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Places to stay near Chicago Cultural Center

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Top-rated vacation rentals near Chicago Cultural Center

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

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A bright living area features a comfortable gray sofa and two modern chairs set around a round coffee table. Large windows provide expansive views of the city, while greenery adds a touch of nature to the space. The warm lighting creates a welcoming ambiance.

Apartment in Chicago

4.75 out of 5 average rating, 272 reviews

Stunning 3BR Penthouse in the Loop | Roof Deck

[NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2nd rooftop remains open and available for guests to use.] Beautiful 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, and panoramic city views. This bright and airy three bedroom, two bathroom space is perfect for travelers looking for a luxurious escape in the sky in the heart of downtown Chicago. The penthouse is adjacent to the buil

A modern lounge area is highlighted by large floor-to-ceiling windows, offering expansive views of the Chicago skyline. Two round, cozy chairs are positioned near a small round table, complemented by a plush sofa. Green plants add a touch of nature to the space.

Apartment in Chicago

5 out of 5 average rating, 22 reviews

14th Floor 3Bd 3Bth Unit w/ Gym, Pool, &Amenities

Welcome to your spacious urban getaway in the heart of Chicago’s Printer’s Row neighborhood! This modern 3-bedroom, 3-bathroom unit is located in a stunning high-rise building, offering sweeping city views and access to premium amenities—perfect for families, business travelers, or groups looking to explore the best of downtown. Whether you're here for work or play, this retreat offers the perfect blend of style, comfort, and location. Book your stay today and experience Chicago like a local!

Top guest favorite

An inviting outdoor space features a sleek pool with a gentle water feature, surrounded by neat landscaping. The modern two-story structure rises in the background, complemented by a black umbrella positioned near the water's edge, creating a serene atmosphere for relaxation.

Guesthouse in Chicago

4.96 out of 5 average rating, 28 reviews

Andersonville Luxury Pool Escape

Welcome to the only chic, two-story pool house just steps from the heart of Andersonville. Enjoy a full kitchen, queen bed, spa-style bath, washer/dryer, and high-speed Wi-Fi. Outside, unwind in your private heated pool and spa in a tranquil, secure setting shared with the owner. Perfectly located near vibrant shops, dining, and a pleasant walk to the beach, this stylish retreat blends comfort, privacy, and convenience for the ideal city escape. The pool and spa are heated heated through 12/31.

A spacious living room features large floor-to-ceiling windows that invite natural light, revealing modern furnishings. A cozy sectional and accent chairs are arranged around a coffee table. The open layout connects to a dining area and a chef's kitchen, enhancing the inviting atmosphere.

Apartment in Chicago

4.94 out of 5 average rating, 93 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!

A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.

Apartment in Chicago

4.83 out of 5 average rating, 827 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.

The living area features a light-colored sofa paired with two cozy armchairs. A round coffee table sits at the center on a colorful area rug. Natural light floods the space through two large windows, and decorative plants are placed on the windowsills.

Apartment in Chicago

4.82 out of 5 average rating, 223 reviews

Spacious & Stylish 2BR-2BA Apt Steps from The Bean

Enjoy this comfy, renovated and super spacious 2BR and 2BA apartment in the heart of Chicago's Loop with views of Lake Michigan. Surrounded by the most popular stores and restaurants, this unbeatable location is less than a one-minute walk to Michigan Ave, Millennium Park, State St. Shopping, The Chicago Theatre and Chicago’s landmark, ‘The Bean'. It is an ideal location to move around in public transportation, as all CTA lines and plenty of bus lines are just within two blocks!

A bright and modern kitchen area features a large island with seating for three. Stainless steel appliances and ample cabinetry complement the space. A comfortable living area includes a dark sofa and a coffee table on a patterned rug, with a wall-mounted TV visible in the background.

Apartment in Chicago

4.92 out of 5 average rating, 24 reviews

Luxury Oasis | 1 BR | Near City | Free Parking

Keep it simple, Just a few blocks away from Downtown Chicago, The Loop, and popular attractions, this property is the ideal spot for your stay! Carefully designed and fully furnished, the unit offers excellent amenities for both comfort and entertainment: Fully equipped kitchen In-unit laundry Roku TV in the bedroom (bring your own Netflix/Hulu login) Fast WiFi Perfect for healthcare workers, corporate employees, and all travelers seeking a convenient and cozy place to call home!

A spacious living area features a large gray sectional sofa adorned with yellow accent pillows. A round wooden coffee table sits in front, with decorative items arranged on it. Two framed artworks are displayed on the wall beside a tall green plant, contributing to a modern aesthetic.

Apartment in Chicago

4.99 out of 5 average rating, 152 reviews

KING bed FREE P-Spot EV EZZY Accessible NO stairs

You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. Two bedroom/2 bathroom apartment with direct access from the street level with ZERO STAIRS. It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences. Bring the whole family to this great place with lots of room for fun.

