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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 holiday rentals

    Explore 10 holiday rentals in The Loop

  • Nightly prices starting at

    The Loop holiday rentals start at €70 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

  • Wifi availability

    10 of The Loop holiday rentals include wifi 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
3.94 out of 5 average rating, 16 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!

Guest favourite
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
4.95 out of 5 average rating, 22 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.

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 The 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.

Hotel room in Downtown Chicago
3.85 out of 5 average rating, 136 reviews

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.

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 The 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.

Superhost
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 The Loop
4.54 out of 5 average rating, 26 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.

Superhost
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 The 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.

Superhost
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 The 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.

Hotel room in The Loop

Your Chicago Escape! Pets Allowed, Near Aon Center

Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, Wigley Field, and the United Center are a few miles away.

Hotel room in The Loop

Your Chicago Escape! Pets Allowed, Near Aon Center

Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, Wigley Field, and the United Center are a few miles away.

Popular amenities for The Loop boutique hotels

KitchenWifiPoolAir conditioning

Family-friendly boutique hotels

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 The Loop
4.85 out of 5 average rating, 41 reviews

King Room in Theatre District

Hotel room in Downtown Chicago
3.85 out of 5 average rating, 136 reviews

Budget-Friendly Room| Free Coffee | Downtown

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 The Loop
4.67 out of 5 average rating, 9 reviews

Charming Private Room in Downtown

Hotel room in Worth
3.94 out of 5 average rating, 16 reviews

Cozy Studio Suite | Kitchenette | Free Parking

Superhost
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 The Loop
4.54 out of 5 average rating, 26 reviews

King Bedroom in Theatre District

Hotel room in The Loop

Your Chicago Escape! Pets Allowed, Near Aon Center

Guest favourite
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
4.95 out of 5 average rating, 22 reviews

Lincoln Park Guest House

Superhost
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 The Loop
4.69 out of 5 average rating, 51 reviews

Private King Bedroom in Heart of Downtown Chicago

Other boutique hotel holiday rentals

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 The Loop
4.85 out of 5 average rating, 41 reviews

King Room in Theatre District

Hotel room in Downtown Chicago
3.85 out of 5 average rating, 136 reviews

Budget-Friendly Room| Free Coffee | Downtown

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 The Loop
4.67 out of 5 average rating, 9 reviews

Charming Private Room in Downtown

Hotel room in Worth
3.94 out of 5 average rating, 16 reviews

Cozy Studio Suite | Kitchenette | Free Parking

Superhost
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 The Loop
4.54 out of 5 average rating, 26 reviews

King Bedroom in Theatre District

Hotel room in The Loop

Your Chicago Escape! Pets Allowed, Near Aon Center

Guest favourite
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
4.95 out of 5 average rating, 22 reviews

Lincoln Park Guest House

Superhost
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 The Loop
4.69 out of 5 average rating, 51 reviews

Private King Bedroom in Heart of Downtown Chicago

Destinations to explore