Vacation rentals in Chicagon

Tranquil Northwoods Escape

Kick back and relax in this calm, stylish space nestled in the peaceful Northwoods of Rhinelander. Youʻll enjoy the Northern experience both inside and outside the cabin. Inside youʻll find warm, natural tones throughout. In floor heat and air conditioning with WiFi. Multiple televisions. Outside includes two patios with outdoor seating, a grill, and a concrete fire pit area. Youʻre sure to see plenty of wildlife throughout your stay while being close to the action, just 8.7 miles from town.

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.

The Good Place: Lakehouse directly on ATV trails

Bring the family to "The Good Place" for fun, sun and relaxation! This inviting custom-built 3,200 sq. ft home is located on Bass Lake in Florence County and is fully loaded with amenities. Excellent views of the lake with easy walkout and drive-up lake access. An abundance of recreational activities await you from fishing, boating, kayaking, hiking, biking and direct access to ATV/snowmobile trails. This is a special place that means the world to us and the perfect getaway for lasting memories.

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.

Snowy Owl Lodge - Left Side (formerly Hot Springs)

*low tox/fragrance free-Bring the whole family to Snowy Owl Lodge—Left Side! Sleeps 12 w/ 4 bedrooms, 2 lofts, 2 full, 2 queen, 2 twin beds, futon, & 2 full baths. Enjoy the hot tub, deck, grill, firepit, laundry & plenty of space to relax. Just steps from Ski Brule, 10 mins to town, on snowmobile trail & near 5 lakes including Blue-Ribbon trout streams. Perfect for all seasons—ski, snowboard, snow tube, snowmobile, fish, hike, hunt, bike, waterfalls, autumn colors, & more in the ❤️ of the U.P.

Style-Ish 2 bed lower with all season sun room

Fully remodeled modern and spacious apartment. Very close to trails, attractions, and downtown Ishpeming. Located on a quiet street the apartment features a queen bed, full size bed, and a comfortable pull out queen sofa sleeper. An all-in-one washer and dryer is available for use as well. After you spend the day exploring the area you can enjoy sitting by the fire in the beautifully renovated sun room. Ishpeming features coffee shops, restaurants, antique shops, and plenty of history.

Way Dam West

Up north getaway located near the west end of the Michigamme Reservoir. On recreation/snowmobile trails. Quiet, private, peaceful, easy to access. Sits on 20 acres, borders public land. Tons of wildlife including occasional moose sightings. Great deer, bear, turkey and bird hunting area. Boat launch to Way Dam less than ¼ mile from driveway. Terrific fishing, including panfish, bass, northern and walleye. Whatever your outdoor activity, this is the perfect central U.P. location.

Riverfront Efficiency Cabin- edge of town, kayaks

Enjoy the Northwoods while staying at Eagle Quarters. Located on the Eagle River, connecting to the Chain of Lakes. This rental is just outside of town, on Hwy 70. A large open room has 1 full size bed, 3 twin beds, and 1 sofa sleeper. There is a full size kitchen and split bathroom with stand up shower. This unit is super clean offering Wi-Fi and Hulu channels on a 75 in. TV. Onsite: charcoal grill, fire-pit with complimentary wood, dock slip, and kayaks/paddle boats/row boat

Jimmy’s Lakeview Vacation Cabin

Jimmys Lakeview Vacation Rental cabin is located across from Duck Lake (part of the Eagle River Chain of Lakes) and offers a great place to stay for your Eagle River vacation. Cabin is only 2 miles from downtown Eagle River and within walking distance to Sweetwater Bar and Grill and Kickback Grill. There are two public boat landings and Eagle Lake Park within 1.5 miles and is also located on the snowmobile and atv/ utv trail.

Ski Brule Log Cabin

Enjoy memorable mountain views at this lovable 3 bedroom cabin, located just a 5-minute walk from the Ski Brule lifts. Fire up the gas grill and host a cookout on the scenic back deck. Spend your nights making s’mores at the campfire pit, then cozy up inside by the wood burning stove inside while watching your favorite streaming services. A perfect cabin to gather and relax with friends and family.