Top guest favorite

An open living area is visible, featuring a gray sectional sofa and a round coffee table. Large windows allow natural light to fill the space. A kitchen counter with modern cabinetry and a small dining area are also included in the layout.

Apartment in Chicago

4.94 out of 5 average rating, 205 reviews

Bright 2BR-2BA steps from The Bean & Michigan Ave

Come enjoy this comfy and spacious 2BR-2BA apartment just steps away from Michigan Ave and ‘The Bean’, and within a short walking distance to most of Chicago’s most popular landmarks. Within just two blocks, you will find access to all CTA train lines. With a fully stocked kitchen, smart TVs in all rooms and views to the lake, this is the perfect Airbnb for couples, families and business travelers during their time in the city of Chicago.

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

4.93 out of 5 average rating, 76 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.

Top guest favorite

Two hanging chairs are positioned on a covered patio, surrounded by lush greenery and decorative plants. A small garden structure adds privacy, while the floor features a vibrant red surface. Ambient light filters through the overhead structure, creating a relaxed outdoor space.

Home in Chicago

5 out of 5 average rating, 20 reviews

Chicago Row House Garden Apartmt

This stylish urban garden apartment is a comfortable stay just a few blocks from the United Center and 1 mile from the very popular West Loop and Fulton Market areas! Street parking is readily available and free! We are a 3 mile straight shot down to Millennium Park in the Loop. Take the “L”, bike or walk there and hit Greek Town, the Lyric Opera, the Sears (Willis) Tower, the Art Institute and the Bean (Cloud Gate) along the way!

A bright living area features a deep green accent wall and polished concrete floors. A plush dark sofa with decorative pillows is positioned facing a television on a wooden stand. A window offers a view of an outdoor space, enhancing the natural light in the room.

Apartment in Chicago

4.94 out of 5 average rating, 83 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

Popular amenities for vacation rentals near Chicago Cultural Center

Free parking on premises

Air conditioning

Other top sights near Chicago Cultural Center

Millennium Park1,612 locals recommend

Wrigley Field1,169 locals recommend

Lincoln Park177 locals recommend

United Center255 locals recommend

Shedd Aquarium807 locals recommend

Lincoln Park Zoo2,452 locals recommend

Condo rentals with wifi

The living area features exposed brick walls and hardwood floors, with an arrangement of seating including a red armchair and a cozy sofa. A glass coffee table sits on a plush area rug. A wall-mounted flat-screen TV is present, alongside indoor plants and decorative elements.

Condo in Chicago

4.99 out of 5 average rating, 300 reviews

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

An open kitchen and dining area features exposed wooden beams and stylish light fixtures. A modern dining table with black chairs provides seating, while a lounge chair is positioned nearby. Decorative plants and art add warmth to the contemporary space.

Condo in Chicago

4.95 out of 5 average rating, 124 reviews

Modern Izakaya Studio in Wicker Park

A modern kitchen with white cabinetry features stainless steel appliances, including a refrigerator and microwave. An island with seating for three is complemented by decorative vases of flowers. Natural light fills the space through large east-facing windows.

Condo in Chicago

4.89 out of 5 average rating, 166 reviews

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Top guest favorite

A modern living space features a sleek kitchen island with a sink, surrounded by light wood flooring. Large windows invite natural light, illuminating a comfortable gray sofa and a dining table with black chairs. A vibrant wall art piece adds color to the room.

Condo in Chicago

4.95 out of 5 average rating, 111 reviews

NEW luxury Old Town 1-Bedroom condo

The living room features a comfortable sofa embellished with decorative pillows and a cozy throw. A gallery wall, adorned with framed photographs, adds visual interest. A wooden coffee table rests in front of the sofa, complemented by accent lighting on either side.

Condo in Chicago

4.96 out of 5 average rating, 148 reviews

East Lakeview Designer Condo with 2 Bd, 2 Bath

An outdoor patio is showcased, featuring a rectangular fire table surrounded by four cushioned chairs. The wooden decking contrasts with the subdued colors of the furniture. A partial cover is draped over one corner, providing shade from the sun.

Condo in Chicago

4.97 out of 5 average rating, 161 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Top guest favorite

A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.

Condo in Chicago

4.98 out of 5 average rating, 131 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

A modern teal sectional sofa with a tufted design is positioned next to a round marble coffee table. A white fur pillow and a patterned throw are draped on the couch. A black and white cowhide rug adds texture to the wooden floor.

Condo in Chicago

4.76 out of 5 average rating, 320 reviews

Chic Home! Walk to Nightlife-Comedy-Restaurants!

Family-friendly house rentals

A tree-lined street in a quiet neighborhood is visible, with well-maintained lawns and charming homes featuring brick exteriors. A single green chair is positioned on a grassy area, inviting relaxation amidst the landscaped surroundings.

Private room in Evanston

4.94 out of 5 average rating, 217 reviews

Welcoming Evanston Home

Home in Wilmette

5 out of 5 average rating, 6 reviews

Guest suite with separate entrance and cozy gym!

