
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 820 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.

King Room in Downtown
Experience upscale accommodations &amenities in the heart of Chicago when you stay with us. 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 & on-site restaurant that offers classic American cuisine. Unwind & 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.

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. Self Parking is available for $52/night.

Central Loop Hotel
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.

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.

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.

Arlo Chicago
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.

Millennium Knickerbocker Hotel Chicago
Superior room offers everything you need to stay connected and unwind including a large bathroom with a spa rain shower for total relaxation. Enjoy modern comforts like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful design ensures a restful atmosphere for sweet dreams and peaceful moments during your stay. Experience comfort and convenience in every detail.

Hotel Felix
One queen bed non smoking features a queen bed, air conditioning, private bathroom with separate shower and bathtub, bathrobes, hair dryer, toiletries, free wifi and LAN, flat-screen TV with satellite/cable, iPod dock, coffee/tea maker, blackout curtains, desk, and daily housekeeping. Accessible features include close-caption TV, TTY/TTD compatibility, and visual alarm.

Riu Plaza Chicago
Deluxe king rooms are the perfect choice for a relaxing break in the exciting city of Chicago. Each room includes a shower, hairdryer, central heating, air conditioning, and an in room safe for your convenience. Enjoy added comforts like a small fridge, coffee maker, and a cozy sofa to unwind. An iron is also provided to keep you looking your best during your stay.

The Hoxton, Chicago
Slightly more spacious than our snug rooms, the cosy room features a perfectly arranged king-size bed for ultimate comfort. Soft lighting and plush duvets make you feel at home the moment you arrive. Enjoy a walk-in rain shower and thoughtfully designed details throughout. It's the ideal retreat for relaxing and unwinding in style.
Popular amenities for The Loop hotels
Family-friendly hotels

Club Quarters Hotel Wacker at Michigan, Chicago

City Suites Hotel

The Godfrey Hotel Chicago

Staypineapple, An Iconic Hotel, The Loop

Lincoln Park gem with storied jazz & rock history

The Royal Sonesta Chicago River North

The GEM Museum Suites - Evanston

The Emily Hotel
Hotels with a pool

Level Chicago - Fulton Market

Viceroy Chicago

Suite 501 | Stay One Chicago

Hotel - King Bed with breakfast included

LEVEL Chicago - Old Town

Close to O’Hare Airport + Free Breakfast & Shuttle

Perfect Destination! Onsite Bar and Restaurant!

Close to Oakbrook Center + On-site Dining & Pool
Other hotel vacation rentals

Rare upscale Gold Coast boutique find

The Allegro Royal Sonesta Hotel Chicago Loop

Explore Chicago! City View, Pet-friendly Property!

River North Gem! Minutes to Magnificent Mile.

Stylish Room with Rooftop Lounge & City Views

McCormick Suites by Slumber Stay | 2BR

King Room in heart of Downtown

Chicago's Magnificent Mile Stay + Dining & Gym
Destinations to explore
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- Rentals with pools Chicago Loop
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- Rentals with breakfast Chicago Loop
- Rentals with lake access Chicago Loop
- Rentals with a fireplace Chicago Loop
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