Chicago Guest Houses

Are you in a hurry?

Here is a quick list of Guest Houses in Chicago, selected based on their rating

Name of hotel Accommodation Rating Price, $
Magnolia Studios

9.4 / 10

(36 Reviews)

From 102$
Hollywood Rentals Llc

5.6 / 10

(388 Reviews)

From 9$
Villa Dubois Guest House

6.9 / 10

(224 Reviews)

From 59$
Farwell Dream

5.2 / 10

(161 Reviews)

From 25$
Mccormick Place Guest House

7.6 / 10

(173 Reviews)

From 59$

Dear Reader,

As I reflect on my adventures in the Windy City, I am compelled to share my insights into a charming aspect of Chicago that often lies beneath the surface: the captivating world of guest houses. It's an experience that invites you to wander beyond the well-trodden tourist routes and immerse yourself in the hidden neighborhoods that weave the rich tapestry of this remarkable city. From Lincoln Park's lush greenery to the artistic enclaves of Pilsen, each guest house serves as a gateway to local secrets waiting to be uncovered.

My explorations led me to discover that these lodgings offer much more than mere accommodations; they provide an authentic glimpse into the heartbeat of Chicago living. Imagine sipping freshly brewed coffee as you listen to the laughter of neighbors, or finding a cozy nook adorned with local artwork that tells a story of its own. Each guest house has a unique charm, often reflecting the character of the community around it, making every stay a memorable chapter in your journey.

As you navigate through the city, allowing curiosity to guide you, you'll find that these hidden havens are often located just steps away from vibrant markets, renowned eateries, and secret gardens, all boasting the city's rich culture. It's an adventure that encourages you to engage with passionate locals who are eager to share their favorite spots—places that you won’t read about in most travel guides. The charm of Chicago expands beyond the skyscrapers and popular attractions; it beckons you to explore its intimate neighborhoods, each with its own stories and unique flavor.

With this collection of guest houses, I invite you to embark on a journey that transcends standard travel experiences. By choosing to stay in these hidden gems, you will uncover a side of Chicago that few get to experience. So come along, let’s delve into the unexpected and enjoy the local wisdom that these welcoming accommodations have to offer. Trust me, the memories you create here will stay with you long after you leave.

Warmly,

Benito

Best Guest Houses in Chicago

Table of contents

Magnolia Studios Hollywood Rentals Llc Villa Dubois Guest House Farwell Dream Luxury Guest Houses in Chicago Mccormick Place Guest House Stylish Shared Condo Minutes From Downtown Chicago, 1Bedroom And Shared Access Olive House Chicago Cheap Guest Houses Logan Square Coach House Chateau De Woodlawn - Room II - Le Parisienne Chateau De Woodlawn - Room I - La Tour Eiffel

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9.4
Excellent
36 Reviews

Magnolia Studios

📍 5705 North Magnolia Avenue

From 102$

Situated around 25 minutes' walk from Aragon Entertainment Center, the 3-star Magnolia Studios Chicago hotel features Wi-Fi throughout the property and a private parking lot on site.

Located approximately 3 km from Touhy Park, the guest house is also 14 km from Chicago Union railway station. At the accommodation you'll be about 5 minutes' drive from Glenlake Avenue Beach.

Visit Lake Michigan, a mere 550 metres from this Chicago hotel, and feel complete harmony with the nature of United States. The baseball stadium "Wrigley Field" is 4.7 km away, while Bryn Mawr is relatively close to the property.

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5.6
Good
388 Reviews

Hollywood Rentals Llc

📍 1656 West Hollywood Avenue

From 9$

Located around a 25-minute walk from Kathy Osterman Beach, Hollywood Rentals Llc Chicago hotel includes 12 rooms.

Swedish American Museum is 0.8 km away, while Chicago Union train station is about 15 km from this guest house. Loyola Park is a 10-minute ride from the property and Chicago O'Hare International airport is 25 km away.

The hotel is also relatively near Lincoln Park. Wrigley Field is situated 4.8 km from this accommodation.

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6.9
Good
224 Reviews

Villa Dubois Guest House

📍 3722 South Calumet Avenue

From 59$

Featuring Wi-Fi throughout the property, Villa Dubois Guest House Chicago sits about 6 km from The Art Institute of Chicago. Parking is provided nearby.

The guest house is located 6 minutes' stroll from Ida B Wells House, 10 minutes' drive from Chicago Union train station. Attractions in the area also include Hartzell Memorial United Methodist Church, situated right by this 2-star hotel.

The property is also a walk from Grant Park. Villa Dubois Guest House is 2.5 km from McCormick Place Convention Center.

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Luxury Guest Houses in Chicago

Luxury guest houses in Chicago offer an exquisite blend of comfort and elegance, providing discerning travelers with a unique and intimate stay experience. These charming accommodations typically feature tastefully designed interiors that reflect a sophisticated aesthetic, creating a cozy yet upscale atmosphere. Guests can expect personalized service and attention to detail, allowing for a tailored experience that goes beyond traditional lodging. With a focus on creating a home-away-from-home environment, these guest houses often emphasize local charm and character, making them an alluring choice for those seeking both relaxation and a taste of the city’s vibrant culture.

