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Boutique hotels in The Loop

Find and book unique boutique hotels on Airbnb

Quick stats about boutique hotels in The Loop

Total vacation rentals
Explore 10 vacation rentals in The Loop
Nightly prices starting at
The Loop vacation rentals start at $80 per night before taxes and fees
Verified guest reviews
Over 770 verified reviews to help you choose
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 of The Loop vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across The Loop rentals
4.7 Average rating
The Loop stays receive an average rating of 4.7 out of 5 from guests
Nearby attractions
The Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower

Top-rated boutique hotels in The Loop

Guests agree: these boutique hotels are highly rated for location, cleanliness, and more.

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Hotel room in Worth

4.0 out of 5 average rating, 17 reviews

Cozy Studio Suite | Kitchenette | Free Parking

Welcome to our newly renovated King Studio Suite, thoughtfully designed for comfort and convenience. Enjoy a king bed, private bathroom, kitchenette, Smart TV, complimentary Wi-Fi, and free on-site parking. Located in a quiet private wing of our family-owned motel with a 24-hour staffed front desk. Conveniently located near Midway Airport, downtown Chicago. Tons of options for foodies with great local restaurants and coffee shops nearby! Ideal for short or extended stays. See you soon!

A cozy bedroom features a king bed with white linens and decorative pillows. A dark wood nightstand and lamp are positioned beside the bed. Rich curtains frame a window, while an upholstered armchair adds a pop of color, enhancing the room's inviting atmosphere.

Hotel room in Lincoln Park

4.96 out of 5 average rating, 23 reviews

Lincoln Park Guest House

Bed and Breakfast license issued by the City of Chicago # 2398451. Hosts live onsite. The private guest suite features a two-story cathedral ceiling with skylights, king bed is upholstered in leather with a memory foam mattress and premium Vera Wang linens. Private bath with personal amenities. mini-refrigerator stocked with bottled water and and a Keurig machine with coffee. Daily housekeeping provided. Property not ADA accessible. Thirteen steps lead from street level to front door.

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

4.85 out of 5 average rating, 41 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 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

4.81 out of 5 average rating, 245 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.

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

4.79 out of 5 average rating, 80 reviews

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.

Hotel room in Downtown Chicago

New place to stay

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.

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.

A modern hotel room features a spacious bed with a decorative 'hello' pillow, with a stylish map mural on the wall. Soft lighting is provided by two bedside lamps, and a cozy seating area includes a gray sofa and a round table.

Hotel room in Chicago Loop

4.81 out of 5 average rating, 118 reviews

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.

A modern guest room featuring a spacious bed with soft linens, complemented by a decorative accent wall. Natural light filters through a window, illuminating the warm wood flooring. A small workspace with a desk and lamp is positioned nearby, enhancing the room's functional design.

Hotel room in Chicago Loop

4.56 out of 5 average rating, 27 reviews

King Bedroom 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.

A spacious bed is positioned against a creatively designed wall featuring a map graphic in soft hues. Flanking the bed are matching bedside lamps that provide warm lighting. A neutral-textured throw blanket lies atop the bed, adding an element of comfort.

Hotel room in Chicago Loop

4.79 out of 5 average rating, 19 reviews

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.

A spacious bed with crisp white linens is presented against a large mural featuring a city map in shades of blue. Two modern bedside lamps are positioned on dark wood nightstands, while a warm beige throw blanket is draped across the bed.

Hotel room in Chicago Loop

4.9 out of 5 average rating, 79 reviews

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.

A spacious bed is centered in the room, complemented by two nightstands with lamps on each side. A muted map design in the background features local landmarks. A decorative pillow with the word 'hello' adds a welcoming touch.

Hotel room in Chicago Loop

4.69 out of 5 average rating, 51 reviews

Private King Bedroom in Heart of Downtown Chicago

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 The Loop boutique hotels

Air conditioning

Family-friendly boutique hotels

A modern hotel room features a spacious bed with a decorative 'hello' pillow, with a stylish map mural on the wall. Soft lighting is provided by two bedside lamps, and a cozy seating area includes a gray sofa and a round table.

