Compare Chicago Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Chicago

Villa Dubois Guest House

Mccormick Place Guest House

Chicago Avenue Inn

Wrigleyville Inn

Villa Christina

A5 Luxurious Garden Unit Near Chicago
Hotel Options in Chicago

Embassy Suites by Hilton Chicago Downtown River North

Congress Plaza Hotel

Hilton Chicago/Magnificent Mile Suites
Chicago guest houses give you a warm welcome to the Windy City
Chicago lies next to Lake Michigan, Illinois. It’s a city famous for its architecture, music and seriously trendy shopping malls. It never fails to impress visitors, and Chicago guest houses are ideally located for travelers to enjoy all that the “Windy City” has to offer.
About Chicago guest houses
Whether you want to take in some Chicago Blues in downtown, or gain a bird’s eye view of the city from Sear’s Tower, you’ve got everything right on your doorstep. Most Chicago guest houses are centrally located, meaning you never have to go too far to find a bar, a place to eat, attractions for children, or top shopping spots.
Expect spacious, comfortable guest rooms in your Chicago guest house, free Wi-Fi, a laundry service, excellent food and room service facilities, and that all-important expert local knowledge.
Shopping
Chicago is a large city with excellent shopping malls and boutique stores. Visit Michigan Avenue for major brand flagship stores, or if you are after something quirky and unique, Randolph Street Market is the place to go. Don’t miss the opportunity to visit State Street, with its stunning 19th-century architecture and high-end boutiques. It also boasts the world’s second-largest department store, Macy’s.
Chicago guest houses are within easy reach of all these locations, so you won’t have too far to carry those heavy shopping bags.
Tourist attractions
Visitor attractions in Chicago range from sophisticated art galleries to kid-friendly theme parks. For a free day out, visit the city’s inland beaches. Chicago is also brimming with culture. Make sure to visit the Museum of Contemporary Art, which has one of the country’s most extensive collections of modern art. The Wrigley Field Baseball Stadium is a must-see for sports fans. Built in 1914, it’s an iconic piece of architectural design.
Getting around
Although Chicago is a large city, the central location of most Chicago guest houses means you can easily enjoy all there is to see on foot. To explore a little further out, hop onto Chicago’s subway system, or hire a car from one of the many vehicle rental offices located across the city.
Chicago Guest Houses essential information
Accommodation | 8 Guest Houses |
---|---|
Lowest Price | $115 |
Highest Price | $583 |
Popular accommodation | Villa Dubois Guest House, Mccormick Place Guest House, Chicago Avenue Inn, Wrigleyville Inn, Villa Christina, A5 Luxurious Garden Unit Near Chicago, Oakwood at 73 E. LAKE, Oakwood at AMLI RIVER NORTH |