Holiday rentals in Roland

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Top-rated holiday rentals in Roland

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Top guest favourite
Guest suite in Headingley
4.98 out of 5 average rating, 217 reviews

Private Luxury 2 bedrooms Basement Suite Winnipeg

New Fully Furnished Basement suite This suites offer 📌 2 bedrooms (1 King Size and 1 Queen Size) 📌 1 Full washroom 📌 spacious Living Area 📌 Large Kitchen 📌 Dining area 📌 Led Tv 4K UHD 65 Inches with Netflix 📌 Separate Entrance 📌 Lit path 📌 Free 24 Hrs Parking 📌 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 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, 174 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
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
4.98 out of 5 average rating, 242 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 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
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, 156 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 favourite
Home in St. Boniface
4.99 out of 5 average rating, 202 reviews

Modern basement with all comforts in Bonavista

Looking for a getaway, private, quiet and tranquil place! 1 bedroom basement apartment with a kitchen side which comes with a fridge, microwave, kettle, coffee brewer, cutlery as well as basic serving utensils for your use. The room is equipped with an adjustable reading desk and chair, a treadmill for exercise and a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in a serene environment of the city with functional transit bus system.

Top guest favourite
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, 277 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 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
4.98 out of 5 average rating, 119 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 favourite
A spacious living room features high ceilings, large windows allowing natural light, and a modern fireplace. A blue sofa faces a sleek wall-mounted TV, complemented by a geometric rug and potted plants. Additional seating is provided by a stylish chair, enhancing the inviting setting.
Home in Winnipeg
4.95 out of 5 average rating, 115 reviews

Luxury lifestyle in trendy location, king bed

This stylish and spacious place to stay is perfect for families and small traveling working groups. The house is located on the quiet street in the heart of Bridgwater Lakes, desirable location close to all city spots. Overflowing with stylish details and offering a well-designed layout with 18 and 9 ft ceiling, open concept kitchen and dining with a huge island. No pets please(e.g. service dogs); we have severe allergies ;it sends us to an emergency room. Thanks for understanding.

Guest favourite
A modern kitchen is presented with sleek white cabinetry and a spacious wood countertop. High-end stainless steel appliances, including a refrigerator and a stove, are featured. Natural light fills the room through two windows, enhancing the clean and bright appearance.
Home in Winnipeg
4.85 out of 5 average rating, 126 reviews

Winnipeg Top Stay

Welcome to your home away from home! We offer comfortable accommodation in the perfect spot. Our property features high end modern, open concept living area, 3 bedrooms with comfy queen beds and 2 full bathrooms. Fully loaded kitchen w/ high-end stainless steel appliances and dishwasher. WIFI access throughout the space, Smart TVs, Netflix. Lots of vanity counter space! Our guests can enjoy the bbq and in the spacious backyard. Great for small groups or families.

Guest favourite
A spacious hot tub is positioned in a screened-in deck area, surrounded by large windows that offer views of the outdoors. Water bubbles create a soothing ambiance, with hints of greenery visible through the glass.
Cabin in Elm Creek
4.94 out of 5 average rating, 151 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.

Guest favourite
The exterior of a modern single-story home features light blue siding and a welcoming front porch with white railings. A stone accent foundation complements the greenery surrounding the property. Large windows provide natural light, enhancing the home's inviting presence in the neighborhood.
Home in Winnipeg
4.97 out of 5 average rating, 132 reviews

Inviting Stay in a Prime Location!

Thanks for stopping by! Bring the family to this great home with lots of room for fun. This main floor unit has a private front and back entrance. It has 3 bedrooms and 2 bathrooms. The open concept living room/dining room/ kitchen offers the perfect opportunity for a home cooked meal and conversation. Bedrooms are cozy and comfortable and ready to offer you a great nights sleep! We hope to see you soon!

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