Vacation rentals in Winona

JB Unique Bar Stay–SXS Trails, Firepit, Group Fun!

Stay in the heart of Western UP at our transformed historic Jake's Bed & Bar! This 3 bedroom property is located right on the trail and halfway between Porcupine Mountains and Copper Harbor. 8 beds Fire Pit w/wood Propane Grill Wifi & Streaming TV Cornhole Karaoke Machine Golf Putt Pong A true bar in your living room Full kitchen, Washer/Dryer, Dishwasher Enjoy countless activities like lakes, waterfalls, beaches, biking, and golf. This property offers easy access to the Western UP trail system

Twin Lakes Recreation Get-a-way

Enjoy the UP at this secluded property with 25 private acres in the resort area of Twin Lakes. Snowmobile or ATV directly to Trail 3. Explore abandoned copper mine on the property. Hike to local waterfalls or take an underground mine tour. Hit the water at Twin Lakes State Park. Golf at Wyandotte Hills. Enjoy a meal and refreshment at Boondock Inn or Parkview Lodge & Grill. Gas & groceries at Krupp's Mini Mart or 4 Seasons Convenience. All these stops within a few miles of the house.

Cozy U.P. home conveniently located near trails.

A U.P. retreat that has everything you need with adventure at your fingertips. Come relax with your family and friends at our peaceful 3 bedroom home. It’s conveniently located near riding trails and offers 1/2 acre off road parking. It’s also less than a mile to a popular bar/restaurant. Greenland, Michigan has many things to explore with trails that go on for miles. A few examples nearby would be Adventure Mining Co., Lake Superior, Porcupine Mountains Ski Area and Lake of the Clouds.

A Keweenaw Hidden Gem - 240 Acre Nature Retreat

If it’s nature and quiet you want to immerse yourself in, stay here to get away from the hustle, bustle and noise of life. Amongst the woods and pasture at the end of a road less traveled awaits your humble, cozy cabin. 3 miles of maintained private trails, 2 ponds, woods, a .75 mile walk to a lovely spot on Lake Superior or a 5 mile drive to public sandy swimming beach, boat launch, and lighthouse. Launch your Keweenaw adventures from this simple yet well-appointed tucked away hidden gem!

Cozy 2 bedroom home with a spacious back yard.

Come and relax in this cozy 2 bedroom home situated just off the main highway in Baraga, MI. The kitchen is equipped with oven/stovetop, refrigerator/freezer, coffee pot, toaster, microwave, assorted pots and pans, mixing bowls, measuring spoons and cups, flatware, cups, mugs, plates and bowls. In the living room sit and enjoy the Wifi or take advantage of the provided Netflix. On a nice evening enjoy some time around the backyard fire pit or grill out on the newly built back deck.

Kerban's Overlook

Nice, clean apartment just 5 minutes from Michigan Tech and a view of Portage Lake (lake access too!). One stall of garage parking available so you can go right from car to apartment without dealing with the snow. The driveway is plowed. Wifi, heat, keurig coffee selection included. Washer and dryer are in the spacious bathroom with a shower. Full kitchen and electric fireplace. Stairlift from garage. Queen sized bed with additional pullout couch (about full sz) and toddler bed.

Quiet retreat on 18.5 acres for viewing wildlife.

Located on a dead-end gravel road, 1.5 miles to hard surface road. There is a house behind the cottage where one person lives. Construction completed in 2020, has a deck, a 2-acre pond, 15 acres cleared, woods to wander in, walking distance to Otter River, 19 miles to Houghton, 13 miles to Baraga on Lake Superior. Pricing is per bedroom, base price $125.00 for first bedroom for 1-2 guests per night, and an additional $75.00 for second bedroom per night when there will be 3-4 guests.

Country Home in Michigan's U P

Relax in our ranch style house next to our beef farm in Toivola, MI. See the cows in the fields. Enjoy a quiet relaxing day, play games in the yard, build a campfire or check out the stars at night or the beautiful fall colors. Close to Michigan Tech Univ., Mine tours, Waterfalls and other Historical Landmarks. Visit Lake Superior just 6 miles away. Pick Agates or Yooper Lights at Agate Beach. Ride the ATV / Snowmobile trails from Copper Harbor to the Porcupine Mountains.

Gateway to fun and adventure

Story and a half house on 33 acres of land. Sleeps 6. Fully furnished to be right at home. High speed fiber internet with WiFi, Roku TV, close to several lakes, streams, hunting land and trails. 10 miles to M26 /M38 snowmobile parking and 4 miles to the reopened 109 Alston trail. Awesome back road snowmobiling via Otter Siding Rd. Plenty of opportunities for fishing or hunting (33 acres private land) or hiking. Discounts on stays of 7 or more days.

*Studio 15* Studio Apartment in West Hancock

This studio space is all fresh and new, located in west Hancock. Parking is easily accessible with a ground floor entryway. Downtown Hancock and Houghton are just minutes away. Located near the Hancock beach. If you aren't a camper but enjoy the day activities come and stay with all the luxuries of home. Studio size kitchen and a king size bed. We just added a heater/ air conditioner that is adjustable by the guest. The feedback has been great!

Kayak Shack Vacation Cottage

Looking for a cottage to rent in Michigan's Upper Peninsula to enjoy a variety of Spring, Summer, Fall, and Winter activities. Look no further. Welcome to "Keweenaw Bay" located on beautiful Lake Superior. My vacation Cottage named, ‘Kayak Shack Vacation Cottage' is located just 1 mile N of L'Anse, MI., offering breathtaking sunsets, tranquil star-gazing, serene wildlife and the bay's many moods for you to enjoy.

Peaceful lakefront cabin with sauna, fenced yard

Lake Superior front cabin with large fenced yard, 2 main floor bedrooms and spacious bedroom loft, custom wood fired barrel sauna. Easy access off US41 between Baraga and Chassell in Michigan's beautiful Upper Peninsula. Fully appointed kitchen, full bath with tub/shower, washer and dryer and wood fireplace. A little piece of tranquil heaven on the greatest Great Lake! Dogs are very welcome! $25 dog fee