
Holiday houses in Roland
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Top-rated holiday rentals in Roland
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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.
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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.
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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/
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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.
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Valley Tiny!
Come to the Valley Tiny where you can leave behind the hustle and bustle of everyday life. Experience God's creation in an unforgettable setting. Small, simple, quiet, yet access to all of the amenities within a 20 minute drive. Come to get away, or use it as a home base while exploring all that the Pembina Valley area has to offer. The Pembina Valley Provincial Park is 12 minutes away with picnic spots and ample hiking trails. Hy-Wire Zipline Adventures is only 1/2 an hours drive away.
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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.
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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)
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Misty Oak Hollow - Dome Glamping
This isn’t just glamping, it’s a soul-soothing, riverfront reset wrapped in luxury comforts, designed for two. Whether you’re celebrating something special or just need to step away from the hustle, this peaceful dome retreat is your hideaway… with all the perks you love, such as a real indoor washroom, the private hot tub, sauna, fire pit and outdoor kitchen. Stay includes coffee, tea, hot chocolate, condiments, spices, drinking water, use of robes and towels, propane and fire wood.
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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.
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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, 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) No cats allowed
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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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Riverfront 4BR Luxe w/ Hot Tub & Fire Pit
Riverfront retreat minutes from downtown! Unwind in the hot tub, gather by the fire pit, or stroll straight into Bois-des-Esprits forest. Inside: 4 spacious bedrooms, 2 baths, grand living room, game lounge with pool table, ping-pong, arcade, gym & smart TVs. Huge kitchen and dining for family feasts. Kayaks, riverside sunsets, walks on a frozen river and year-round adventure await—relax or explore, then book now to secure your dates!
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Popular amenities for Roland holiday rentals
Other great holiday rentals in Roland

2-bedroom suite with Sauna
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Lucy’s Loft. Barn loft near Winkler.
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House of Comfort 2BR Basement
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Prairie Wind Ranch House
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The Winkler Warren
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Welcome to Bunkie Village!
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The Lofts @ Frost Fire- Cabin C
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St. Malo Bunkie Retreat
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