Holiday rentals in Winona

Quiet retreat on 18.5 acres for viewing wildlife.

Pricing is per bedroom; $144/night for 1 bedroom accommodating 1-2 guests. Additional $87/night for a second bedroom for 3-4 guests. A Tax of approximately 6% is added to this pricing. 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.

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.

Cat Harbor - Copper Suite - On Lake Superior

Set on the shores of Lake Superior, the Copper Suite is one of two private units in the home, offering stunning, panoramic lake views. Step right outside to access cross-country ski and hiking trails. Enjoy a fully equipped kitchen, cozy indoor fireplace, lakeside back porch, heated garage, and outdoor wood-fired sauna. Whether you’re here to unwind, recharge or head out on adventures, it’s the perfect base for exploring the Keweenaw. Located near Copper Harbor, Eagle Harbor, and Mt. Bohemia.

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.

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

Jake’s Bed & Bar is a transformed historic bar turned 3-bedroom getaway in Michigan’s Western UP. Located on the trail and halfway between the Porcupine Mountains and Copper Harbor, it’s an ideal Adventure basecamp. 3 BR/1.5 bath/8 bed True bar, Wi-Fi & streaming TV Full kitchen, dishwasher, washer/dryer Fire pit, propane grill Karaoke, golf putt pong Pet friendly Trail access Easy access to lakes, waterfalls, beaches, and golf—park your trailer and ride straight from the property.

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.

High Rock Cabin- 200 ft to trail 17! Close to town

Welcome to our “High Rock Cabin”. This centrally located tiny house is right by the trails. Set in the woods, but only a couple miles from Hancock/Houghton! One main floor bedroom with queen bed, and a loft with two full beds. Please be aware that there is a spiral staircase to access the loft. No smoking in cabin. Will be a $250 fee if smoking is detected. Also, pets must be approved by owners. Will entail an additional pet fee. There is plenty of parking, enough room for a trailer!

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. More snow is on the way!

Brand New Modern Waterfront Home

Our stylish mokki (Finnish cabin) is the perfect place for your Keweenaw vacation! This brand-new Scandinavian modern design waterfront home is conveniently located right outside Hancock on the snowmobile/ATV trail and the portage canal. Minutes away from Mont Ripley Ski Hill, Michigan Tech University, local cross-country ski trails, the Houghton Co. Airport, and Lake Superior, this home has all you need to enjoy the amazing outdoor landscape of the Copper Country!

The Accent House at Beach View: with Garage!

The Accent House at Beach View is the perfect place to stay for family getaways, business trips, and for all who are looking to explore and enjoy our beautiful Upper Peninsula! Our Beach View neighborhood is right down the street from Hancock Beach and the Portage Canal. Just a short drive will take you to the Maasto Hiihto trails, Mont Ripley, and downtown Hancock and Houghton. Rest easy knowing we will do everything we can to make your stay wonderful!

103 - Downtown Houghton-Canalside & Walking Path

Visiting Michigan Tech? Couples getaway? Business trip? This is the perfect place in downtown Houghton for your needs! Perfect spacious place for 2 with so much to do right out the front door! Walking distance to restaurants, shopping, parks, public library and more! Access to the waterfront walking path is in the parking lot. Enjoy the beauty of the Portage Lift Bridge! Visiting with friends? Check out our other suite listing next door!

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