Places to stay near Cadillac Palace Theatre

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Top-rated holiday rentals near Cadillac Palace Theatre

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern living space features a comfortable couch adorned with decorative pillows, situated on a plush rug. A round coffee table rests in the center, while two chairs are positioned nearby. Large windows allow natural light to brighten the room, complemented by a view of the balcony.
Apartment in Chicago
4.95 out of 5 average rating, 153 reviews

Perfect Spot & Spacious 2BR+2BA | Mapletree Suites

Welcome to Mapletree Suites! Our stylish, clean, and contemporary 2 bed+2 bath suites are located in a boutique building in Chicago’s booming West Loop neighborhood. Keyless entry, blazing fast WiFi, bright white linens, in-unit laundry, 10ft ceilings, balconies, Italian cafe, host on-site, plus much more! Steps from Target store, parks/athletic field, CTA, and close to United Center, world-class restaurants, loop/lakefront, Med District, UIC, corporate offices and highway network. Book today!

Guest favourite
The exterior of a modern three-story building is displayed, showcasing white brick and large black-framed windows. An inviting entrance with a dark wooden door is flanked by a simple light fixture. Lush greenery lines the steps leading to the doorway.
Apartment in Chicago
4.95 out of 5 average rating, 129 reviews

Fulton House #1 - Studio Only (Nightly)

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 studio has the business-travel amenities you want: ultra speed wifi, work station, top tier dining options within steps, Nespresso coffee maker, bottled water and more. Paid parking next door $20/day, subject to avail - inquire in advance.

Guest favourite
A hot tub with bubbling water is illuminated by soft blue lights, surrounded by wooden fencing. String lights overhead add a warm ambiance, creating a serene outdoor space for relaxation.
Condo in Chicago
4.94 out of 5 average rating, 274 reviews

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Superhost
An outdoor rooftop terrace features comfortable seating arrangements, including lounge chairs and patterned cushions. Lush planters with vibrant greenery add to the inviting atmosphere. A panoramic view of the city skyline is visible in the background, offering a perspective on Chicago's architecture.
Apartment in Chicago
4.82 out of 5 average rating, 341 reviews

Spectacular 2BR Penthouse in the Loop | Roof Deck

This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, 13 foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

Superhost
Apartment in Chicago
4.81 out of 5 average rating, 1,001 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.

Top Guest favourite
The modern kitchen features sleek cabinetry and stainless steel appliances arranged along the wall. A spacious countertop provides ample workspace, while pendant lights hang from a wood-paneled ceiling. The floor is finished in tiles, and decorative plants are placed above cabinets.
Apartment in Chicago
4.94 out of 5 average rating, 228 reviews

Spacious 1-bedroom South Loop Loft I Sleep 5

Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Top Guest favourite
Apartment in Chicago
4.94 out of 5 average rating, 288 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.

Top Guest favourite
A modern kitchen is showcased, featuring sleek cabinetry in dark tones and stainless steel appliances. An island with a light countertop provides ample space for meal preparation. Natural light enters through large windows, brightening the inviting atmosphere of the open layout.
Apartment in Chicago
4.95 out of 5 average rating, 115 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.

Guest favourite
Apartment in Chicago
4.98 out of 5 average rating, 204 reviews

Elegant Suite in Gold Coast

Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, this generous one-bedroom apartment is perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

Guest favourite
Apartment in Chicago
4.87 out of 5 average rating, 101 reviews

LIVN West Loop Chicago Queen 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.

Guest favourite
Apartment in Chicago
4.94 out of 5 average rating, 105 reviews

Loop Loft-Subway & Art Institute

Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

Superhost
A welcoming living area features a spacious gray sectional sofa and a round coffee table positioned in front of a large window. Natural light floods the space, revealing a view of the city skyline, framed by modern glass architecture.
Apartment in Chicago
4.66 out of 5 average rating, 32 reviews

Level One Bedroom Suite | Fulton Market

One Bedroom Suites offer approximately 650 sqft of living space and boast fully equipped kitchens, living room with sofa bed, spa-inspired bathroom, and separate bedroom with king bed and open-air balcony. All suites feature in-suite laundry, premium appliances, smart TV with access to your favorite streaming apps, and complimentary Wi-Fi.

Popular amenities for holiday rentals near Cadillac Palace Theatre