Vacation rentals in Roland

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Top-rated vacation rentals in Roland

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Guest favorite

A mural depicting a serene landscape is visible alongside a wooden fence, with a sign reading 'MUSEUM' in front. A rustic wheel and flower planters add charm to the outdoor setting, with the building entrance located nearby.

Condo in Plum Coulee

4.88 out of 5 average rating, 49 reviews

🛏️ Cozy, Modern, Vibrant ☀️ Studio Suite

Welcome to Plum Coulee, this cozy suite is walking distance to the beach, restaurant, grocery store, laundry mat, local park & museum. Enjoy the laid back, quiet and relaxed small town living. This location is perfect for guests working out of town and is centrally located from numerous job communities with a short drive: Location - Mins Winkler - 12 Morden - 18 Altona - 19 Gretna - 24 Explore the Pembina Valley, hiking trails, zip lines, arts & culture, parks, beaches, golf courses & more!

Top guest favorite

A modern kitchen features navy blue cabinetry and light-colored countertops. Bar stools are situated at an island, while appliances, including a refrigerator and microwave, are visible. A sliding glass door leads to the outdoor area, inviting natural light into the space.

Home in Treherne

4.99 out of 5 average rating, 138 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.

Superhost

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, 161 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 favorite

Three decorative cone-shaped trees made of twigs are illuminated with soft lights, positioned on a porch. The entrance features a red door, adding a warm contrast to the natural elements. A few decorative stones are placed near the base, enhancing the welcoming feel.

Home in Walhalla

4.93 out of 5 average rating, 14 reviews

Riverside and Park Place

**Skier’s Destination House!** Gather friends and family for a weekend retreat at Frost Fire! Located next to Riverside Park, Walhalla’s newest Airbnb is just a six-minute walk from downtown restaurants, bars, and shops. This surprisingly spacious home offers quiet workspace, easy access to in-town tubing and campers. Whether skiing, tubing, hunting, or golfing, our home is the perfect base for your adventure! Ample snowmobile and razor parking available. Book now for a memorable getaway!

Guest favorite

A covered balcony is seen featuring a small dining table surrounded by four chairs. Two cushioned chairs are positioned nearby on a patterned area rug. The view extends to greenery beyond, with natural light illuminating the space.

Home in Winkler

4.98 out of 5 average rating, 132 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 favorite

A pair of chickens is seen roaming in a grassy area, surrounded by dense greenery and a large tree. Their feathers display varying shades of red and brown, while the ground is covered in lush green grass, creating a natural setting.

Tiny home in Rosenort

4.86 out of 5 average rating, 36 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 favorite

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, 81 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.

Guest favorite

A spacious living area features a high wooden ceiling with pendant lights illuminating the room. A sectional sofa is placed adjacent to a wooden coffee table, and an artwork decorates the wall. A kitchen area with modern appliances is visible in the background.

Home in Rhineland

5 out of 5 average rating, 13 reviews

Prairie Wind Ranch House

Prairie Wind Ranch House is located on the outskirts of Altona Manitoba, in the small village of Gnadenfeld. This 3 bedroom, 2 bath ranch style home on a 2 acre yard has plenty of space to entertain family and friends, romantic weekend getaways. Perfect for baseball weekends, wedding groups and stag or stagette parties. And all within distance to shops, groceries, restaurants and local attractions. Altona is 2km, Winkler is 42km, Morden is 56km, The Gables Wedding Barn is 12km

Superhost

A stovetop kettle sits on a gas burner, accompanied by a manual coffee grinder and a coffee maker. A bag of coffee sits nearby, complementing the serene kitchen space designed for a comfortable off-grid experience.

Dome in Elm Creek

4.91 out of 5 average rating, 123 reviews

Peaceful Geodome Glamping Experience

Come for an unforgettable and unique experience, staying in an off-grid geodome! The dome is located on our 60 acre bush property; only shared with our home. It is a secluded and peaceful setting, perfect for a quiet retreat. Things to note: This is an off-grid experience! There is not running water onsite, but you will be provided with some large jugs of water. There is no electricity, but there will be battery packs. There is a bbq for cooking, as well as a propane range.

Guest favorite

A cozy treehouse is illuminated by soft string lights, reflecting gently on the still river below. The wraparound deck leads to the entrance, surrounded by serene trees against a twilight sky. The tranquil scene evokes a serene atmosphere, perfect for a peaceful retreat.

Treehouse in Rosenort

4.93 out of 5 average rating, 212 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.

Top guest favorite

The Red Granary is a charming two-story building painted in a vibrant red with white trim. Soft lighting illuminates the porch, welcoming visitors. Surrounding the path are various plants and stones, enhancing the rural ambiance. The gravel driveway leads to the entrance.

Barn in Neubergthal

4.99 out of 5 average rating, 138 reviews

A peaceful , Quiet farmyard in a historic granary

A quiet farmyard. It is situated half mile North of Neubergthal-a national Heritage site. The Red Granary was a building used for storing grain, and it was red and it had green doors. It is an original style from the early 1900’s We live on the same farmyard with 3 dogs and farm animals. But we each have our own space. Whether a guest wants to interact or wants privacy, both are easily attainable and respected.

Top guest favorite

A sandy beach area is visible beside a rural pond, with colorful chairs arranged for seating. A gravel path leads from the grassy area to the beach, framed by lush greenery and trees that provide a natural border.

Guesthouse in Stanley

5 out of 5 average rating, 53 reviews

Rural Retreat

Take it easy at this unique and tranquil getaway. we are located 1 and 3/4 miles from the Boundary trials health center, only 2 miles from town yet its a country hide away. this 2 bedroom guest house is located on 2 acres of recreation including a rural beach. Surround by trees. Raspberry picking on cool evenings when in season. well designed cottage to meet most daily needs.