
Vacation rentals in Chicagon
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Top-rated vacation rentals in Chicagon
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Lakeside Loft, Roof Deck + Sauna
Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on 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.

Crystal Falls Cozy Pet Friendly Home
Hello! Looking for a cozy home to stay while visiting the area? Look no further! 🏡Our home is located within walking distance to downtown, grocery store, Paint River/boat landings, gas stations, snowmobile and ATV trails. Only 20 minute drive to Ski Brule. Newly remodeled kitchen, new floors, trim and paint have recently been updated. FreeWiFi & new Central Air! Use the covered back deck to relax while letting the kids play in the huge back yard/sandbox in a quiet & kid friendly neighborhood.

"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.

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.

Beautiful house on Brule Lake!
Located 15 minutes west of Iron River, Michigan is a rustic getaway sure to appeal to any vacationer. Sitting in a serene setting is a beautiful home located on Brule Lake with a breathtaking view! There is a boat landing located only .5 miles down the road. This is the perfect getaway spot for you and your family to unplug, relax, and unwind. *2 Kayaks and 2 paddleboards will be available for use when staying at the property! *Fishing boat & motor boat available for rent! Msg for more info!

Sauna & Pool Table: Family Home on Lake Chicagon
'Mid Summer Lodge' | Basement Bar Area | Great for Year-Round Recreation | 2,760 Sq Ft A relaxing retreat awaits you at this Iron River vacation rental! Located on Lake Chicagon, this 4-bed, 3-bath home has an open living space and a cozy basement den — perfect for friends, families, and reunions! Head to Ski Brule for a day on the slopes, explore local trails on snowmobiles, or stay home and host a pool tournament in the basement. End each day gathered for dinner and admiring the lake views.

Cozy lake front cottage, escape with amenities
Relax and play at this adorable cottage, on the water or on the trails. The Lake Effect on Lower Post Lake gives all the feels. It takes place before you arrive, the nature, the trees, the “up north” vibe. This beautiful lake home greets you with wonderful pine throughout. You can see the lake from the first steps in the door. It's modern and bright. The property sits higher up from the lake giving you an eye-level view of the peaceful surroundings. Plenty to do or not do, it's your call.

U. P. Hideaway llc
Relax with the whole family at this peaceful place to stay. Welcome to U P Hideaway. Enjoy this clean two bedroom one bath ranch style home located approximately six miles north of Iron River Mi. This private country setting sits on the edge of Ottawa National Forest. Enjoy nearby wildlife viewing, hiking, hunting, fishing, boating, kayaking, golfing, snowshoeing, skiing, and miles of recreational trails. Atv's , snowmobilers and equestrians are welcome. On site truck and trailer parking.

The Ice House - An UPscale U.P. lake home
The Ice House is a hygge-inspired vacation home with amenities of an upscale rental. Our home is newly renovated with 100 ft of private frontage on beautiful Ice Lake. Imagine your morning cup of coffee on the master bedroom deck with panoramic views of the lake. Upscale amenities include granite countertops, 4 smart TV’s, and spa-like finishes in 3 bathrooms. The Ice House is centrally located in Iron River close to Ski Brule and other outdoor activities enjoyed in scenic Iron County.

Lakefront 3 BR Winter/Summer Wonderland (sleeps 8)
3 BR updated home on beautiful Chicaugon Lake. Great for all activities including Loon spotting, swimming, 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. Dock is out of water beginning October 1st.

Sunset Lake - 4 Bath, Dock, Ski, UTV, Snowmobile
Escape to our cozy 3-bed, 4-bath waterfront cottage on Sunset Lake. Perfect for large groups, this year-round retreat offers stunning sunrise views, a relaxing sauna, and wood-burning fireplaces both inside and out. Enjoy two decks, a pizza oven, and direct lake access. A perfect blend of comfort and adventure for the whole family, with a dedicated workspace for remote needs. Excellent location for ski trips to Ski Brule and near trails for UTV and Snowmobile enthusiast.

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 boat launch. Private entrance into furnished 14x24 bedroom with full size bathroom w/tub, office desk, great room, fully stocked kitchen with dishes, pans, keurig, etc. dining room table set, full size stove, micro, fridge & dishwasher. Light & Airy patio doors onto lighted, covered patio with fire pit, outdoor furniture and grill.
Popular amenities for Chicagon vacation rentals
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