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

Total vacation rentals
Explore 240 vacation rentals in The Loop

Nightly prices starting at
The Loop vacation rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 5,840 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

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

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

4.6 Average rating
The Loop stays receive an average rating of 4.6 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.

Warwick Allerton Hotel Chicago
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.

The Godfrey Hotel Chicago
Everyday life requires us to live outside our comfort zone; outside our element. We find ourselves in surrounding places with a generalized design intent meant for mass appeal. At The Godfrey Hotel Chicago, we've created a rare spot that will make you feel entirely at ease. We offer a unique style with attention to comfort. Our IO bar offers music on select evenings, adding to the hotel’s lively and welcoming ambiance. Please note that some music may be heard in certain rooms during these times

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.

The Swissôtel Chicago
$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.

Suite 501 | 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.

2 Queen Bed Room in Theatre Dst
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. Unwind and relax in our comfortable guest rooms with Chicago-inspired décor.

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.

Club Quarters Hotel Central Loop, Chicago
The club room offers a comfortable bed with premium bedding and a flexible workstation with an ergonomic chair, perfect for work or relaxation. Enjoy lightning-fast free Wi-Fi, a smart TV, and a Nespresso coffeemaker in this non-smoking, dog-friendly space. Additional amenities include C.O. Bigelow bathroom products, cable TV, and air conditioning. Yoga mats and resistance bands are available upon request for your well-being.

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.

Level Chicago - Fulton Market
Studio suites feature a king bed and a sofa bed with a comfortable living area and complimentary wifi. Includes a full kitchen with a kitchen area and in suite laundry. Offers a spa inspired bathroom with malin goetz amenities, air conditioning and smart TV. Non smoking and pet friendly suite with access to outdoor pool, hot tub, fitness center and cloud lounge.
Popular amenities for The Loop hotels
Family-friendly hotels

Club Quarters Hotel Wacker at Michigan, Chicago

Chicago Hotel Collection Ambassador Gold Coast

The Allegro Royal Sonesta Hotel Chicago Loop

The Emily Hotel

The Royal Sonesta Chicago Downtown

Lincoln Park gem with storied jazz & rock history

The Royal Sonesta Chicago River North

Private Quad in Downtown + On Site Dining
Hotels with a pool

Viceroy Chicago

Comfort and Relaxation! Parking, Near Navy Pier

Hotel - Jet Tub, King Bed, Bfast Included

Level Chicago - River North

Close to Oakbrook Center + On-site Dining & Pool

Near O’Hare Airport + Breakfast. Shuttle. Pool.

LEVEL Chicago - Old Town

Stay Downtown | Rooftop pool. Gym
Other hotel vacation rentals

The Champagne Lodge & Luxury Suites - Adults Only

Rare upscale Gold Coast boutique find

Relaxing Stay Downtown! Pets are Allowed

City Suites Hotel

2 Queen Bed Room

Stylish Room with Rooftop Lounge & City Views

The GEM Museum Suites - Evanston

McCormick Suites by Slumber Stay | 2BR
Destinations to explore
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- Fitness-friendly rentals Chicago Loop
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- Condo rentals Chicago Loop
- Rentals with a hot tub Chicago Loop
- Pet-friendly rentals Chicago Loop
- Rentals with pools Chicago Loop
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory
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