Become a host

Apartment vacation rentals in The Loop

Find and book unique apartments on Airbnb

Quick stats about apartment rentals in The Loop

  • Total vacation rentals

    Explore 670 vacation rentals in The Loop

  • Nightly prices starting at

    The Loop vacation rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 18,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 340 rentals that welcome pets

  • Vacation rentals with a pool

    400 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wi-Fi availability

    660 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 apartment rentals in The Loop

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

1 of 1 pages1 / 1
Superhost
Apartment in The Loop

LIVN Millennium Park Downtown Chicago 1 BR

Experience the best of Chicago from this stylish, newly renovated 1-bedroom at 19 S Wabash Ave. Perfectly located in the heart of downtown, you'll be steps away from iconic Millennium Park, the vibrant shops of Michigan Avenue, and a world of dining options. This 1 bedroom offers modern comfort with a fully equipped kitchen, including a refrigerator, dishwasher, and coffee maker, plus the convenience of an in-unit washer and dryer, making it ideal for both short getaways and extended stays. Enjo

4.86 out of 5 average rating, 154 reviews
Top guest favorite
A rooftop pool area is shown, featuring a clear blue pool surrounded by lounge chairs in red and neutral tones. Sunlight reflects off the water, and tall buildings are visible in the background, contributing to a lively urban atmosphere.
Apartment in Downtown Chicago

Professional's Playground (Fitness Center • Sauna)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

4.92 out of 5 average rating, 133 reviews
Top guest favorite
A modern living room features a warm fireplace with elegant stone detailing. Comfortable seating is provided by a plush sofa alongside a stylish armchair. Natural light enters through multiple windows adorned with blinds. Decorative elements include a wooden coffee table and contemporary wall art.
Apartment in Downtown Chicago

Chic 2BR Gem with Fireplace

Discover urban luxury in our 2BR, 2BA Gold Coast haven. This stylish apartment boasts a warm fireplace, sleek granite countertops, and a cozy layout. Immerse yourself in city living at its finest, right in the heart of Chicago's prestigious Gold Coast neighborhood. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

4.98 out of 5 average rating, 166 reviews
Top guest favorite
Apartment in West Loop

Fulton House #1 (2bd/ 1ba)

Unique & stylishly designed by Chicago's own Outline Interiors, this highly sought after location is for those that want to stay on a calm side street around the corner from city's best, award-winning restaurants and trendiest shopping. The fully-serviced apartment has the business-travel amenities you want: ultra speed wifi, work stations, top tier dining options within steps of the front door, Nespresso coffee, bottled water, washer/dryer. First-come parking next door: $20/nt or $200/mo.

4.94 out of 5 average rating, 121 reviews
Superhost
A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.
Apartment in Downtown Chicago

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

4.81 out of 5 average rating, 1055 reviews
Top guest favorite
A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.
Apartment in Lincoln Park

Explore Lincoln Park from a Polished Apartment

A bright, cozy, large studio in the heart of Lincoln Park! You enter with a keypad code which we give you a few days prior to your stay. You are steps away from Armitage Ave. and Halsted St. for walkable grocery stores, shops, restaurants and cafes, plus Red and Brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment with free residential parking stickers or an onsite garage space for $25/night.

5.0 out of 5 average rating, 326 reviews
Top guest favorite
A spacious bedroom features a king bed with a memory foam mattress centered against a decorative wall panel. Two potted plants add greenery to the room, with modern pendant lights providing illumination. Large windows allow natural light to fill the space, complemented by a comfortable chair and a mirrored wardrobe.
Apartment in The Loop

Lovely 1-bedroom serviced apartment near Museums!

Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

4.92 out of 5 average rating, 237 reviews
Guest favorite
A spacious living area is highlighted by large windows that provide ample natural light. A contemporary sofa faces a round black table, complemented by a vibrant red area rug. A striking mural adorns the wall behind the seating, adding a bold artistic touch to the space.
Apartment in The Loop

1BR South Loop Loft I SuperHost + Top Rated!

Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

4.89 out of 5 average rating, 308 reviews
Top guest favorite
The living and dining area is designed with high ceilings and an open layout. A sofa is paired with a modern armchair, while a wooden dining table is surrounded by stylish chairs. Large windows bring in natural light, highlighting warm wood floors and minimal decor.
Apartment in Downtown Chicago

Urban Chic Apartment by the Magnificent Mile

Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd floor walk up (NO ELEVATOR) There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard in the living room but rarely in the bedrooms.

