
Places to stay near Cadillac Palace Theatre
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Top-rated vacation rentals near Cadillac Palace Theatre
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West Town 1-Bedroom Full Remodel
Located in the heart of West Town, this 1-bedroom, 1-bath comes equipped with a queen sofa bed and comfortably sleeps 4, plus an in-unit washer/dryer for your convenience. Remodeled in 2023, this stunning unit with 9ft ceilings in a Victorian building is footsteps away from all the amazing bars and restaurants Chicago Ave has to offer. Known for its array of multicultural cuisines, this strip offers everything from Korean fine dining to New Mexican brunch, and is near Chicago’s best attractions!
4.98 out of 5 average rating, 123 reviews
Fulton House #1 (2bd/ 1ba)
Unique & stylishly designed by Chicago's own Outline Interiors, this highly sought after location is for those that want to stay on a calm side street around the corner from city's best, award-winning restaurants and trendiest shopping. The fully-serviced apartment has the business-travel amenities you want: ultra speed wifi, work stations, top tier dining options within steps of the front door, Nespresso coffee, bottled water, washer/dryer. First-come parking next door: $20/nt or $200/mo.
4.94 out of 5 average rating, 121 reviews
Luxury Loft Collection 01 - Terrace - River North
BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious building in bustling River North-the city's center of main nightlife and restaurants. This ultra high-end apartment features a private elevator, private terrace, free secured parking, 24 hour doorman, 3 bedrooms/3 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!
4.9 out of 5 average rating, 126 reviews
Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.
4.81 out of 5 average rating, 1052 reviews
Explore Lincoln Park from a Polished Apartment
A bright, cozy, large studio in the heart of Lincoln Park! You enter with a keypad code which we give you a few days prior to your stay. You are steps away from Armitage Ave. and Halsted St. for walkable grocery stores, shops, restaurants and cafes, plus Red and Brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment with free residential parking stickers or an onsite garage space for $25/night.
5.0 out of 5 average rating, 325 reviews
Modern Corner 2BR in Streeterville | Roof Deck | L
Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!
4.77 out of 5 average rating, 217 reviews
Urban Chic Apartment by the Magnificent Mile
Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd floor walk up (NO ELEVATOR) There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard in the living room but rarely in the bedrooms.
4.95 out of 5 average rating, 300 reviews
Fulton Market Loft | Rooftop Fire Pit | Parking
Featured in Condé Nast Traveler and Architectural Digest. Rated top 1% of all Airbnb listings nationwide. Two-level loft in the heart of Fulton Market. Soaring ceilings, floor-to-ceiling windows, gourmet kitchen with exposed brick, 3 bedrooms, 2.5 baths, in-unit laundry, and dedicated parking. Step outside to a private rooftop terrace with fire pit and panoramic skyline views. Steps from MICHELIN-recognized Taquería Chingón and Restaurant Row.
4.96 out of 5 average rating, 291 reviews
Pilsen Modern Chic Retreat
Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.
4.95 out of 5 average rating, 135 reviews
LIVN West Loop Chicago Classic Studio Apartment
Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.
4.86 out of 5 average rating, 110 reviews
50th Floor Mag Mile Views, Balcony, Pool, Gym
The Penthouses at Grand Plaza PH#12: Towering 50 stories above Downtown Chicago, this luxury unit features floor-to-ceiling windows and breathtaking skyline views. Enjoy sunsets, unmatched location, and true urban living. Walk Score of 100 with a grocery store in the building. Amenities include a fitness center, outdoor pool, kitchens, and business center. The city is at your feet—experience Chicago in style.
4.9 out of 5 average rating, 143 reviews
Modern 3BR with Private Rooftop & Free Parking
A beautiful and modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.
4.92 out of 5 average rating, 188 reviewsPopular amenities for vacation rentals near Cadillac Palace Theatre
Condo rentals with wifi

South Loop Studio Hotel (303)
4.84 out of 5 average rating, 105 reviews
Modern Izakaya Studio in Wicker Park
4.96 out of 5 average rating, 159 reviews
Private hot tub - King bed suite - Free parking
4.92 out of 5 average rating, 283 reviews
Welcoming 2BR in Chicago's Best Neighborhood!
4.85 out of 5 average rating, 365 reviews
NEW luxury Old Town 1-Bedroom condo
4.95 out of 5 average rating, 149 reviews
Your perfect place looks like?
4.93 out of 5 average rating, 181 reviews
GLORIOUS GOLD COAST GETAWAY
4.96 out of 5 average rating, 158 reviews
Two Bedroom w Porch in Wicker Park
4.96 out of 5 average rating, 123 reviewsFamily-friendly house rentals

Charming 3-BED in Lincoln Park/ Old Town & Parking
4.95 out of 5 average rating, 198 reviews
Large Home | Free Parking | Near Downtown
4.89 out of 5 average rating, 128 reviews
Architect's Urban Oasis | 4bd/3ba I Luxe
5.0 out of 5 average rating, 132 reviews
Private Downtown Retreat with Rooftop Oasis
4.95 out of 5 average rating, 128 reviews
Cozy, Quiet, Riverwalk Sanctuary
4.93 out of 5 average rating, 184 reviews
Pro Cleaned & Isolated West Loop Coach House
4.87 out of 5 average rating, 509 reviews
Cool Quiet Coach House, Private Access + Patio
4.92 out of 5 average rating, 320 reviews
Historic Old Town, Fabulous 4 Bedroom Home
4.87 out of 5 average rating, 212 reviewsApartment rentals with air conditioning

Modern 1BR in Little Italy, Near West Loop
4.9 out of 5 average rating, 176 reviews
Great Location!!-12
4.81 out of 5 average rating, 673 reviews
Lovely 1-bedroom serviced apartment near Museums!
4.92 out of 5 average rating, 237 reviews
Loop Loft-Subway & Art Institute
4.95 out of 5 average rating, 119 reviews
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 118 reviews
Fully Furnished Apartment Wicker Park Free Parking
4.97 out of 5 average rating, 635 reviews
Spectacular Pilsen Studio for 2!
4.88 out of 5 average rating, 336 reviews
Beautiful 2BR Apartment in Old Town
4.89 out of 5 average rating, 307 reviewsOther great vacation rentals near Cadillac Palace Theatre

Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.92 out of 5 average rating, 36 reviews
Style, comfort, and convenience
4.96 out of 5 average rating, 90 reviews
Kasa | 2BD Near McCormick Place | South Loop
4.81 out of 5 average rating, 579 reviews
Central downtown home in Loop
4.78 out of 5 average rating, 93 reviews
1BR Modern Luxe Apt with In-Unit Laundry
4.62 out of 5 average rating, 126 reviews
Charming Historic Row Home | Lincoln Park
5.0 out of 5 average rating, 5 reviews
Luxury penthouse with city views
5.0 out of 5 average rating, 3 reviews
New 3BR 2 bath family home - 10 min from downtown
5.0 out of 5 average rating, 3 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Washington Park Zoo





