
Hotels in The Loop
Find and book unique hotels on Airbnb
Quick stats about hotels in The Loop

Total vacation rentals
Explore 290 vacation rentals in The Loop

Nightly prices starting at
The Loop vacation rentals start at R 809 ZAR per night before taxes and fees

Verified guest reviews
Over 6,930 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
290 of The Loop vacation rentals include wi-fi access

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

4.5 Average rating
The Loop stays receive an average rating of 4.5 out of 5 from guests

Nearby attractions
The Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower
Top-rated hotels in The Loop
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Selected by hotel
The beautifully rejuvenated Warwick Allerton - Chicago offers charming accommodations at a storied Michigan Avenue address. Experience boutique ambience in one of The Windy City’s grandest hotels. From its inception in the early 1920’s, this timeless classic has been the standard bearer of Jazz Age style and sophistication and remains a noteworthy landmark in the Chicago skyline. Our stylishly designed rooms, renowned Warwick hospitality, and convenient location make it perfect for your stay.

Modern design with VU Skyward rooftop bar
Refundable Incidental hold of $75/day required at check in. Must be 21+ to book/stay. We are connected to McCormick Place Convention Center and Wintrust Arena via sky-bridge. The nearby subway train brings guests to Millennium Park and downtown attractions. Soldier Field and the Museum Campus are within a mile are within a mile. Guests can enjoy a view of Chicago and Lake Michigan at our VU Skyward rooftop bar. We also have a Starbucks in our lobby. Valet Parking is available for $62/night.

Central Loop Hotel, Standard room
After a day of exploring the city, unwind in your spacious standard room featuring premium bedding and thoughtfully placed charging points. Stay productive with a multipurpose workspace, ergonomic chair, and task lighting, or relax with lightning-fast free Wi-Fi and a flat-screen smart TV. Enjoy a Nespresso brewer with complimentary coffee and tea, plus in-room yoga mat and resistance bands for your wellness. Bathroom amenities include C. O. Bigelow products, toiletries & hair dryer.

The Swissôtel Chicago, Selected by hotel
$35.22 Resort Fee to be collected on property Swissotel Chicago is an award-winning luxury hotel overlooking the Chicago River and Lake Michigan, and just steps from the Magnificent Mile. The distinctive 4-diamond, all-glass hotel offers spectacular wrap-around views from Navy Pier to Millennium Park and has a state-of-the-art penthouse fitness center. The room may not look the same as the room in the photo as this room is run of house and selected by the hotel at check in.

Near O’Hare Airport + Breakfast. Shuttle. Pool.
Steps from the Allstate Arena and minutes from O'Hare International Airport, Staybridge Suites Chicago O'Hare offers the perfect extended-stay experience in Rosemont. Relax in spacious suites featuring full kitchens and living areas. Enjoy a complimentary hot breakfast daily and evening socials on select nights. Amenities include a heated indoor pool, fitness center, and free airport shuttle. Close to the Fashion Outlets of Chicago and the Blue Line for easy city access.

Private 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.

Suite 509 | Stay One Chicago
Stay One Chicago is a refined boutique hotel offering elevated comfort in the heart of the city. Guests enjoy beautifully designed rooms with high-end finishes, seamless self check-in, and dedicated workspace. Indulge in three on-site restaurants featuring curated dining options, perfect for breakfast, dinner, or cocktails. Your stay also includes exclusive access to Lifetime for premium fitness and wellness amenities, creating a complete luxury lifestyle experience.

City king
Step into the city king room where inspiring views of downtown and a spacious cozy king bed invite you to relax in style. Enjoy smart amenities like a Nespresso coffee machine, a 55 inch flat screen TV, a smart fridge and a work desk. Contemporary luxury design and thoughtful details like a hand held steamer hair dryer and laptop sized safe make this a perfect home base whether you are exploring the city or enjoying a quiet night in.

The Robey Hotel Urban King Room
Experience the vibrant heart of Chicago at The Robey, where historic architecture meets modern design in the bustling Wicker Park and Bucktown neighborhoods. With 89 elegantly appointed rooms and a variety of dining options including Cafe Robey for all-day brunch and The Up Room for rooftop cocktails with panoramic city views, The Robey offers a unique blend of comfort, style, and culinary delights for every traveler.

Close to Navy Pier + Restaurant. Bar. Gym.
Tucked just off the Magnificent Mile, Hotel Saint Clair gives you front-row access to Chicago’s must-sees—think Navy Pier, Millennium Park, and late-night eats around the corner. Sip your morning coffee, grab your camera, and hit the lakefront in minutes. The rooms are pet-friendly, WiFi’s on the house, and everything you want to see is walkable. It’s your laid-back launchpad for big city adventures.

Standard king
Standard room offers a tastefully decorated space with a plush king bed designed for your comfort and relaxation. Enjoy modern amenities like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful touches create a welcoming atmosphere for both work and leisure making it an ideal choice for any traveller. Unwind and recharge in style during your stay.

Elegance and comfort in Gold Coast neighborhood
Less than a mile from Oak Street Beach and the lakefront, our hotel offers elegance and comfort in the midst of top city attractions. Shopping and fun at the Magnificent Mile or Navy Pier, or a visit to the Lincoln Park Zoo are all within two miles. Our on-site restaurants, event room with natural light, and fitness center complete your stay.
Popular amenities for The Loop hotels
Family-friendly hotels

Club Quarters Hotel Central Loop, Chicago, Club...

Deluxe king room

King - city view

One queen bed non smoking

Deluxe double

Burnham king

Standard Room with King Bed

Close to Oakbrook Center + On-site Dining & Pool
Hotels with a pool

Executive one bedroom suite

Better Choice for your Vacation! Indoor Pool!

Close to Chicago O'Hare Airport + Free Breakfast

Hotel - Jet Tub, King Bed, Bfast Included

Executive one bedroom suite

One bedroom suite

Perfect Destination! Onsite Bar and Restaurant!

Comfort and Relaxation! Parking, Near Navy Pier
Other hotel vacation rentals

Stylish Room with Rooftop Lounge & City Views

Double queen suite

The GEM Museum Suites - Evanston

The Chicago Hotel, Upscale Deluxe Double Queen

Deluxe - queen

The Champagne Lodge & Luxury Suites - Adults On...

Standard queen

Queen room
Destinations to explore
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- Wrigley Field
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- Donald E Stephens Convention Center
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- Washington Park Zoo
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