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Vacation rentals in Roland

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Top-rated vacation rentals in Roland

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

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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, 163 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.

Top 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, 172 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 spacious exterior view of the bungalow is shown, featuring lush greenery and a large tree that enhances the inviting facade. The quiet neighborhood is visible, along with a clear blue sky, indicating a pleasant atmosphere.
Home in Winnipeg
4.99 out of 5 average rating, 80 reviews

Updated coziness at Polo Park

Sunny southern exposure and quiet park like location. Walk or jog along the Assiniboine river path system between Omands park and Assiniboine Park. Enjoy shopping a 5 minute walk away at Polo Park Mall or a short travel downtown by taxi or the central transit system. Walking distance to plenty of restaurants. Winnipegs iconic Rae and Jerry’s Steak house, known as much for their steak as their 60 year old retro decor. Local craft brewery One Great City provides something for everyone’s tastes.

Guest favorite
Apartment in Winkler
5 out of 5 average rating, 7 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: ✔ Private entrance, self-contained suite — no shared living spaces ✔ 3-Piece Bath ✔ Fully Equipped Kitchenette ✔ Mini Fridge/freezer ✔ Queen-Size Bed ✔ Smart TV ✔ Modern Lighting & Clean Design ✔ 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, 153 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 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, 110 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 charming treehouse is situated above a calm river, reflecting the pastel colors of the sky at dusk. Surrounding greenery and blooming white flowers frame the foreground, enhancing the serene atmosphere of the natural landscape.
Treehouse in Rosenort
4.93 out of 5 average rating, 264 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. Clear your mind in this serene setting. Finish your day with a walk on the river while spotting wildlife or unwind with a bonfire beneath a canopy of stars. (bathroom on property 100 meters away)

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, 25 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

Top guest favorite
The open living space features a leather reclining sofa and a stressless chair, accompanied by a small dining bar with stools. Natural light floods in through large windows, illuminating the modern kitchen with stainless steel appliances and a cozy area rug underfoot.
Guesthouse in St. Boniface
4.99 out of 5 average rating, 177 reviews

Saint Boniface, Eugenie Lane, Private & Cozy

Located in the heart of St.Boniface, this stand alone guesthouse has everything you need nearby, including St. Boniface Hospital. Enjoy a walk to the Forks Market, Human Rights Museum, Exchange District, or catch a ballgame when the Goldeyes are in town. Plenty of coffee shops, restaurants and french bakeries. Old Town Barbershop, Bold Hair Salon, bowling alley, gym and parks are all just minutes away as well. If you prefer to cook, we have grocery stores in the area.

Top guest favorite
The Red Granary is depicted from the yard, showcasing its red exterior with green doors. A spacious front porch is visible, featuring seating arrangements. Surrounding the building, greenery adds to the peaceful farm setting.
Barn in Neubergthal
4.99 out of 5 average rating, 150 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. You MUST register your dog as a guest.

Top guest favorite
An open concept living area is seen, featuring a cozy sofa and dining table set for four. A well-equipped kitchen is visible with white cabinetry and modern appliances. Natural light enters through a glass door leading outside.
Guesthouse in Winkler
4.99 out of 5 average rating, 92 reviews

Friesen's Place

Friesen’s Place is a home away from home, located in a quiet residential area of Winkler. Enjoy your stay in the privacy of your very own house nestled in the corner of the backyard. There is a barbecue and patio set in your own private outdoor space within a fenced yard. Friesen’s Place is conveniently located within a 5-minute drive downtown, parks and business centre.

Guest favorite
Home in Island Lakes
4.87 out of 5 average rating, 110 reviews

Exquisite&Beautiful 1BR - Private Basement

✨ Modern, cozy basement suite perfect for solo travelers or couples or friends 🛏️ 1 Queen bedroom 🛋️ Relaxing living room 🍳 Kitchenette and dining area 🛁 Full private bathroom 🧺 In-suite full laundry 🔐 Individualized keyless entry with touchscreen keypad Enjoy a clean, quiet, private space with everything needed for a comfortable stay and easy access.

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