Holiday rentals in Chicagon

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.

Lakefront 3 BR Winter/Summer Wonderland (sleeps 8)

3 BR updated home on beautiful, crystal clear Chicaugon Lake. Great for all activities including listening to the Loons, swimming off of a private swim platform, kayaking (included), fishing from the pier or bring your own boat. Enjoy miles of ATV & snowmobile trails less than a mile down the road or hit the slopes at Ski Brule only a 30 minute drive away. Looking for inside entertainment? Test out your ping pong skills or enjoy the gaming chairs playing Nintendo Switch on the 50” Smart TV.

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.

Home on Lake Chicagon w/ Dock & Sauna!

'Mid Summer Lodge' | Multiple Outdoor Spots w/ Lake Views | Great for Year-Round Recreation A relaxing lake retreat awaits you at this Iron River vacation rental! Located on Lake Chicagon, this 4-bedroom, 3-bath home has 2,760 square feet of well-appointed living space — great for friends, families, and reunions! Head down to the water to boat, fish, and swim, enjoy friendly competitions around the pool table, and end each night soaking up the lakefront views or unwinding in the sauna.

Secluded Spread Eagle Sanctuary

Executive home lower level nestled in a private sanctuary of unique trees and shrubs. Right off ATV trail, river access with public boat launch. Extra parking for a boat, trailer, etc. Private entrance into furnished 14x24 bedroom with full bath, great room w/ 52" tv wifi, second split king size bed, fully stocked kitchen with dishes, pans, keurig, etc. dining table for 4, full stove, micro, fridge & dishwasher. Light & Airy patio doors onto lighted, covered patio with fire pit.

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.