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Vacation rentals in Winkler

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Top-rated vacation rentals in Winkler

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cabin in Roseisle, Canada
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.
Guest favourite
Home in Winkler, Canada
Bright Loft Space on Small Acreage in Winkler
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.
Guest favourite
Treehouse in Rosenort, Canada
Treehouse on the River
Reconnect with nature at this unforgettable escape. This cozy treehouse is perfect for a getaway just 30 minutes from Winnipeg. This 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 skate along the river while watching wildlife or relax with a bon fire underneath a canopy of stars.

Popular amenities for Winkler vacation rentals

Other great vacation rentals in Winkler

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Guesthouse in Winkler, Canada
Friesen’s Place
Guest favourite
Barn in Reinfeld, Canada
The Roost in Reinfeld
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Barn in Morden, Canada
Renovated Barn built in 1920s
Guest favourite
Guesthouse in Stanley, Canada
Rural Retreat
Guest favourite
Condo in Plum Coulee, Canada
🛏️ Cozy, Modern, Vibrant ☀️ Studio Suite
Guest favourite
Guest suite in Friedensruh, Canada
2-bedroom suite with Sauna
Guest favourite
Home in Walhalla, North Dakota, US
Adorable 1 BR home close to Pembina Gorge
Guest favourite
Home in Treherne, Canada
Cozy Getaway in Treherne
Guest favourite
Apartment in Cavalier, North Dakota, US
Roof Top Pines
Guest favourite
Apartment in Norfolk Treherne, Canada
Bison Hills
Guest favourite
Home in Morris, Canada
Quiet Pines Guest House
Guest favourite
Home in Cavalier, North Dakota, US
A completely revamped house in a central location.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Manitoba
  4. Stanley Region
  5. Winkler