Vacation rentals in Roland

🛏️ Cozy, Modern, Vibrant ☀️ Studio Suite

Welcome to Plum Coulee, this cozy suite is walking distance to the beach, restaurant, grocery store, laundry mat, local park & museum. Enjoy the laid back, quiet and relaxed small town living. This location is perfect for guests working out of town and is centrally located from numerous job communities with a short drive: Location - Mins Winkler - 12 Morden - 18 Altona - 19 Gretna - 24 Explore the Pembina Valley, hiking trails, zip lines, arts & culture, parks, beaches, golf courses & more!

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.

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.

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.

Private Rustic Garage Suite

Welcome to our Hive, located in the Land of Milk & Honey! This quaint, rustic garage suite is located on a 3 acre property. This private suite is separate from the main house (host’s house) and is easily accessible. Parking is located right next to the suite. Inside the suite you’ll find a queen size bed, 3-piece bathroom, small kitchenette area, mini fridge, microwave, toaster and coffee maker. Fresh towels and basic bathroom toiletries are provided. The suite is 45 minutes from Winnipeg.

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.

Treehouse on the River

Reconnect with nature at this unforgettable escape. This cozy treehouse is perfect for a getaway just 30 minutes from Winnipeg. The one level bedroom is surrounded by a wrap around deck overlooking the river. (bathroom on property 100 meters away) This space is the perfect place to rest, create and rejuvenate while maintaining a space to clear your mind. Finish your day and canoe along the river while watching wildlife or relax with a bon fire underneath a canopy of stars.

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.

Davigo Deluxe

Davigo Deluxe is brand new luxuriously furnished space with guaranteed guests' privacy and comfort. It consists of a living room, kitchenette, dining area, a bedroom, and washroom/laundry room. It has brand new state of the art appliances and furniture, including a commercial treadmill for exercise. SELF CHECK-IN & CHECK-OUT Check yourself in and out with the keypad.

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.

2-bedroom suite with Sauna

This is a comfortable 2 bedroom suite including a kitchen, washer dryer and a Sauna. Private entrance and parking. Bedroom 1 has a queen size bed. Bedroom 2 has a twin size bed. More than 3 people can be accommodated. Please inquire. The suite is attached to a larger house in the village of Friedensruh about 10 minutes southeast of Winkler.

Cutee Home in Prairie Pointe (STRA-2025-2673707)

Welcome to Cutee Home, a newly built cozy and serene one-bedroom located in Prairie Pointe in the south of Winnipeg Manitoba 20mins from Richardson international airport, 7mins away from the University of Manitoba and 2mins from perimeter highway. Cutee Home offers a tranquil escape while being conveniently close to most basic amenities.