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5.2
Good
161 Reviews

Farwell Dream

📍 1509 West Farwell Avenue

From 25$

Farwell Dream Hotel Chicago offers guests access to Dave's Down to Earth Rock Shop, which is approximately 10 minutes away by car. The guest house features Wi-Fi throughout the property.

Touhy Park is only 600 metres away, while Chicago Union train station is 17 km from the Farwell Dream. There is Lifeline Theatre, located just 8 minutes' walk away.

Nature lovers will appreciate the proximity to Lake Michigan, which is a mere 1.1 km away. Farwell Dream Hotel is situated just a short stroll from Leone Beach Fieldhouse, while Paulina & Howard Terminal bus station lies about a 5-minute drive away.

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7.6
Very good
173 Reviews

Mccormick Place Guest House

📍 3643 South Indiana Avenue

From 59$

Located just 0.7 km from Victory Monument, the 3-star Mccormick Place Guest House Chicago is just 6 minutes' walk from Ida B Wells House. The guest house features Wi-Fi, provided throughout the property.

This Chicago hotel in the Bronzeville district of Chicago, 2.2 km from Burnham Park. The Art Institute of Chicago is right around the corner from the accommodation, while 35th Street & Indiana bus stop is about a 5-minute walk away.

The property is also just a short stroll from Grant Park.

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Hotels in Chicago

Hotel with a view 🔍 Magnolia Studios
Best reviews Hotel ❤️ Hollywood Rentals Llc
Family Hotel 👪 Villa Dubois Guest House

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6
Good
5 Reviews

Stylish Shared Condo Minutes From Downtown Chicago, 1Bedroom And Shared Access

📍 W 15Th St

From 97$

Stylish Shared Condo Minutes From Downtown Chicago, 1Bedroom And Shared Access hotel offers easy access to Saint Adalberts Roman Catholic Church, which is situated around 5 minutes' walk away.

4.4 km from The Art Institute of Chicago, the Stylish is 250 metres from 18th underground station. Chicago-style pizza is reachable 4.5 km away.

This guest house is also relatively close to Grant Park. The hotel is situated 10 minutes by car from Museum Campus.

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Chicago Cheap Guest Houses

Chicago boasts a variety of affordable guest houses that cater to budget-conscious travelers seeking a comfortable and memorable stay. These guest houses often provide a cozy and inviting atmosphere, offering a more personal touch compared to larger accommodations. With many located in vibrant neighborhoods, guests can immerse themselves in the local culture while enjoying easy access to attractions, restaurants, and public transportation. Friendly hosts and a communal vibe often enhance the experience, making it ideal for solo travelers and groups alike. Whether you're looking for a tranquil retreat or a sociable environment, Chicago's cheap guest houses present a welcoming option for all types of visitors.

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7
Good
7 Reviews

Olive House

📍 2337 W Chase Ave

From 61$

Located 2.3 km from Leone Park, Olive House Hotel Chicago is about a 5-minute walk from West Ridge Community Church.

Indian Boundary Park is a mere 350 metres away, while Chicago Union train station is 17 km from this guest house. The hotel provides easy access to Willye B. White Park, which is around 25 minutes' walk away.

The property is also a walk from Lincoln Park. There is Devon Avenue at a moderate distance from this accommodation.

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9.2
Excellent
29 Reviews

Logan Square Coach House

📍 2438 North Maplewood Avenue Coach House

From 204$

Located about a 5-minute stroll from Regal City North Stadium 14 IMAX & RPX, Logan Square Coach House Hotel Chicago has a patio.

Wrigley Field is 3.5 km from this Chicago guest house, while within a 7-km distance of The Magnificent Mile this place. At the hotel, guests will be within close proximity of Lincoln Park.

Lincoln Park Zoo is nearly a 10-minute drive from the accommodation, while Chicago Union is situated nearly a 10-minute ride away.

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7.7
Very good
22 Reviews

Chateau De Woodlawn - Room II - Le Parisienne

📍 6554 South Rhodes Avenue 1

From 80$

Located merely 6 minutes' stroll from Chateau De Woodlawn - Room II - Le Parisienne Chicago hotel, guests can quickly reach Martin Temple AME Zion Church.

University of Chicago is 2.3 km from the guest house, while 3.4 km from Nat King Cole Park this place. The accommodation is relatively close to Grant Park.

Frank Lloyd Wright's Robie House is nearly a 10-minute ride from the hotel, while Chicago Union is situated nearly a 30-minute ride away.

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Guest Houses in Chicago Centre

Guest houses in the Chicago Centre offer a cozy and welcoming atmosphere for travelers seeking a more intimate and home-like experience. These accommodations typically feature charming decor and personalized service, allowing guests to feel more connected to their surroundings. With unique character and often a focus on local culture, guest houses provide an opportunity for visitors to immerse themselves in the vibrant community. From comfortable common areas to inviting guest rooms, the ambiance is often relaxed and conducive to socializing, making these establishments ideal for both solo travelers and families alike.

