Ski-in/Ski-out holiday rentals in Upper Peninsula

Light-filled Lake House Nestled in the North Woods

Snuggled on the shore of Caribou lake, this home is surrounded by water on two sides with over 500 ft. of lakeshore. The house combines stunning Scandinavian design with cozy touches to make you feel at home in the woods. The property features a sauna house, dock, canoes, deck, screen porch, and a long sweeping driveway. Located in Lutsen, MN- a short drive from the ski hill and 20 minutes from Grand Marais. The house has heated floors, vaulted ceilings, and sweeping window views from all sides.

Epic Sunrises at Huron Beach by Mackinaw-Cheboygan

A perfectly pristine Beach awaits you! A vacation dream. We are a Gem of the State known as Huron Beach 35 miles from the Mackinaw Bridge. Please enjoy our photos as this is our unique environment! Every day is Paradise here! We are Perfect for summer or winter vacations. Beach lovers enjoy our Summer. Snowmobilers, Snoeshoers, Cross Country Skiers, Downhill Skiers and Skaters love our winter! Positioned off US 23 you have easy access to Mackinaw, Petoskey, Indian River and the Upper Pennisula!

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.

Three Sister's Cottage Barn Retreat

Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

on Lake Superior-Clubhouse Cottage-Cozy Hideaway

Clubhouse Cottage is your home away from home for the quintessential cottage experience on Lake Superior. Northern Lights and beach fires! High speed wifi and streaming services too. 1 queen bedroom, 1 queen sleeper sofa, and space for air mattress. Very comfortable and extremely well maintained. You are sure to fall in love with the cottage at this private and secluded (besides our other rentals) location on Lake Superior. Just a short 5 min drive to Calumet, and 10 from Houghton/Hancock.

Hideaway Tiny Cabin

If peace and quiet is what you’re looking for in a vacation spot you’ve come to the right place. Hideaway Tiny Cabin is 320 square feet of secluded lodging on our homestead of 8 acres. You’ll be surrounded by wildflowers and the sounds of nature while amenities are only a 5 minute car ride away. Enjoy a hot cup of coffee in the morning while enjoying the screened in porch attached to the cabin. There’s a fire pit right out front with firewood available on premise. Relax and destress.

Viewpoint in Lutsen

Renovated Lutsen home on Lake Superior. Enjoy the amazing views while listening to your favorite records. Walk to Lockport Market for breakfast or Fika for a fresh roast coffee. “Work From Home” with a fast internet connection. Make s'mores around the fire, take a hike or venture to the North Shore Winery, experience the Alpine Slide, ride the gondola, bike, golf, ski...relax Enjoy! CONDÉ NAST features VIEWPOINT! cntraveler(dotcom)/gallery/beautiful-lake-houses-you-can-rent-on-airbnb

Empire Sleeping Cabin @ Superior Orchards

Empire Sleeping Cabin in Grand Marais, MI provides a cozy, restful & rustic experience for the glamper that enjoys a dry, warm and comfortable experience while surrounded by nature. Cabin has wall heater & a king size pillow top bed. "THE HEATED FULL BATHROOM & HALF BATH IS NOT IN THE CABIN" but is located just steps away from the cabin in the large pole barn, and is stocked with hand towels and toiletries to make your "GLAMPING" experience one to remember. Bath towels are provided.

Honeymoon House on Superior Pebble Beach

Nestled in the woods on the shore of Lake Superior, this home provides everything the North Shore has to offer. The house features sweeping lake views from all three bedrooms, a creek and bridge, two private pebble beeches, kayaks, and beautiful trees. Located in Lutsen, Minnesota only 15 minutes from Grand Marais. The house has heated floors, North woods art from local artists, comfortable beds, and unique architectural features. Perfect escape for weekend away or special occasion.

Paradise View

Relax in the serenity of Paradise View’s incomparable perspective of Whitefish Bay every morning when you awake. You will enjoy sun and moon rises from your living room, watch the birds, the freighters and the ever-changing moods on the bay. If you love hiking or snow shoeing, bird watching, cross country skiing or photography – this is the place for you. When winter arrives, we get lots of snow! Located just 14 miles from Tahquamenon State Park & 1-1/2 miles from Paradise.

Chocolay River Cabin

Small hand hewn log cabin on Chocolay River. Good fishing, approximately 5 miles from snowmobile and ORV trails. Full kitchen. 1 BR (Q), Full sofa sleeper and 1 bath. Outdoor electric sauna. A fire pit. Washer/dryer. Basic amenities. Full kitchen. There is WiFi but cell service can be very sketchy. Texting does seem to work ok. We do have a cell phone booster there but it still isn’t great. If you need to make a call you can drive about 1 mile out to US 41 and service is good.

The River House

The River House is a two bedroom cottage on the Chocolay River in Marquette, Michigan. It is adjacent to a bike path and walkway that runs through Marquette County, along the shore of Lake Superior. This cozy cottage has a deck and sun room with a view of the river, and is close to beaches, marinas, and the beautiful city of Marquette. The River House is a comfortable, peaceful retreat. Out of respect for our neighbors, we cannot accommodate snow mobiles on the property.