Holiday rentals 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.

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

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.

The Sherlock Home close to Pembina Gorge

Your home away from home! The Sherlock Home is your a fully furnished vacation rental! With one bedroom (king size bed), one bath + queen size air bed (24" high), we can accommodate 4 guests. There's plenty of space for outdoor entertaining, including a deck, firepit & off-street parking with room for trailers. The perfect place to soak in the view of the hills and the Pembina Gorge & outdoor activities: hunting, ATVing, kayaking, skiing, golfing, mountain biking, snowmobiling, and hiking.

Hidden Valley Off Grid Glamping Tent

Get lost in this cozy rustic unique glamping trappers tent. You can often see and hear wild animals from the porch on the tent such as eagles, deers, and coyotes. The tent offers a fantastic view, situated on the valley edge. With natures music all around it’s a great place to unwind and disconnect. This off grid escape has out of this world star gazing, no light pollution. Excellent bird watching, novice or extreme hiking trails through the valley. A paradise for outdoor enthusiasts.

Welcome to Bunkie Village!

Welcome to Bunk House #1, a sweet getaway only 35 minutes from Winnipeg. Located on a beautiful park-like property, with a bit of hobby farm feel. Be entertained by the chickens and pigs! Stroll the acreage, canoe in the pond, sit around the fire or indulge in apples/plums/raspberries when in season! There is a Bathroom Bunkie and an outdoor shower! Both the Bathroom Bunkie and Outdoor shower are available May - September Tranquil space to unplug, relax and reconnect with nature.

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 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. Clear your mind in this serene setting. Finish your day with a walk on the river while spotting wildlife or unwind with a bonfire beneath a canopy of stars. (bathroom on property 100 meters away)

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

Peaceful Retreat in the Bush

Welcome to a peaceful oasis, tucked away in the bush, away from the business of life. This newly built one-of-a-kind house is a gorgeous retreat, complete with 60 acres of bush to explore, a top of the line hot tub, and a cozy wood burning fireplace, and plenty of friendly cats to keep you company. Just a few minutes away you can enjoy a round of golf at our local course in the summer, and the snowmobile trails are just around the corner in the winter.

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.

Rustic 5 Bedroom Gorge River Resort

One of a kind log home featuring 5 bedrooms furnished with the best of the outdoors. Bring the whole family to enjoy 2 king beds and 3 queen beds, this property offers a cozy spot for everyone. Located just outside of Walhalla, ND you will find ample space for everyone to relax and recharge whether indoor or out. Book now and enjoy the memories and adventure this home has in store for you!