYD per night

Guest favorite

Home in Treherne

4.98 out of 5 average rating, 82 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.

Oct 24 – 31

G$15,806 GYD per night

Guest favorite

Barn in MacGregor

4.99 out of 5 average rating, 156 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/

Jul 20 – 27

G$28,054 GYD per night

Guest favorite

Home in Winkler

4.98 out of 5 average rating, 106 reviews

Bright Loft Space on Small Acreage in Winkler

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.

Jun 3 – 10

G$23,417 GYD per night

Guest favorite

Home in Winnipeg

4.95 out of 5 average rating, 120 reviews

Entire Suite in Crestview

Welcome to our amazing new suite nestled in a peaceful neighborhood in Crestview, just a stone's throw away from Winnipeg's finest dining establishments and shopping centers. Whether you're here for a relaxing getaway or a business trip, our location ensures convenience and tranquility. Situated a mere 15-minute drive from Winnipeg Airport and Polo Park, our suite is easily accessible. As part of a new duplex-style home, this unit offers complete privacy with its own separate entrance.

Jul 8 – 15

G$11,623 GYD per night

Guest favorite

Barn in Morden

5.0 out of 5 average rating, 35 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.

Dec 21 – 28

G$25,846 GYD per night

Guest favorite

Apartment in Norfolk Treherne

5.0 out of 5 average rating, 13 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.

Oct 11 – 18

G$24,246 GYD per night

Guest favorite

Treehouse in Rosenort

4.91 out of 5 average rating, 123 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. This 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.

Mar 26 – Apr 2

G$14,883 GYD per night

Guest favorite

Barn in Reinfeld

4.86 out of 5 average rating, 21 reviews

The Roost in Reinfeld

1 Mile east of Winkler! Our updated barn has been successfully converted into a unique and comfortable living space. The interior boasts an open-concept layout seamlessly combining the living, dining, and kitchen areas. Waking up in the barn loft, you'll be able to visit a neighboring chicken coop, lovingly called "The Naughty Nook". Feel free to explore the property and speak to Ginger, Queenie, and their flock through the fence.

Jul 26 – Aug 2

G$12,988 GYD per night

Guest favorite

Cabin in Elm Creek

4.96 out of 5 average rating, 108 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. 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.

Jun 10 – 17

G$73,599 GYD per night

Guest favorite

Home in Portage la Prairie

4.89 out of 5 average rating, 135 reviews

Portage la Prairie Main Floor Suite

Perfect location! This house is located in the southwest area of Portage la Prairie, right beside the high school, walking distance to Stride Place, and half a block away from the walking path along Crescent Lake. The main floor suite has two bedrooms, large kitchen and eat in dining room, large living room, and bathroom. Shared space is the backyard as we have a basement suite as well.

Jan 9 – 16

G$16,390 GYD per night

Guest favorite

Apartment in Winnipeg

4.79 out of 5 average rating, 572 reviews

Crestview park #2

Welcome Guest . My place is very private ,convertible ,peaceful and restful. Close to almost everything ,5-7min drive to: crest view park, Assiniboin Downe, assiniboine park,unicity shopping center polo park shopping center, Airport . And also walking distance for restaurant ,coffee shop ,pizza house ,grocery ,Gas station ,Bank , public transport ...and much more.

Jun 24 – Jul 1

G$12,568 GYD per night