Vacation 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.

Lake Front Lodge on Lake Roland | Twin Lakes

Enjoy the charm of the Lake Front Lodge, featuring a private beach on Lake Roland and beautiful wooded property. Nestled in Michigan’s Upper Peninsula Twin Lakes area, 20 miles from Houghton and MTU this home is the perfect getaway. Spend your days kayaking, boating, fishing, or soaking up the peaceful lakeside. ATV, snowmobile and nature trails located nearby. Walking distance to Krupp's convenience store, gas station, golf course and several restaurants! Twin Lakes has it all for seasonal fun!

Black Barn Lodge

Newer build 2023, Starlink internet, Bill Nichols trail is 700 ft away Great location close to party stores and restaurants, Boiler in floor heat and hot water 1st bedroom has a queen bed and blow up mattress, Bedroom 2 comes with 2 queen beds Laundry room with 8 heavy duty gear hooks for your riding gear. Located on Little Gerald lake. Great fishing / access to two other lakes Private beach/ dock sxs, sleds,boats and bikes! Read the house rules on pet fees Owner may be on site at new barn

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.

Driftwood Cabin

Slow down, unplug, and relax in a cozy North woods log cabin with a private beach on the sandy shore of Lake Superior. Start your day by enjoying a cup of coffee on the back deck watching the sunrise and end your day sipping a cocktail on the beach watching the sunset, stars, or Northern Lights. The Driftwood Cabin is located west of the quaint town of Ontonagon, close to the Porcupine Mountains Wilderness State Park. Recharge your imagination, play outdoors, and enjoy a memorable vacation!

R & D Ranch

Relax with the whole family at this peaceful place to stay. It is a small and comfortable home. Theres a fully functional kitchen and bathroom with a shower. Two bedrooms, each bedroom having a double bed. As well as a sunroom with a beautiful view of the back yard. It is the perfect location right in between the Porcupine Mountains to the west and the Keweenaw Peninsula to the north. To the south is beautiful Bond Falls. Come enjoy our beautiful U.P. There is so much to see and explore.

Boonie Cabin 5

This cabin is in a great location, with only a short walk (or ride) to the bar & restaurant. Cabin 5 is less than 2 years old with new furniture and great views year round. The cabin features a bedroom with a queen bed, full bathroom with a shower, and a full size pullout couch with air mattress. Kitchenette area has refridgerator, microwave and coffee machine. Coffee & coffee filters included. Plenty of truck and trailer parking. Immediate trail access. Fuel stations less than a mile away.

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.

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, 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. 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 Yooper Lodge! On the trail and close to lakes.

The Lodge is a great place to start your next adventure! It is centrally located to all the sights that the Western U.P. has to offer. Our place is a great base camp. The best trails and deep snow are as close as the front yard. Not to mention, trail #3 Bill Nicholls (one of the best in Michigan) is right across the road! Makes for great ATV and Snowmobile trips in all directions. There are restaurants, bars, and 2 gas stations/minimarts close by also.