
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 G$10,439 GYD 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.

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.

Close to Chicago O'Hare Airport + Free Breakfast
Touch down at O’Hare and glide into your easy base in Rosemont. Residence Inn Chicago O'hare treats you to a free hot breakfast, a complimentary airport shuttle, and roomy studios with kitchenettes, perfect for families, crews, or long stays. Sun by the outdoor pool, squeeze in a workout, then stroll to events or hop the CTA Blue Line/Metra for a quick trip downtown. Friendly 24/7 staff, convenient parking, and home-style comforts make travel feel effortless and feel right at home.

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.

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.

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.

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.

Deluxe two queen bedroom
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.

Cosy room
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.

A polished, modern affair on iconic Michigan Ave.
Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.
Popular amenities for The Loop hotels
Family-friendly hotels

Deluxe two queens - city view

Pet-Friendly 2BR | Near Pier, Close to Museums!

2 Pet-Friendly Units! Near Chicago Riverwalk

Private Quad in Downtown + On Site Dining

Lincoln Park gem with storied jazz & rock history

Deluxe king non smoking

Standard queen

Breathtaking CHI unit in River North - Penthouse A
Hotels with a pool

One bedroom suite

Perfect Destination! Onsite Bar and Restaurant!

Comfort and Relaxation! Parking, Near Navy Pier

Viceroy Chicago, Selected by hotel

Prime River North Location! Pool, Rooftop Deck

Pet-Friendly Stay + Indoor Pool. Bar. Free Parking

Suite 501 | Stay One Chicago

Close to O’Hare Airport + Free Breakfast & Shuttle
Other hotel vacation rentals

McCormick Suites by Slumber Stay | 2BR

Accessible Deluxe King with Roll-In Shower

The Champagne Lodge & Luxury Suites - Adults Only.

La Quinta O’Hare| 2 Beds| Bright Side Breakfast®

Comfy Downtown Chicago Stay, Steps from Mag Mile

The GEM Museum Suites - Evanston

Near Magnificent Mile | Gym. Free Breakfast.

Lovely Pet Friendly King Stay! Parking & Gym!
Destinations to explore
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- Wrigley Field
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- Guaranteed Rate Field
- Lincoln Park Zoo
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- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo
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