
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 $71 CAD 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 and 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

Wifi availability
290 of The Loop vacation rentals include wifi 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.

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.

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.

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.

Club Quarters Hotel Central Loop, Chicago
Our standard room is designed for flexibility and comfort, featuring a comfortable bed with premium bedding, an ergonomic workspace, and ultra-fast free Wi-Fi. Enjoy convenient amenities like a Nespresso coffeemaker, smart TV, and multiple charging outlets for easy work or relaxation. The room is non-smoking, dog friendly, and includes C.O. Bigelow bathroom amenities. Yoga mats and resistance bands are available upon request for a well-rounded stay.

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.

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
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.

Riu Plaza Chicago
Deluxe two queen bedrooms are spacious and cozy rooms are ideal for your stay in vibrant Chicago. Enjoy modern comforts like a shower, hairdryer, central heating, and air conditioning. Additional amenities include an in-room safe, small fridge, coffee maker, and iron. Settle in and relax, everything you need for a comfortable visit awaits.
Popular amenities for The Loop hotels
Family-friendly hotels

Club Quarters Hotel Wacker at Michigan, Chicago

The Godfrey Hotel Chicago

The Allegro Royal Sonesta Hotel Chicago Loop

The Royal Sonesta Chicago Downtown

River North Gem! Minutes to Magnificent Mile.

The Royal Sonesta Chicago River North

The Emily Hotel

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

Level Chicago - Fulton Market

Viceroy Chicago

Comfort and Relaxation! Parking, Near Navy Pier

Suite 501 | Stay One Chicago

Hotel - Jet Tub, King Bed, Bfast Included

Ideal Downtown Chicago Location | Rooftop Pool

LEVEL Chicago - Old Town

Perfect Destination! Onsite Bar and Restaurant!
Other hotel vacation rentals

The Champagne Lodge & Luxury Suites - Adults Only

Rare upscale Gold Coast boutique find

City Suites Hotel

2 Queen Bed Room

Stylish Room with Rooftop Lounge & City Views

Lincoln Park gem with storied jazz & rock history

The GEM Museum Suites - Evanston

McCormick Suites by Slumber Stay | 2BR
Destinations to explore
- Loft rentals Chicago Loop
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
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- Naval Station Great Lakes
- 875 North Michigan Avenue
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- 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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