4.95 out of 5 average rating, 300 reviews
Guest favorite
An open living area is visible, featuring a gray sectional sofa and a round coffee table. Large windows allow natural light to fill the space. A kitchen counter with modern cabinetry and a small dining area are also included in the layout.
Apartment in The Loop

Bright 2BR-2BA steps from The Bean & Michigan Ave

Come enjoy this comfy and spacious 2BR-2BA apartment just steps away from Michigan Ave and ‘The Bean’, and within a short walking distance to most of Chicago’s most popular landmarks. Within just two blocks, you will find access to all CTA train lines. With a fully stocked kitchen, smart TVs in all rooms and views to the lake, this is the perfect Airbnb for couples, families and business travelers during their time in the city of Chicago.

4.92 out of 5 average rating, 262 reviews
Guest favorite
A modern kitchen is showcased, featuring sleek cabinetry in dark tones and stainless steel appliances. An island with a light countertop provides ample space for meal preparation. Natural light enters through large windows, brightening the inviting atmosphere of the open layout.
Apartment in West Side

Pilsen Modern Chic Retreat

Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.

4.95 out of 5 average rating, 136 reviews
Guest favorite
A bright living area features a deep green accent wall and polished concrete floors. A plush dark sofa with decorative pillows is positioned facing a television on a wooden stand. A window offers a view of an outdoor space, enhancing the natural light in the room.
Apartment in The Loop

Loop Loft-Subway & Art Institute

Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

4.95 out of 5 average rating, 119 reviews

Popular amenities for The Loop apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Superhost
The living area features a light-colored sofa paired with two cozy armchairs. A round coffee table sits at the center on a colorful area rug. Natural light floods the space through two large windows, and decorative plants are placed on the windowsills.
Apartment in The Loop

Spacious & Stylish 2BR-2BA Apt Steps from The Bean

4.81 out of 5 average rating, 278 reviews
Guest favorite
An open kitchen and dining area feature a modern design with sleek cabinetry and a large island. A generous dining table, surrounded by black chairs, offers seating for multiple guests. Natural light floods the space through large windows, with minimal decor enhancing the contemporary aesthetic.
Apartment in Downtown Chicago

Luxury Loft Collection 03 - Terrace - River North

4.96 out of 5 average rating, 112 reviews
Guest favorite
A spacious living area features a light-colored sectional sofa facing a mounted TV above a decorative fireplace. The open-plan design connects to a modern kitchen with bar seating. Natural light enters through large windows adorned with light curtains, creating a relaxed atmosphere.
Apartment in West Loop

Spacious Downtown 3BR with Free Parking

4.92 out of 5 average rating, 171 reviews
Guest favorite
A spacious bedroom is highlighted by a large king bed with a textured green headboard. Natural light floods the room through expansive windows offering views of the city and lake. A colorful area rug enhances the space, while modern artwork is displayed on the walls.
Apartment in The Loop

Dtown Penthouse 11+Parking, Gym, Pvt Patio

4.93 out of 5 average rating, 118 reviews
Top guest favorite
A well-appointed bedroom features a spacious bed with layered linens and decorative pillows. Soft lighting from two bedside lamps complements a small desk and chair positioned near a window. Rich wood tones and a colorful area rug enhance the room's inviting atmosphere.
Apartment in Downtown Chicago

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

4.95 out of 5 average rating, 304 reviews
Superhost
A spacious bedroom is equipped with two queen size beds dressed in soft gray bedding. Natural light filters through a large window, complementing the neutral-toned walls. A desk with a lamp and a mirror is placed against the wall, providing a functional workspace.
Apartment in The Loop

FREE PARKING Large 2BR2BA by Millenium Park

4.89 out of 5 average rating, 285 reviews
Top guest favorite
The living room is well-lit by sunlight streaming through three large windows, accentuating a comfortable brown sofa and a stylish armchair. A wooden coffee table and a small dining table with two chairs offer ample seating. Unique artwork and decorative items add character to the space.
Apartment in West Town

