Chicago is a high-spirited city on the banks of Lake Michigan. Grant Park is often dubbed “Chicago’s front yard,” as it is the perfect spot to begin your Chicago trip. Spanning 312.98 acres (126.66 hectares), this lush green space is home to the city’s famous attractions, such as Field Museum, The Art Institute of Chicago, and Shedd Aquarium. Buckingham Fountain, one of the world’s most extensive fountains, dominates the heart of the sprawling park as a stunning centerpiece. You can also visit Millennium Park, a 25-acre (10.12-hectare) space filled with picnic areas, outdoor public art displays, and landscaped gardens. After exploring the vibrant urban area, retreat to the scenic waterfront side of the city - Navy Pier. This coastal charmer boasts rich dining, shopping, and entertainment scenes. Hunting for a comfy place to cap off your night after an action-packed day? Read on for the top homestays in Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Cozy homestay with modern amenities (from USD 75)
This cozy homestay offers modern amenities to make your stay worthwhile. Feel free to tune in to your favorite local shows and stay posted with news updates with the flat-screen TV. When the weather turns hot or humid, you can use the air-conditioner to keep the room cool.
Further, complimentary Wi-Fi is available to let you browse your socials and connect with friends and family. Towels and bed linens are also in stock, so you can pack light and avoid excess baggage.
Hotel BnB 2
Address: 356 West Superior Street Floor # 2
1.96 km (1.3 mi) from Millennium Park
2. Contemporary private room in Hyde Park (from USD 80)
Nestled in the cosmopolitan Hyde Park neighborhood, this contemporary private room allows guests to mingle with culturally diverse crowds and stay close to University of Chicago. This property commands views of the quiet street and the inner courtyard. It also features a dressing room for stocking clothes and changing in.
Guests can laze around in the garden to get some vitamin D and breathe fresh air during balmy mornings. You can also take advantage of the fully supplied kitchen to showcase your cooking skills.
Hyde Park Modern Private Room - Near Univ of Chicago
Address: 4808 South Drexel Boulevard UNIT #E
8.49 km (5.3 mi) from Millennium Park
3. Well-appointed rental near downtown
Make yourself at home in this well-appointed rental just 15 minutes from downtown Chicago. From here, you can conveniently reach local attractions and city services. If you are not in the mood to leave your accommodation, settle on the communal lounge with a flat-screen TV to entertain you.
This homestay boasts a shared kitchen with up-to-date appliances and a dining table for convenient dining. There is also a picnic area for those who want to enjoy al fresco dining with loved ones.
A Hidden Gem, approx 15 mins to downtown Chicago!
Address: 1037 North Laramie Avenue
11.17 km (7.0 mi) from Millennium Park
4. Cheerful bedroom with private parking (from USD 80)
Guests arriving with a car will appreciate the free private parking at this homestay. Do note that a reservation is needed for availing of the parking facility. Bring your private vehicle to explore downtown Chicago, which is only 15 minutes away from the property, without any hassle.
After a long day out, replenish your energy with delicious homemade food. Utilize the microwave to reheat meals from the refrigerator and satiate your caffeine fix with the coffee maker. The washing machine also comes in handy for cleaning up dirty clothes.
Cheerful bedroom free parking approx 15 mins to downtown Chicago!
Address: 1037 North Laramie Avenue
11.17 km (7.0 mi) from Millennium Park
5. Happy Home (from USD 43)
Affordable and great value for the price, especially for a few days' stay
Convenient location with easy access to public transportation, cozy and welcoming atmosphere, kitchen facilities for cooking and saving money
Close to metro stations, but the neighborhood safety can be a concern at night
Hospitality and kindness of the hosts, occasional homemade food offerings, opportunity to meet and connect with other travelers
5430 Happy Home is a bright and colorful accommodation with lots of communal spaces to interact with other renters and make new friends. This property has a patio where you can gather with your family on long afternoons.
Start your mornings with the in-house continental breakfast of bread, butter, as well as coffee. There is also a fully equipped kitchen for whipping a quick meal whenever you feel hungry. Cooking classes are possible for those who want to learn new recipes and culinary flair.
5430 Happy Home
Address: 5430 South Dearborn Street
9.68 km (6.1 mi) from Millennium Park
A chic getaway awaits in Chicago
Chicago is famed for its striking architecture with towering skyscrapers, iconic neighborhoods, and a vibrant music scene. There will never be a dull moment when you go to Chicago. If this piques your interest, plan your vacation right away. Do not forget to include one of these homestays to secure a warm and unique lodging space.
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