
Boutique hotels in Chicago
Find and book unique boutique hotels on Airbnb
Quick stats about boutique hotels in Chicago

Total holiday rentals
Explore 20 holiday rentals in Chicago

Nightly prices starting at
Chicago holiday rentals start at $70 NZD per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chicago holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chicago rentals

4.7 Average rating
Chicago stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Chicago's top spots, include Millennium Park, Wrigley Field, and Lincoln Park
Top-rated boutique hotels in Chicago
Guests agree: These boutique hotels are highly rated for location, cleanliness and more.

King Room in Theatre District
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services and on-site restaurant that offers classic American cuisine. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

Spacious Hotel Room in The Loop
Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Charming King Bedroom in Loop
Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Cozy Studio Suite
Hey! This cozy studio suite is perfect for your quick getaway or extended stay. This newly done studio is bright, quite and has all the essentials you need. With plenty of off-street free parking, the space is ready for you to settle in! Property is quiet and secure and staffed 24/7 ready to help you with anything you may need. Hoping to host you soon! Please note this studio is part of a family owned and operated motel property but in a private wing.

Vaughan Suite - The Plainfield Inn
Stay in an upscale place that’s near everything you want to visit.APPROX. 204 sq ft. · PRIVATE BATH · SOUTHERN EXPOSURE This is the second largest room in the South building with a queen bed, private bathroom, and southern exposure. It is named for the past owner of the building and who started Vaughan dance academy in historic downtown Plainfield and was then remodeled to match the charm of the historical hotel !

Budget-Friendly Room| Free Coffee | Downtown
Welcome to Michigan Chicago 804 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and walking distance to some of the city’s top attractions, this space is ideal for solo travelers looking to explore, work, or simply unwind in comfort.

Munro suite - The Plainfield inn
APPROX. 295 SQ FT. · PRIVATE BATH · NORTH EASTERN EXPOSURE This suite has a queen sized bed, a private bathroom and northern & eastern exposure. It is named after our old boxer pup and much like him, this room withholds a lot of character and charm and i must say, it is secretly my favorite of the 2 boxer pup (rooms ;) !.

Chez Hotel King Room
Experience luxury at Chez Hotel, a chic boutique escape in Arlington Heights, IL. Enjoy elegant rooms, modern amenities, fine dining, and a stunning rooftop with panoramic views. Perfect for business or leisure stays, just minutes from shopping, entertainment, and O’Hare Airport.

Herrington Suite - The Plainfield Inn
APPROX. 11 X 11 · PRIVATE BATH · NORTHERN EXPOSURE This is the last room in the original house with northern exposure. It is named for the Goodson's daughter who married Robert Herrington. She moved back into the home in 1908 when they inherited the property.

Private King Room in Theatre District
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations.

Charming 1 Bedroom in Downtown!
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations.

King Bedroom in Downtown Loop
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations.
Popular amenities for Chicago boutique hotels
Family-friendly boutique hotels

Chez Hotel Double Queen Room

Goodson Suite - The Plainfield Inn

Charming Private Room in Downtown

King Bedroom in Theatre District

Private King Bedroom in Heart of Downtown Chicago
Other boutique hotel holiday rentals

King Room in Theatre District

Charming King Bedroom in Loop

King Bedroom in Theatre District

Private King Bedroom in Heart of Downtown Chicago

Private King Room in Theatre District

Vaughan Suite - The Plainfield Inn

Spangler Suite - The Plainfield Inn

Munro suite - The Plainfield inn
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