Holiday houses in Chicagon

"Yooper Retreat"

Cozy small-town house close to many of the activities Upper Peninsula Michigan has to offer. Time in the U.P. does not follow a clock, it is measured by your enjoyment. If you are looking for crystal palace, look elsewhere. This place offers the basic essentials in a typical Upper Peninsula small former mining community. Wi-Fi provided just in case the weather does not want to cooperate with your outdoor plans. Many of the floors recently upgraded. Bathroom updated to include shower/tub.

Sunset Lake - Fireplace|Dock|Sauna|4 Bath|Ski|UTV

This cozy cottage is perched above a lush lakefront lawn, boasting picturesque views of Sunset Lake. Three bedrooms and four bathrooms offer space for large groups, giving you ample private and public spaces to create a memorable getaway. Play all day in any season and come back to relax by the fire or unwind in the sauna. Enjoy cooking for your crowd in the fully stocked kitchen complimented by a dining table that seats ten. Minutes from Ski Brule, state parks, town, UTV trails and local fair.

3 bed/2 bath Lake House on Iron Lake - No Pet Fee.

Fisherman & outdoor enthusiasts dream place. 5 acres on Iron Lake for your family, friends, and dogs to enjoy. Ski Brule, snowmobiling, wildlife, hiking, and so many more things to enjoy. Very private. This lake is great for kayaking, canoeing,and fishing. You can swim off the dock,but there are some lily pads. The water is clear,but the bottom of the lake is mucky at shore. Great for dogs. Kayaks, canoe, & paddle boat available at your own risk. In winter, best to have AWD vehicle.

Rivers reach

Our cabin is located in the heart of the Nicolet national forest on 37.5 acres It boarders on two sides creating a beautiful and very peaceful setting. Once inside you will feel warm and comfortable while being able to see all the beauty nature has to offer through all the windows over looking the property. Plenty of space in the kitchen to prepare a meal or relax on the deck while grilling. Relax by the camp fire or cool off in the pond. Snowmobile and atv trails through back of property.

River Rental Log Home Pool Spa Dock Canoes Privacy

Take it easy at this unique and tranquil getaway. Located directly on the river dock and canoes are provided. Pool Spa is four season use. The residence is not visible from the road. Total privacy and quiet. The Paint River is a blue ribbon fishing stream with class lV and lll rapids upstream. Heaven for Snowmobiling, Skiing, ORV off roading, fishing, hunting, golfing, white water rafting and canoeing. No hunting of any kind is permitted on the property. Cameras are outside only 4 security

Chicagon Lake Retreat with pontoon

Relax with the whole family in Michigan’s upper peninsula on Chicagon Lake, offering 1100 acres of crystal clear water with breathtaking views of rolling hills and pines. Delightful lakefront cottage is comfortable and filled with “up north” feel. Use the pontoon for fishing adventures or leisure cruises. Your friendly dogs are welcome guests. Easy access to public launch, Young’s golf and recreational trails. Come have an unforgettable guest experience and make some lasting memories!

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Atop one of Vilas County's highest points, this cabin provides stunning 360-degree views from various levels overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet—where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Getaway in the city of Caspian, MI

A quiet, simple 2 Bed/1 bath in the city of Caspian, MI. Several nearby lakes and river accesses. Less than a mile from the Apple Blossom trail. Nearby snowmobile/atv trails and hiking trails make this a great location for outdoor enthusiasts. Approximately 7 miles from Ski Brule and the Wisconsin border. Close to restaurants and bars including the U.P. famous Riverside Pizzeria, Kermits’s bar and Contrast Coffee. Gas/groceries close by as well.

Charming log cabin on Moon Mtn

Enjoy a bespoke log cabin with a clawfoot soaking tub, full kitchen, private patio, bonfire pit, outdoor bbq, and forest trails to your own mtn vista. Truly off the beaten path - great for adventurers and solitude seekers. 🌲Road is unpaved and requires 4wd vehicle. Read entire listing before booking - cats live in cabin, off grid, no wifi, no tv. 25 mins from MQT & near Lake Superior, Lake Independence, the Yellow Dog River, & Alder Falls.