Vacation rentals in Chicagon

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Top-rated vacation rentals in Chicagon

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Guest favorite

Cabin in Long Lake

4.89 out of 5 average rating, 121 reviews

Whispering Maples Entire Cabin Tipler, Wisconsin

Whispering Maples is a two bedroom, 1 bath cozy cabin equipped with Starlink for internet. It is a great place to get away and relax. It's located in the rural town of Tipler, WI. Tipler is in Florence County Wisconsin. Whispering Maples is accessible to the trail system right from the cabin. There are also lakes and hiking trails in the nearby Chaquamegon-Nicolet National Forest for more recreation. There is a fully functional kitchen. There is a grill and firepit available at the cabin.

Top guest favorite

Home in Gaastra

4.85 out of 5 average rating, 177 reviews

"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.

Guest favorite

Cottage in Iron River

4.97 out of 5 average rating, 29 reviews

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.

Guest favorite

Home in Iron River

4.86 out of 5 average rating, 29 reviews

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.

Guest favorite

Cabin in Alvin

4.89 out of 5 average rating, 213 reviews

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.

Guest favorite

Cabin in Crystal Falls

4.83 out of 5 average rating, 12 reviews

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

Top guest favorite

Cabin in Crystal Falls

4.9 out of 5 average rating, 10 reviews

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!

Superhost

Home in Iron River

4.82 out of 5 average rating, 45 reviews

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.

Top guest favorite

Cabin in Phelps

5 out of 5 average rating, 65 reviews

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.

Guest favorite

Place to stay in Marquette

4.95 out of 5 average rating, 128 reviews

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.

Guest favorite

Home in Phelps

4.95 out of 5 average rating, 152 reviews

Phelps Seclusion

Private setting in the woods close to Phelps. Great for hunting, fishing, snowmobiling, ice fishing, skiing, and snow shoeing or just hanging out with friends and family. A full bathroom with shower. 2 bedrooms with 2 queen size bunk beds sleeps 8. Pets welcome, especially hunting dogs. A circle driveway that accommodates 2 or more boat or snowmobile trailers. We even had a trucker with a 53 foot trailer park here.

Superhost

Cottage in Crystal Falls

4.65 out of 5 average rating, 37 reviews

Rustic Lake Escape Front Cottage 1,100 Acre Lake

Our UP Michigan vacation cottages are available for rent from June through October. Accommodation Details Our lakefront vacation property has 3 cottages, only 2 are rented out accommodating from 5 to 6 people each. The heated vacation cottages have TV's, and fully-equipped kitchens with coffee maker, dishes, microwave, pots and pans. Each cottage has its own grill, picnic table, and use of a row boat