Hotel room in Chicago Loop

4.81 out of 5 average rating, 118 reviews

King Bedroom in Downtown Loop

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

4.81 out of 5 average rating, 245 reviews

Spacious Hotel Room in The Loop

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

4.85 out of 5 average rating, 41 reviews

King Room in Theatre District

A modern guest room featuring a spacious bed with soft linens, complemented by a decorative accent wall. Natural light filters through a window, illuminating the warm wood flooring. A small workspace with a desk and lamp is positioned nearby, enhancing the room's functional design.

Hotel room in Chicago Loop

4.56 out of 5 average rating, 27 reviews

King Bedroom in Theatre District

A spacious bed is positioned against a creatively designed wall featuring a map graphic in soft hues. Flanking the bed are matching bedside lamps that provide warm lighting. A neutral-textured throw blanket lies atop the bed, adding an element of comfort.

Hotel room in Chicago Loop

4.79 out of 5 average rating, 19 reviews

Private King Room in Theatre District

A spacious bed with crisp white linens is presented against a large mural featuring a city map in shades of blue. Two modern bedside lamps are positioned on dark wood nightstands, while a warm beige throw blanket is draped across the bed.

Hotel room in Chicago Loop

4.9 out of 5 average rating, 79 reviews

Charming 1 Bedroom in Downtown!

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

4.79 out of 5 average rating, 80 reviews

Charming King Bedroom in Loop

A spacious bed is centered in the room, complemented by two nightstands with lamps on each side. A muted map design in the background features local landmarks. A decorative pillow with the word 'hello' adds a welcoming touch.

Hotel room in Chicago Loop

4.69 out of 5 average rating, 51 reviews

Private King Bedroom in Heart of Downtown Chicago

Other boutique hotel vacation rentals

A modern hotel room features a spacious bed with a decorative 'hello' pillow, with a stylish map mural on the wall. Soft lighting is provided by two bedside lamps, and a cozy seating area includes a gray sofa and a round table.

Hotel room in Chicago Loop

4.81 out of 5 average rating, 118 reviews

King Bedroom in Downtown Loop

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

4.81 out of 5 average rating, 245 reviews

Spacious Hotel Room in The Loop

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

4.85 out of 5 average rating, 41 reviews

King Room in Theatre District

A modern guest room featuring a spacious bed with soft linens, complemented by a decorative accent wall. Natural light filters through a window, illuminating the warm wood flooring. A small workspace with a desk and lamp is positioned nearby, enhancing the room's functional design.

Hotel room in Chicago Loop

4.56 out of 5 average rating, 27 reviews

King Bedroom in Theatre District

A spacious bed is positioned against a creatively designed wall featuring a map graphic in soft hues. Flanking the bed are matching bedside lamps that provide warm lighting. A neutral-textured throw blanket lies atop the bed, adding an element of comfort.

Hotel room in Chicago Loop

4.79 out of 5 average rating, 19 reviews

Private King Room in Theatre District

A spacious bed with crisp white linens is presented against a large mural featuring a city map in shades of blue. Two modern bedside lamps are positioned on dark wood nightstands, while a warm beige throw blanket is draped across the bed.

Hotel room in Chicago Loop

4.9 out of 5 average rating, 79 reviews

Charming 1 Bedroom in Downtown!

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

4.79 out of 5 average rating, 80 reviews

Charming King Bedroom in Loop

A spacious bed is centered in the room, complemented by two nightstands with lamps on each side. A muted map design in the background features local landmarks. A decorative pillow with the word 'hello' adds a welcoming touch.

Hotel room in Chicago Loop

4.69 out of 5 average rating, 51 reviews

Private King Bedroom in Heart of Downtown Chicago

Destinations to explore