Holiday houses in Winkler

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.

Value · Family · Quiet

Studio 7 – Mighty, Modern, Fully Equipped

Small but mighty, this compact Winkler suite offers style, convenience and the perfect balance for your stay. This cozy studio is thoughtfully designed to offer everything you need for a relaxing stay, all within a clean, modern, and intelligently organized layout. What You’ll Love: ✔ Private entrance, self-contained suite — no shared living spaces ✔ 3-Piece Bath ✔ Fully Equipped Kitchenette ✔ Mini Fridge/freezer ✔ Queen-Size Bed ✔ Smart TV ✔ Modern Lighting & Clean Design ✔ Convenient Location

Family · Location · Kitchen

Riverside and Park Place

**Skier’s Destination House!** Gather friends and family for a weekend retreat at Frost Fire! Located next to Riverside Park, Walhalla’s newest Airbnb is just a six-minute walk from downtown restaurants, bars, and shops. This surprisingly spacious home offers quiet workspace, easy access to in-town tubing and campers. Whether skiing, tubing, hunting, or golfing, our home is the perfect base for your adventure! Ample snowmobile and razor parking available. Book now for a memorable getaway!

Location · Value · Layout

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.

Value · Family · Indoor spaces

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.

Value · Family · Access

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.

Location · Family · Nearby

Up North Cozy Cabin near Pembina Gorge

Enjoy a boutique nature retreat! This 9-acre property is 9 miles west of the Pembina Gorge. View Northern Lights and relax under the stars. Plenty of trailers/ATV parking. Enjoy the great outdoors: 4 miles to Mount Carmel Dam, 10 miles to Frost Fire Park, 13 miles to Langdon, and 17 miles to Walhalla. Sleeps 6: two bedrooms with queen size beds and a sofa sleeper with queen size mattress On a sceptic system with well water. Located on same property as "Up North RV near Pembina Gorge."

Location · Family · Heating

Lucy’s Loft. Barn loft near Winkler.

Experience the charm of barn living in a brand new space designed for comfort, style, and relaxation. This newly built barn offers cozy but modern finishes boasting a clean, bright, and thoughtfully designed home away from home. Start your mornings with coffee and sunrise views, spend your days exploring or unwinding, and end your evenings in a quiet, welcoming space that is both unique and brand new. Perfect for couples, solo travelers, or anyone looking for a unique and relaxing getaway.

Location · Family · Pets

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)

Value · Family · Checkout

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.

Location · Family · Skiing

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

Family · Location · Backyard

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

Value · Location · Getting around