Chestnut Lodging

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.

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Chestnut Vacation Activities

5 Vacation Rentals

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  • Presidential Towers one Bedroom

    Presidential Towers one

    Presidential Towers: Apartment
    • 1 BDR
    • 1 BA
    • Sleeps 5
    • #224256
    avg $142 USD/night Credit Card Paypal Pet Friendly
    The minimum stay is 31 nights. This top West Loop location will allow you to walk to work, enjoy stunning views from home, and have the luxury of restaurants, nightlife, museums and shopping at your doorstep. The building features a BBQ deck and free WiFi lounge. There is an FFC Gym (paid membership) and a 24 hour Wal-Mart inside the building. Easy access to Chicago transportation ("El"/CTA/Metra/Amtrak/Bus/Highway). The apartments are furnished with all the comforts of home so all you need to bring is a bag of clothes and maybe a few groceries.
  • Presidential Towers Studio Apartment

    Presidential Towers Studio

    Presidential Towers: Apartment
    • 1 BA
    • Sleeps 4
    • #224254
    avg $104 USD/night Credit Card Paypal Pet Friendly
    The minimum stay is 31 nights. This top West Loop location will allow you to walk to work, enjoy stunning views from home, and have the luxury of restaurants, nightlife, museums and shopping at your doorstep. The building features a BBQ deck and free WiFi lounge. There is an FFC Gym (paid membership) and a 24 hour Wal-Mart inside the building. Easy access to Chicago transportation ("El"/CTA/Metra/Amtrak/Bus/Highway). The apartment is furnished with all the comforts of home so all you need to bring is a bag of clothes and maybe a few groceries.
  • Luxury one Bedroom Rental

    Luxury one Bedroom Rental

    The Loop: Apartment
    • 1 BDR
    • 1 BA
    • Sleeps 6
    • #224241
    avg $168 USD/night Credit Card Paypal Pet Friendly
    The minimum stay is 31 nights. This luxury building is close to work and offers top of the line amenities including an all-inclusive apartment. The LEED certified building offers a 24/7 door/security person, complimentary coffee/tea, 24/7 fitness center (cardio and weights), sauna, billiards table, poker table, entertainment room, board games, library, indoor and outdoor fireplace, business center (computers and printing), sky room (can be rented for parties), heated pool, outdoor grills, green dry cleaning and a dog run. Your apartment is equipped with all the comforts of home including stainless steel appliances (fridge, freezer, dishwasher, oven, stove top, garbage disposal), washer and dryer, flat screen TV, 140 cable channels, high-speed internet and a telephone with nationwide calling. All utilities are included including electricity, central heating/cooling, gas and water. We stock your kitchen with baking/cooking dishes and utensils, a coffee machine, teapot, and dishes. Your unit also includes all the linens and towels you will need in addition to a vacuum, hair dryer, iron and artwork. Dog friendly units are available upon request.
  • Luxury Jr. One Bedroom Rental

    Luxury Jr. One Bedroom

    The Loop: Apartment
    • 1 BDR
    • 1 BA
    • Sleeps 5
    • #224239
    avg $146 USD/night Credit Card Paypal Pet Friendly
    The minimum stay is 31 nights. This luxury building is close to work and offers top of the line amenities including an all-inclusive apartment. The LEED certified building offers a 24/7 door/security person, complimentary coffee/tea, 24/7 fitness center (cardio and weights), sauna, billiards table, poker table, entertainment room, board games, library, indoor and outdoor fireplace, business center (computers and printing), sky room (can be rented for parties), heated pool, outdoor grills, green dry cleaning and a dog run. Your apartment is equipped with all the comforts of home including stainless steel appliances (fridge, freezer, dishwasher, oven, stove top, garbage disposal), washer and dryer, flat screen TV, 140 cable channels, high-speed internet and a telephone with nationwide calling. All utilities are included including electricity, central heating/cooling, gas and water. We stock your kitchen with baking/cooking dishes and utensils, a coffee machine, teapot, and dishes. Your unit also includes all the linens and towels you will need in addition to a vacuum, hair dryer, iron and artwork. Dog friendly units are available upon request.
  • Luxury Studio Apartment Rental

    Luxury Studio Apartment

    The Loop: Apartment
    • 1 BA
    • Sleeps 3
    • #224235
    avg $130 USD/night Credit Card Paypal Pet Friendly
    The minimum stay is 31 nights. This luxury building is close to work and offers top of the line amenities including an all-inclusive apartment. The LEED certified building offers a 24/7 door/security person, complimentary coffee/tea, 24/7 fitness center (cardio and weights), sauna, billiards table, poker table, entertainment room, board games, library, indoor and outdoor fireplace, business center (computers and printing), sky room (can be rented for parties), heated pool, outdoor grills, green dry cleaning and a dog run. Your apartment is equipped with all the comforts of home including stainless steel appliances (fridge, freezer, dishwasher, oven, stove top, garbage disposal), washer and dryer, flat screen TV, 140 cable channels, high-speed internet and a telephone with nationwide calling. All utilities are included including electricity, central heating/cooling, gas and water. We stock your kitchen with baking/cooking dishes and utensils, a coffee machine, teapot, and dishes. Your unit also includes all the linens and towels you will need in addition to a vacuum, hair dryer, iron and artwork. Dog friendly units are available upon request.

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