Vacation rentals in Roland

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Top-rated vacation rentals in Roland

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Top guest favorite
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, 208 reviews

Private Luxury 2 bedrooms Basement Suite Winnipeg

New Fully Furnished Basement suite This suites offer šŸ“Œ 2 bedrooms (1 King Size and 1 Queen Size) šŸ“Œ 1 Full washroom šŸ“Œ spacious Living Area šŸ“Œ Large Kitchen šŸ“Œ Dining area šŸ“Œ Led Tv 4K UHD 65 Inches with Netflix šŸ“Œ Separate Entrance šŸ“Œ Lit path šŸ“Œ Free 24 Hrs Parking šŸ“Œ 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.

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, 173 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
Barn in MacGregor
4.98 out of 5 average rating, 240 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/

Guest favorite
Apartment in Winkler
5 out of 5 average rating, 12 reviews

Studio 7 – Mighty, Modern, Fully Equipped

Small but mighty, this compact Winkler suite offers style, convenience and the perfect balance for your stay. This cozy studio is thoughtfully designed to offer everything you need for a relaxing stay, all within a clean, modern, and intelligently organized layout. What You’ll Love: āœ” Private entrance, self-contained suite — no shared living spaces āœ” 3-Piece Bath āœ” Fully Equipped Kitchenette āœ” Mini Fridge/freezer āœ” Queen-Size Bed āœ” Smart TV āœ” Modern Lighting & Clean Design āœ” Convenient Location

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, 154 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.

Superhost
A geodesic dome home is surrounded by lush greenery, featuring a spacious wooden deck with a hot tub and outdoor seating. A fire pit area with blue chairs provides a cozy gathering space. Large windows and a circular window enhance the property's inviting exterior.
Dome in St. Andrews
4.92 out of 5 average rating, 112 reviews

Home Sweet Dome - w/ Hot Tub and private yard

Home Sweet Dome is nestled on a beautiful 1.5 acre property that features a private hot tub, patio, firepit and play structure. This newly renovated 4 bed, 2.5 bath geodesic dome comfortably sleeps 8. Relax on this unique spacious property or take the short drive to Bird's Hill Park for some swimming, hiking or horseback riding. You will enjoy all the benefits of country living with the convenience of being just 10 minutes outside Winnipeg. This memorable property is anything but ordinary.

Top guest favorite
The exterior of The Red Granary is showcased, featuring a vibrant red faƧade 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, 155 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 4 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. You MUST register your dog as a guest. (Dogs cannot be left alone in the Granary)

Top guest favorite
Guesthouse in Winkler
4.98 out of 5 average rating, 62 reviews

Prairie Suite Guesthouse

This cozy 1-bedroom Airbnb offers a comfortable and private retreat, perfect for solo travelers or couples. Cleaning fees included We are located near the VBs entertainment centre, with plenty of restaurants nearby. ( KFC, Mr mikes, Burger King, Wendy’s, A&W , Chucks, Ralph’s German restaurant and buttercup. For fun : The meridian exhibition & golf course are about 4 minutes away, winners & landmark cinema are in the southland mall. Winkler has all you need! With minimal driving & traffic.

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, 273 reviews

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)

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, 115 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 favorite
The interior showcases a high ceiling with wooden beams and multiple light fixtures. A spacious seating area with a light-colored sofa is visible, alongside a dining area and kitchen appliances. A staircase leads to the upper level, and large glass doors offer outdoor access.
Home in Rhineland
5 out of 5 average rating, 28 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
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
4.94 out of 5 average rating, 150 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.

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