Boutique hotel holiday rentals in Chicago

Find and book unique boutique hotel rentals on Airbnb

Top-Rated Boutique Hotels in Chicago

Guests agree: These boutique hotel rentals are highly rated for location, cleanliness and more.

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Hotel room in West Loop

4.58 out of 5 average rating, 179 reviews

Sonder The Burnham | Queen Studio Apartment

The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appliances and a teal kitchen backsplash. A Roku TV to stream movies or shows. And each bathroom includes sustainable shower essentials. There's a fitness center open 24/7 for your convenience. Just next door is the iconic Lou Mitchell's, serving your all-day breakfast favorites. Anything you want can be found in The Loop. The location is priceless at The Burnham.

Superhost

A spacious bed is positioned against a map-themed accent wall, featuring the word 'hello' on the decorative pillow. Nightstands with lamps are placed on either side, providing functionality and style. The room is well-lit with natural tones enhancing the relaxed ambiance.

Hotel room in Chicago Loop

4.83 out of 5 average rating, 36 reviews

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.

A spacious sleeping area features a large bed adorned with crisp white bedding. A stylish wall art piece is displayed above the headboard. Natural light floods the room through large windows, illuminating a small table and chairs positioned nearby.

Hotel room in Fulton Market

4.57 out of 5 average rating, 506 reviews

Sonder Market Hall | King Studio w/ City View

Overlooking Union Park, Market Hall is the perfect blend of city and seclusion. You’ll have leafy green views, paved walking trails, and endless global cuisine options on Randolph Street. Each room includes a fully equipped kitchen, in-suite laundry, and a Roku for streaming. And take advantage of the free weights or machines in the fitness center. The West Loop is a trendy hot spot for foodies and entertainment seekers. Enjoy the best of the Windy City at Market Hall.

Superhost

A modern guest room showcases a large bed with a decorative pillow against a graphic wall map of the city. A comfortable gray sofa sits across from it, accompanied by a table featuring a lamp. Natural light enters through a large window.

Hotel room in Chicago Loop

4.8 out of 5 average rating, 206 reviews

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.

Superhost

A spacious bed is centered against a wall featuring a vintage map design of Lake Michigan. Nightstands on either side are equipped with modern lamps, and a decorative pillow with the word 'hello' rests on the bed, enhancing the inviting atmosphere.

Hotel room in Chicago Loop

4.76 out of 5 average rating, 66 reviews

Charming King Bedroom in Loop

Hotel room in South Loop

4.2 out of 5 average rating, 15 reviews

Budget-Friendly Room| Free Coffee | Downtown

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. Whether you're in town for business, a quick getaway, or solo sightseeing, this room offers everything you need in a location that puts Chicago at your fingertips.

A well-appointed sleeping area features a spacious bed with a minimalist headboard. Soft pillows in various hues are arranged at the head of the bed. A bedside lamp provides warm illumination, and a small table holds amenities.

Hotel room in Grant Park

4.44 out of 5 average rating, 529 reviews

Standard King Room

The Standard King Rooms feature one King bed as well as a decorative round table and two chairs. Amenities include: Complimentary wireless Internet, Coffeemaker and coffee, Iron/ironing board, Mini refrigerator, Pillowtop beds , Hairdryer, Room service, Flat-screen TV with cable and satellite channels and a Safe deposit box. Heating and Air condition based on temperature out side

Superhost

A guest room features a spacious bed with a soft blanket, complemented by a stylish headboard. A desk and lamp are visible beside the bed, while soft natural light filters through the window. The room's decor incorporates subtle blue tones inspired by Chicago.

Hotel room in Chicago Loop

4.67 out of 5 average rating, 9 reviews

Charming Private Room in Downtown

Make the most of your stay with our top-notch services and on-site restaurant that offers classic American cuisine. Unwind and relax in our comfortable guest rooms with Chicago-inspired décor. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

An elegant lobby is highlighted by polished marble flooring and intricate light fixtures. Gold-accented foliage decorates the space, complementing a minimalist reception area with a sleek counter. Dark walls adorned with bookshelves create a sophisticated backdrop.

Hotel room in Arlington Heights

4.72 out of 5 average rating, 166 reviews

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.

Superhost