Fully Furnished Apartment Wicker Park Free Parking

4.97 out of 5 average rating, 636 reviews
Guest favorite
Apartment in The Loop

South Loop Studio Hotel (304)

4.83 out of 5 average rating, 72 reviews

Private apartment rentals

Top guest favorite
Apartment in Little Italy

Little Italy Historic Restoration Row House

5.0 out of 5 average rating, 62 reviews
Guest favorite
Apartment in West Loop

West Loop Loft|Sleeps 4, Parking, Pool, & Rooftops

5.0 out of 5 average rating, 5 reviews
Guest favorite
The exterior of a brick building is displayed, featuring two levels with balconies and a well-maintained black iron fence surrounding the property. Small shrubs are visible near the entrance, and steps lead up to the front door.
Apartment in Little Italy

Style, comfort, and convenience

4.96 out of 5 average rating, 90 reviews
Top guest favorite
An open concept living area is captured, showcasing a modern kitchen with stainless steel appliances and gray cabinetry. A cozy sofa with textured cushions faces a large window, allowing natural light to fill the space. A sleek dining table is positioned nearby.
Apartment in West Loop

Fantastic West Loop 2 bedroom

5.0 out of 5 average rating, 96 reviewsA modern high-rise building is showcased, featuring a glass and brick exterior. The building has multiple stories with large windows, providing a contemporary look. Surrounding trees are visible along the street, contributing to the urban landscape.
Apartment in The Loop

Kasa | 2BD Near McCormick Place | South Loop

4.81 out of 5 average rating, 579 reviewsA spacious indoor garden lounge features abundant natural light streaming through large windows. Modern white furniture is arranged around a central coffee table, surrounded by lush greenery and decorative plants. The airy atmosphere is enhanced by hanging light fixtures, creating a serene and inviting space.
Apartment in The Loop

Sentral Premium 2BR Apt South Loop Chicago

4.67 out of 5 average rating, 371 reviewsA wooden-framed sign with a black background features white letters that spell 'WELCOME TO THE LANDING' at the center. The sign is placed on a smooth, light-colored surface, conveying a welcoming message.
Apartment in The Loop

The Landing @ South Loop

4.68 out of 5 average rating, 132 reviews
Guest favorite
Apartment in The Loop

29th Floor 2BR Grant Park Suite with Balcony, Gym

4.8 out of 5 average rating, 5 reviews

Apartment rentals with a hot tub

Superhost
A spacious living area is filled with natural light, featuring large windows that offer expansive views. A comfortable white sofa and two dark chairs are positioned around a glass coffee table. The open kitchen is visible in the background, showcasing modern cabinetry and appliances.
Apartment in West Town

Scenic 3BR PH for Tourism + Prime Location

4.85 out of 5 average rating, 110 reviews
Guest favorite
An open and spacious living area features a white sectional sofa and unique cow print coffee table. The dining space is equipped with round chairs, and a modern kitchen is visible in the background. Light streams through frosted glass block windows, enhancing the airy atmosphere.
Apartment in West Town

Checkerboard Studio, Private Outdoor Hot Tub, Yard

4.86 out of 5 average rating, 540 reviews
Superhost
A spacious bedroom with large windows provides an expansive view of the city skyline. The comfortable bed is flanked by bedside tables with lamps, and art pieces are displayed on the wall. Natural light brightens the room, enhancing its modern aesthetic.
Apartment in West Loop

Level One Bedroom Suite | Fulton Market

4.69 out of 5 average rating, 36 reviews
Guest favorite
Apartment in West Town

Luxury 3BD Penthouse – Private Patio+Skyline Views

4.84 out of 5 average rating, 43 reviews
Superhost
Apartment in South Side

Comfy Near Downtown Chicago

4.85 out of 5 average rating, 47 reviews
Guest favorite
Apartment in Lake View

Spacious and Ideally located in the Lakeview area

5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Downtown Chicago

Luxury South Loop Apt

4.9 out of 5 average rating, 10 reviews
Guest favorite
Apartment in Uptown

The Velvet Manor | Luxe 3BR • Jacuzzi • Garage

5.0 out of 5 average rating, 7 reviews

When is the best time to visit The Loop?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€132€134€174€197€258€313€239€218€193€187€157€142
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Destinations to explore