
Holiday houses in Winona
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Top-rated holiday rentals in Winona
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Historic copper mine site - Entire Cabin
Private cabin at the historic Adventure Mine site. Amazing setting overlooking wooded valley. High speed internet suitable for video conferencing. Queen bed in loft, outdoor deck, full bath with shower. The Adventure Mine is a cooperating site of the Keweenaw National Historical Park. Underground mine tours, hiking trails, building ruins to explore! The loft is accessed by an offset-tread stairs. this may be difficult for those with limited mobility. We do not permit mineral collecting on site.

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.

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.

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.

Rustic, yet Modern Trailside Cottage/MTU 2.3 Miles
Experience the Copper Country's natural beauty from our flagship property! The Miner was tastefully decorated & pays tribute to the area’s rich copper mining history. It is quaint & relaxing, yet spacious enough for entertaining. The Miner is the perfect destination for couples, business travelers and small families as it sits at the gateway to the Keweenaw and is located steps from the famed Jack Stevens snowmobile trail. A portion of all bookings will donated to local youth hockey.

SH Lake Escape w/Kayaks, Firepit, Fishing
Sandy Hollow is a 2-BR lakefront on Sandy Lake, in a peaceful cove just off the main lake. Perfect for families or couples, it offers sunsets, swimming, and four-season adventure right outside your door. Amenities 2 BR/4 beds Fire pit Grill & outdoor dining Pet friendly w/ dog lead Full kitchen, dishwasher, Keurig Wi-Fi & streaming TV Washer/dryer 3 kayaks, paddleboat Ride to snowmobile & ATV trails Enjoy fishing, kayaking, and sunset views—true lake life in the Western UP.

Black Barn Lodge
New build 2023 4 season paradise Starlink internet Bill Nichols trail is directly across the highway Great location close to party stores and restaurants Boiler hot water and heat 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 with dock sxs, sleds,boats and bikes! Read the house rules on pet fees

Otter House
Otter House is a beautifully appointed log cabin in the trees overlooking Otter Lake. It is comfortably furnished with a well equipped kitchen. The lakefront has a small beach, 3 kayaks, a canoe, hammocks and a fire pit. Otter Lake is a tranquil spot with great fishing and very little boat traffic. Canoe up the Otter River or Kayak down to the dam. You will see eagles, beavers, turtles, loons, geese and if you're lucky an otter. There is a parking pad for your RV or trailer.

Fog Signal House at Sand Hills
Enjoy an extraordinary couple's retreat at the historic Fog Signal House at Sand Hills Lighthouse. Originally built in 1919 to house two massive fog horns, the Fog House has been transformed into a relaxing space for two. Roam on 3000 ft of private Lake Superior shoreline, wake to stunning sunrises, stargaze at a pristine night sky. Tune into the remarkable landscape in any season. The design hearkens to its industrial past, but is full of contemporary amenities for your comfort.

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!

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.
Popular amenities for Winona holiday rentals
Other great holiday rentals in Winona

Houghton’s Paradise on the Stream

Starry Sky Lodge on peaceful 38 acres-whole house

Stylish Summer Cottage Close to Beach with 3 Beds

The Cabin

Tioga Falls Cabin: Your Secluded Summer Escape!

Comfy cabin alongside the Otter River on 20 acres.

Half Pine Cabin on Lake Superior Sandy Shores

Close to trail rental (1)
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