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

Total holiday rentals
Explore 450 holiday rentals in Chicago

Nightly prices starting at
Chicago holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 11,810 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wifi availability
450 of Chicago holiday rentals include wifi access

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

Nearby attractions
Chicago’s top spots include Millennium Park, Wrigley Field and Lincoln Park
Top-rated hotels in Chicago
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. 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.

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.

Near Downtown Bolingbrook + Free Breakfast
Unwind in your own spacious suite just off I-55—perfect for road trippers, weekend shoppers, or anyone craving space to breathe. Grab free breakfast, chill in the indoor pool, or explore nearby favorites like IKEA and The Promenade. Whether you’re headed to Naperville, downtown Chicago, or just hanging in Bolingbrook, this stay gives you all the space and perks you need—without giving up comfort, convenience, or that extra travel magic.

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.

Ingersoll Suite - The Plainfield Inn
APPROX. 330 SQ FT · PRIVATE OUTDOOR PATIO · PRIVATE BATH · SOUTH WESTERN EXPOSURE This is the largest suite in the South building with a private porch, king bed, private bathroom, and southwestern exposure. It is named after Chester Ingersoll who established the town of Plainfield in 1841. This suite is also the quietest in the building due to its location within the buildings !

Near O’Hare Airport + Pool. Dining.
Unwind at The Westin Chicago Northwest, a lakeside getaway with spacious rooms, indoor pool vibes, and Insta-worthy sunsets just outside the city. Wake up with Starbucks coffee on-site, sweat it out in the 24/7 gym, then explore nearby Schaumburg shops, Busse Woods trails, and hidden local dining gems. Perfect for a weekend adventure, a friends’ trip, or recharging between flights.

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.

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 Chicago hotels
Family-friendly hotels

Level Chicago - Fulton Market

River North Gem! Minutes to Magnificent Mile.

Private Quad in Downtown + On Site Dining

Lincoln Park gem with storied jazz & rock history

The Emily Hotel

Riu Plaza Chicago

Central Loop Hotel

Majestic Hotel
Hotels with a pool

Comfort and Relaxation! Parking, Near Navy Pier

Eaglewood Resort & Spa Chicago

Suite 501 | Stay One Chicago

Find Your Oasis of a Peaceful Stay | Restaurant

Close to Oakbrook Center + On-site Dining & Pool

LEVEL Chicago - Old Town

Stay Downtown | Rooftop pool. Gym

Peaceful Retreat In Cook County | Restaurant
Other hotel holiday rentals

The Champagne Lodge & Luxury Suites - Adults Only

Club Quarters Hotel Wacker at Michigan, Chicago

Rare upscale Gold Coast boutique find

Close to Medinah Country Club + Breakfast. Kitchen

City Suites Hotel

The Godfrey Hotel Chicago

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago River North
Destinations to explore
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Rentals with a fireplace Chicago
- Family-friendly rentals Chicago
- Rentals with lake access Chicago
- Loft rentals Chicago
- Fitness-friendly rentals Chicago
- Private suite rentals Chicago
- Rentals with a sauna Chicago
- Rentals with an accessible-height bed Chicago
- Rentals with an EV charger Chicago
- Smoking-friendly rentals Chicago
- Rentals with a washing machine and dryer Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Lakehouse rentals Chicago
- Rentals with a patio Chicago
- Rentals with a balcony Chicago
- Flat rentals Chicago
- Luxury rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with pools Chicago
- Rentals with beach access Chicago
- Beachfront rentals Chicago
- Mansion rentals Chicago
- Bed and breakfasts Chicago
- House rentals Chicago
- Boutique hotels Chicago
- Apartment rentals Chicago
- Rentals with a hot tub Chicago
- Waterfront rentals Chicago
- Serviced apartment rentals Chicago
- Townhouse rentals Chicago
- Guest house rentals Chicago
- Hotel rooms Cook County
- Hotel rooms Illinois
- Hotel rooms United States
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Union Park
- Washington Park Zoo
- Garfield Park Conservatory
- Things to do Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Sports activities Chicago
- Art and culture Chicago
- Things to do Cook County
- Nature and outdoors Cook County
- Tours Cook County
- Food and drink Cook County
- Sports activities Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Tours Illinois
- Entertainment Illinois
- Art and culture Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States






