Chestnut Vacation Rentals by Owner

Rent a vacation rental home at Chestnut Mountain Resort, Illinois, United States. Located near the historic town of Galena, high above the Mississippi River it has become a premier Midwest ski destination with its nineteen trails that span 220 rolling acres with a total vertical drop of 475 feet. Book your vacation rentals directly from owners of chalet rentals, cabins, homes, and condo accommodations at Chestnut Mountain Resort, IL, USA.

Only in the Midwest will you find such an unexpected diamond in the rough high above the Mississippi, tucked nicely in the hills near Galena. Midwesterners love their elbow room and Chestnut Mountain is no exception. Thanks to two quads, four triple chair lifts, and three surface lifts, lines are virtually non-existent.

When darkness falls, great skiing and awesome views continue outside. But that's also just about the time things get exciting inside. Chestnut Mountain has 100 slopeside rooms in close proximity to an indoor pool, sauna and jacuzzi. The Sunset Grille restaurant serves up fine dining favorites and festive nightlife gets a leg up thanks to the frequent live music, an electronic game room and the Three Gables Lounge. Galena, eight miles away, also has great dining and entertainment options.

During summertime there is no shortage of activities for the young or young at heart. Ride the Alpine Slide or cruise the river on a Mississippi Explorer Cruise. Bike or hike trails showcasing the area's unique geologic beauty. Or test your short game on our 18-hole mini golf course. Whatever it is you want to do on a mountain, chances are you can do it here. Chestnut Mountain has all the amenities you've come to expect in a resort destination, yet its midwestern roots and small town charm always keeps folks coming back for more.

Chestnut Mountain is a perfect vacation spot with lodging such as condo rentals, chalet rentals and private vacation home rentals. If you own a vacation rental or a chalet rental there is no upfront cost when you list your vacation rental accommodations (condos, chalets, homes) with Owner Direct Vacation Rentals.


Chestnut last minute deals on vacation homes will be highlighted in red if available. Start your accommodation search in Chestnut now. Just enter your travel dates, number of travelers, and click 'search' for a list of properties for rent.






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