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9.4
Excellent
12 Reviews

Chateau De Woodlawn - Room I - La Tour Eiffel

📍 6554 South Rhodes Avenue 1

From 46$

Located a 10-minute drive from Dorchester Commons Shopping Center, Chateau De Woodlawn - Room I - La Tour Eiffel Chicago hotel is within 500 metres of Martin Temple AME Zion Church. This guest house also provides car rentals to explore the area.

You'll need 17-minute drive to Midway International airport. The hotel in Chicago is a 15-minute ride from Museum of Science and Industry.

2.5 km from the Frederick C. Frank Lloyd Wright's Robie House is a perk for guests staying at this property.

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7.5
Very good
35 Reviews

Chateau De Woodlawn - Room III - The Dream Catcher

📍 6554 South Rhodes Avenue

From 52$

Located a 20-minute walk from Ida B. Wells, Chateau De Woodlawn - Room III - The Dream Catcher Chicago hotel is within a 500-metre distance of Martin Temple AME Zion Church. This guest house also includes a free private car park.

You'll need 17-minute drive to Midway International airport. Treasure Island Foods is within short walking distance of the hotel, while Rhodes & 67th Street bus stop is a 5-minute walk away.

Located 3.2 km from the Sprawling hands-on Museum of Science and Industry, this property puts the city at your fingertips.

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5
Good
2 Reviews

Spacious Shared Condo Near Downtown Chicago, Flexible Room Choices And Shared Amenities

📍 West 15Th Street

From 159$

Spacious Shared Condo Near Downtown Chicago, Flexible Room Choices And Shared Amenities hotel offers proximity to The Art Institute of Chicago, situated approximately 6 km away.

The Spacious Condo is located in Chicago, within 10 minutes' walk of California tube station. When staying at this Chicago guest house, you'll be within 7 km of Soldier Field.

The accommodation is also at a medium distance from Grant Park. The scenic Chicago Riverwalk Walkway is around a 15-minute drive from the hotel, and Chicago Union is situated about a 10-minute ride away.

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Guest Houses in Chicago with parking

Guest houses in Chicago offer a cozy and inviting alternative for travelers seeking a home-like atmosphere during their stay. Often situated in charming neighborhoods, these accommodations provide a more personalized experience, allowing guests to immerse themselves in the local culture. Many guest houses also feature convenient parking options, making it easier for visitors to explore the city while ensuring their vehicles are secure. This combination of comfort and accessibility makes guest houses an appealing choice for those looking to enjoy a relaxed getaway.

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10
Excellent
1 Reviews

Charming Shared Condo In Prime Chicago Location, 1 Bedroom And 1 Bathroom

📍 West 15Th Street

From 75$

Situated nearly a 10-minute drive from Arrigo Park, Charming Shared Condo In Prime Chicago Location, 1 Bedroom And 1 Bathroom hotel offers proximity to various city highlights.

Located 3.4 km from the municipal Union Park, the Charming Condo is also within a 6-km distance of Chicago Union railway station. This Chicago guest house stands within close proximity of California tube station.

The accommodation is also only a short drive from Grant Park. The hotel is situated approximately a 15-minute ride from Chicago Cultural Center.

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7
Good
8 Reviews

Modern Shared Condo Near Downtown Chicago, Flexible Room Options And Shared Amenities

📍 W 15Th St

From 114$

Situated approximately a 5-minute walk from Modern Shared Condo Near Downtown Chicago, Flexible Room Options And Shared Amenities hotel, guests can reach Saint Adalberts Roman Catholic Church in no time. The guest house also includes parking.

The property is located 4.6 km from Grant Park and 4.4 km from The Field Museum. Chicago-style pizza is just near the hotel, while 18th Street & Wood bus stop is nearly 5 minutes' walk away.

The accommodation is also at a medium distance from Grant Park.

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8
Very good
6 Reviews

Shared Modern Apartment Close To Downtown Chicago

📍 W 15Th St

From 90$

Situated nearly a 10-minute ride from Buckingham Fountain, Shared Modern Apartment Close To Downtown Chicago hotel offers proximity to various city highlights.

Located only 1.4 km from National Museum of Mexican Art, the guest house is also 3.2 km from Chicago Union railway station. This Chicago property stands within walking distance of 18th tube station.

The hotel is also quite close to Grant Park. There is Cloud Gate approximately a 15-minute ride away.

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9.9
Excellent
7 Reviews

Prime Avondale

📍 3217 North Richmond Street 1

From 137$

Offering bicycles for rent, Prime Avondale Hotel Chicago is a 25-minute walk from The Dill Pickle Food Co-op. Offering bicycle usage, this hotel is a short walk from Michelle's Ballroom Banquet Hall.

Located 1.4 km from Riverview Plaza Shopping Center, the guest house is also 11 km from Chicago Union railway station. The property is a walk from Lincoln Park.

A 10-minute drive from Wrigley Field is a perk for guests staying at this Chicago hotel.

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Location