Search Guest Houses in Chicago

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Browse Select Chicago Guest Houses

Chicago Avenue Inn

2.0 star property
7.2 out of 10, Good, (73)
"I found ants all over my room and bathroom. And the WiFi posted in my room didn’t correctly match any of the networks and the password was not correct so I couldn’t take an important virtual meeting I had during my stay. Overall I would not stay here again and for the price I would have been better off staying elsewhere."
The price is £93
includes taxes & fees
2 Jul - 3 Jul
Chicago Avenue Inn

Mccormick Place Guest House

3.0 star property
8.4 out of 10, Very good, (14)
"Awesome property. The location was great and was in an urban area. Walking distance to train station, bus routes, and food choices. "
The price is £114
includes taxes & fees
3 Jul - 4 Jul
Mccormick Place Guest House

Villa Dubois Guest House

2.0 star property
7.0 out of 10, Good, (60)
"This was a hot mess Young people have a sex when we arrived No t v in the room , so that means we will get stuck in that hot room Did not stay there lost my money again. "
The price is £110
includes taxes & fees
1 Jul - 2 Jul
Villa Dubois Guest House

Wrigleyville Inn

3.0 star property
10.0 out of 10, Exceptional, (18)
"Beautiful place to stay. Cooked some of our own meals. Kitchen was well stocked with even some condiments. Bottle water n beer were appreciated. Would stay there again. "
Wrigleyville Inn

The Plainfield Inn

3.0 star property
9.6 out of 10, Exceptional, (139)
"Second time here. Great location to walk to restaurants. Great couple getaway for a couple nights! "
The price is £89
includes taxes & fees
1 Jul - 2 Jul
The Plainfield Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What are the most popular guest houses in Chicago according to reviews?
The Peninsula Chicago is an exceptional choice for those seeking a luxurious experience in the heart of the city, boasting an impressive 9.8 rating. Guests rave about the attentive staff and top service, making it a superb stay for couples looking to indulge in a romantic getaway. The friendly setting and prime location allow you to easily explore the vibrant surroundings of Chicago, ensuring a memorable stay.

For travellers who appreciate modern elegance, The Langham, Chicago stands out with a stellar 9.8 rating as well. Its thoughtful design and exceptional service create a serene retreat amidst the bustling city. Whether you're visiting for business or leisure, this property provides a sophisticated ambiance that caters to all your needs.

Families will find The Guesthouse Hotel to be an excellent option, also rated at 9.8. With amenities like kitchen facilities, including microwaves and stovetops, it offers the convenience of preparing meals together, making family travel easier and more enjoyable. The rooftop terrace provides a lovely space to unwind after a day of exploring, and the friendly staff are always ready to help with recommendations for family-friendly activities in the area.
What is the nightly rate for a guest house in Chicago?
Rates for Chicago guest houses vary, but travelers can find great-value prices from £89 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chicago guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
Are there any family-friendly guest houses in Chicago?
The Langham, Chicago, is an exceptional choice for families seeking a blend of luxury and convenience. This stunning property not only offers spacious rooms with options for rollaway beds and cribs at no extra charge, but it also features thoughtful amenities like a video game console to keep the kids entertained. Families will love the daily housekeeping service and the delightful breakfast options, which include special meals for children, ensuring that everyone starts their day on a delicious note. Additionally, the private picnic service allows families to enjoy the outdoors in style.

Another noteworthy option is The Peninsula Chicago, renowned for its family-friendly atmosphere. This property offers connecting rooms and child-friendly window designs, creating a secure and spacious environment for families. The onsite babysitting services provide parents with peace of mind, allowing them to enjoy some personal time while knowing their children are in good hands. With cribs and additional bedding options available for free, The Peninsula ensures comfort and convenience for guests of all ages.

Lastly, The Guesthouse Hotel is a charming and practical choice for families. With complimentary cribs and amenities for children, this guest house makes traveling with little ones straightforward. The presence of a microwave allows parents to easily prepare snacks or meals, enhancing the convenience of their stay. This cozy setting has a inviting space, superb for families looking to unwind after a day of exploring the vibrant city of Chicago.
Do guest houses in Chicago provide breakfast?
The Hampton Inn & Suites Chicago Medical District UIC is a fantastic choice for travellers looking for a guest house that includes breakfast. This welcoming property offers both a complimentary breakfast and a full breakfast option, ensuring that families start their day off right with a hearty meal. The indoor pool provides a fun space for kids to splash around, while the fitness centre caters to parents wanting to keep up with their routines. Located near various museums, it serves as a convenient base for family outings.

Another great option is the SpringHill Suites by Marriott Chicago Chinatown. This guest house also provides a complimentary buffet breakfast, great for families on the go. With spacious suites that include kitchen facilities, it allows families the convenience of preparing snacks or light meals. The 24-hour fitness centre caters to all schedules, ensuring that parents can stay active while enjoying their travels. Its proximity to the historical Chinatown district offers a unique backdrop for family explorations, making it a delightful choice for those wanting to experience the culture of Chicago.

Whether you're traveling with children or looking for a cozy getaway, these Chicago guest houses deliver the quality and convenience that travellers appreciate.
Can I find guest houses in Chicago that allow dogs?
The Peninsula Chicago is a fantastic choice for travellers seeking a luxurious stay with their furry friends. This elegant hotel not only welcomes small pets but also offers a range of amenities designed to ensure both comfort and convenience. From complimentary food and water bowls to a full-service spa, including deep tissue and prenatal massages, parents can unwind while their pets are well cared for. The Peninsula also features a babysitting service, allowing parents to enjoy some quality time alone, knowing their children are in safe hands.

The Langham, Chicago is another splendid option for dog owners. This refined property permits pets and provides thoughtful amenities, such as food and water bowls, to make your stay as comfortable as possible. Families will appreciate the spacious rooms, which include connecting rooms and free cribs for little ones. After a day of exploring the city, unwind at the on-site spa or take a dip in the indoor pool while your dog relaxes in your room.

For a more laid-back atmosphere, The Guesthouse Hotel is a delightful spot for dog lovers. This charming guesthouse allows dogs at no extra charge and offers a home-like ambiance with kitchen facilities and a rooftop terrace for relaxing evenings. Its family-friendly vibe is complemented by fitness amenities and free Wi-Fi, making it an ideal base for those looking to explore Chicago while enjoying the company of their four-legged friends.
What's the difference between a Chicago guest house and a B&B?
A guest house in Chicago is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.