
Vacation rentals in Winkler
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Top-rated vacation rentals in Winkler
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🛏️ 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.

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.

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

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.

Beautiful Design private 1 BR Basement Suite
The stylish 1 BR private basement suite in the 2400sqft two story house for short or long term rental in the quiet and safe neighborhood of south west Winnipeg, big window in bedroom, very bright, big living room with fireplace, kitchen counter (stove not included) and spacious bathroom, Included centralized A/C and heating. Close to all amenities. Free parking available on driveway or street. If you have any questions to booking the place then contact through Airbnb.

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.

Rural Retreat
Take it easy at this unique and tranquil getaway. we are located 1 and 3/4 miles from the Boundary trials health center, only 2 miles from town yet its a country hide away. this 2 bedroom guest house is located on 2 acres of recreation including a rural beach. Surround by trees. Raspberry picking on cool evenings when in season. well designed cottage to meet most daily needs.

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.
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Quick stats about vacation rentals in Winkler

Total vacation rentals
Explore 10 vacation rentals in Winkler

Nightly prices starting at
Winkler vacation rentals start at G$4,181 GYD per night before taxes and fees

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Over 290 verified reviews to help you choose

Wi-Fi availability
10 of Winkler vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winkler rentals

4.9 Average rating
Winkler stays are highly rated by guests—averaging 4.9 out of 5!
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