Holiday rentals in Roland

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Top-rated holiday rentals in Roland

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Top guest favourite
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 favourite
Barn in MacGregor
4.98 out of 5 average rating, 234 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 favourite
Flat 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

Guest favourite
The living area features a large sectional sofa facing a mounted television. A coffee table and dining table with two chairs are situated on a patterned rug, complementing the modern decor. Soft, ambient lighting is provided by ceiling fixtures and natural light from a small window.
Guest suite in St. Boniface
4.84 out of 5 average rating, 116 reviews

Entire basement suite in Bonavista.

Fully furnished basement suite located in Bonavista, Winnipeg. This suite offers 1 bedroom for 2 guests and infant below the age of 2 and Queen Airbed Mattress for extra guest after 2.This spacious suite is close to Sage creek mall which has Sobeys, Shoppers drug mart, Tim Hortons, McDonald's, Pizza Pizza, and other fast food joints as well as banking. The house is about three minutes drive from the Perimeter highway. It is close to major walking and biking routes in Bonavista and Sage Creek.

Top guest favourite
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.

Top guest favourite
A spacious bedroom is highlighted by a large bed with a dark headboard and soft bedding. Natural light filters through a window, framed by dark curtains. A small desk and lamp are positioned nearby, while recessed lighting enhances the overall ambiance.
Home in Crestview
4.96 out of 5 average rating, 367 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.

Guest favourite
A wooden cabin is shown, featuring a steeply pitched roof and large windows. A small porch area is visible, with two chairs positioned on a lush green lawn. Surrounding trees create a natural setting, enhancing the secluded atmosphere.
Tiny home in Rosenort
4.89 out of 5 average rating, 54 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 favourite
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, 111 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 favourite
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, 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 favourite
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, 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 favourite
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, 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 favourite
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, 132 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

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