Vacation rentals in Roland

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Top-rated vacation rentals in Roland

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Guest favorite

A cozy studio suite is presented, featuring a queen bed with striped bedding and a wooden headboard. A small kitchen area equipped with a mini fridge and microwave is visible. A black dresser and a comfortable armchair with an ottoman complete the furnishings.

Condo in Plum Coulee

4.89 out of 5 average rating, 54 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 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, 143 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 favorite

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, 165 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

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

4.99 out of 5 average rating, 211 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 favorite

A charming house is depicted from an angle, showcasing its pale yellow siding and a prominent red brick chimney. The landscape features lush green trees and shrubs, complemented by a clear blue sky above.

Home in Walhalla

4.96 out of 5 average rating, 24 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!

Top guest favorite

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, 138 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.

Top guest favorite

A cozy living and dining area is highlighted by warm wooden beams and exposed brick walls. A dark leather sofa is surrounded by artful decor and various plants. A dining table is set for a meal, complemented by stylish chairs and soft lighting from industrial fixtures.

Loft in Downtown Winnipeg

5 out of 5 average rating, 337 reviews

theLOFTonJAMES Authentic Industrial Warehouse Loft

Historic Architectural award winning Industrial Loft in the heart of the Winnipeg Exchange District, thoughtfully designed and curated. 📌 24 HR FREE PARKING INCLUDED 📌 Complimentary Museum Passes 📌 Early Check-In (subject to Availability) 📌 Large fully equipped Chef's Kitchen 📌 Free WiFi 📌 2 Bedrooms with queen beds 📌 Smartlock 📌 Walking distance to Winnipeg's top 5 Tourist Destinations 📌 43" Smart TV with Netflix, Prime Video, Disney, Apple and more. 📌 In-suite Washer & Dryer

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, 89 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 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, 224 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.

Superhost

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

4.95 out of 5 average rating, 133 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 favorite

The exterior of The Red Granary is showcased, featuring a vibrant red façade and green doors. A porch with seating is visible, along with a gravel pathway leading to the entrance. Lush greenery surrounds the building, enhancing the serene setting.

Barn in Neubergthal

4.99 out of 5 average rating, 139 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 gravel path leads to a dark green cabin nestled among trees. A covered porch is visible, adorned with string lights. Bright yellow flowers in a planter add a pop of color to the natural surroundings, enhancing the peaceful outdoor setting.

Cabin in Oakbank

4.98 out of 5 average rating, 103 reviews

Camp Out

Escape from the city to enjoy a night or two of camping without the hassle of packing or setting up a tent. Enjoy a private setting behind a house in the country. This camp out features a screened in porch, cozy double bed, a kitchenette fully stocked, a bbq and a private fire pit with the sun setting on the countryside. There is a outdoor shower with warm water / composting toilet