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Vacation rentals in Winkler

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Top-rated holiday 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.
19–26 Apr
$233 NZD per night
4.99 out of 5 average rating, 146 reviews
Guest favourite
Guest suite in Winnipeg, Canada
Beautiful! Home away from home with all comforts
1 bedroom basement apartment has a functional kitchen which comes with cooktop, fridge, microwave, kettle, coffee brewer, cutlery as well as basic cooking and serving utensils for your use. The room is with all the comfort of a home with a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in the serene environment of the city with a functional Transit bus system. Parking on driveway available Extra private room is available if needed at a fee
13–20 Nov
$108 NZD per night
4.96 out of 5 average rating, 326 reviews
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.
18–25 Apr
$197 NZD per night
4.98 out of 5 average rating, 103 reviews

Popular amenities for Winkler holiday rentals

Other great holiday rentals in Winkler

Guest favourite
Guest suite in Winnipeg, Canada
Cozy private 1 bedroom basement suite-free parking
12–19 Oct
$133 NZD per night
4.9 out of 5 average rating, 124 reviews
Guest favourite
Guesthouse in Winkler, Canada
Friesen’s Place
2–9 Aug
$144 NZD per night
5.0 out of 5 average rating, 25 reviews
Guest favourite
Barn in Reinfeld, Canada
The Roost in Reinfeld
6–13 Nov
$114 NZD per night
4.94 out of 5 average rating, 17 reviews
Guest favourite
Condo in Plum Coulee, Canada
🛏️ Cozy, Modern, Vibrant ☀️ Studio Suite
27 Mar – 3 Apr
$74 NZD per night
4.87 out of 5 average rating, 45 reviews
Guest favourite
Barn in Morden, Canada
Renovated Barn built in 1920s
3–10 Feb
$228 NZD per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Guesthouse in Stanley
Rural Retreat
8–15 May
$165 NZD per night
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Walhalla, North Dakota, US
Adorable 1 BR home close to Pembina Gorge
27 Dec – 3 Jan
$179 NZD per night
4.92 out of 5 average rating, 39 reviews
Guest favourite
Guest suite in Friedensruh, Canada
2-bedroom suite with Sauna
1–8 Jun
$110 NZD per night
5.0 out of 5 average rating, 6 reviews
Superhost
Tiny home in Stanley, Canada
Hidden Valley Off Grid remote tiny cabin
15–22 Oct
$136 NZD per night
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Treherne, Canada
Cozy Getaway in Treherne
18–25 Dec
$137 NZD per night
4.97 out of 5 average rating, 79 reviews
Guest favourite
Apartment in Cavalier, North Dakota, US
Roof Top Pines
19–26 Nov
$195 NZD per night
4.89 out of 5 average rating, 38 reviews
Guest favourite
Home in Pembina, North Dakota, US
Unique, Charming, Comfortable 4 Bedroom Home
15–22 May
$263 NZD per night
4.84 out of 5 average rating, 38 reviews

Destinations to explore

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