Home in Northlake

5 out of 5 average rating, 6 reviews

Private Garden Suite + Free Parking near O’Hare

A private bedroom features a bunk bed with a spacious lower bed set against a pastel pink wall. A daybed with decorative pillows is positioned beside large windows adorned with soft curtains. Closet doors and a full-length mirror are visible, adding practicality to the cozy space.

Private room in Chicago

4.93 out of 5 average rating, 222 reviews

Caroline’s room/Private Room/Lincoln Park

A media setup is displayed with a large dark television positioned on a sturdy wooden stand. Surrounding the TV, speakers are placed on each side. Colorful decorations, including various items on shelves, add personality to the room. A desk with magazines rests near the corner.

Private room in Chicago

4.83 out of 5 average rating, 556 reviews

The Blue Room

Top guest favorite

A well-lit sleeping area is featuring two spacious beds with crisp white bedding. A dresser is positioned nearby, and a round mirror is mounted on the wall, reflecting natural light from a window. A bold blue accent wall adds a pop of color to the room.

Home in Oak Park

4.97 out of 5 average rating, 156 reviews

Cozy, Clean, Central Location & Parking, Sleeps 4

Top guest favorite

The sleeping area features a queen-size bed with a colorful striped blanket and decorative pillows. Two bedside tables with lamps are positioned beside the bed, and a modern chair with an accent table is nearby. Soft natural light fills the room, highlighting the clean lines of the contemporary design.

Private room in Chicago

4.96 out of 5 average rating, 292 reviews

Spacious & Relaxing Loft in Awesome Andersonville!

A welcoming exterior of a brick bungalow is showcased, featuring a set of steps leading to the entrance. Lush greenery surrounds the pathway, while flower pots add a touch of color to the front porch area.

Private room in Chicago

4.79 out of 5 average rating, 232 reviews

Skyline Room, near Medical Ctr, Upstairs

Apartment rentals with air conditioning

Top guest favorite

A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.

Apartment in Chicago

5 out of 5 average rating, 61 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Top guest favorite

A green sofa is positioned in a bright living area, accompanied by a round coffee table. A decorative bowl and a potted plant sit atop the table, while a piece of wall art featuring a tree landscape adds character. Natural light enters through nearby windows.

Apartment in Chicago

4.99 out of 5 average rating, 253 reviews

Modern Apt with style & comfort in Pilsen Chicago

A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.

Apartment in Chicago

4.94 out of 5 average rating, 140 reviews

Chic retreat near the best of Lakeview & Wrigley

A vintage-style sign featuring bold red and white lettering, stating 'Bohemian Lodge no 17' against a dark brown background. Decorative elements include images of beer glasses and whimsical knot designs, creating a nostalgic atmosphere.

Apartment in Chicago

4.85 out of 5 average rating, 308 reviews

Teeny Tiny Bohemian Lodge - Clean & Affordable

A spacious common area features large windows that allow plenty of natural light to fill the room. A modern entertainment unit is placed against a white brick wall, complemented by a comfortable sectional sofa and a round coffee table on a textured rug.

Apartment in Chicago

4.94 out of 5 average rating, 210 reviews

Lavish 2BR/2BA Loft I Next to Grant Park & Museums

The Wrigley Field sign prominently displays the name 'Wrigley Field' and the phrase 'Home of Chicago Cubs,' framed by colorful banners. The structure's iconic green metalwork and brick facade are visible in the background, conveying a sense of local sports culture.

Apartment in Chicago

4.84 out of 5 average rating, 374 reviews

Dugout in Wrigleyville

Top guest favorite

An inviting living space features a dark wooden dining table with two chairs positioned near a sofa. A flat-screen television is mounted on the wall, surrounded by decorative shelves filled with plants and books. Soft lighting complements the warm wooden floor and neutral-colored walls.

Apartment in Chicago

4.93 out of 5 average rating, 375 reviews

Spacious & private! Free parking! Great location!

Top guest favorite

A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.

Apartment in Chicago

5 out of 5 average rating, 286 reviews

Explore Lincoln Park from a Polished Apartment

Other great vacation rentals near Chicago Cultural Center

A spacious living area features a modern sectional sofa in warm tones, positioned around a circular coffee table. Large windows allow natural light to fill the room, showcasing a view of the outdoors. A neutral area rug anchors the seating arrangement, enhancing the home’s contemporary design.

Private room in Chicago

4.89 out of 5 average rating, 329 reviews

Private BR in Condo close to Chicago Dwtwn!

Private room in Chicago

4.9 out of 5 average rating, 30 reviews

Bohemian Retreat Room – Near Downtown & UC!

A bright living room features two orange armchairs and a blue sofa, adorned with colorful cushions. A circular wooden coffee table is centered on a patterned area rug. Large windows reveal a city skyline, allowing natural light to fill the space.

Apartment in Chicago

4.71 out of 5 average rating, 274 reviews

Kasa | 1BD, Walk to Grant Park | South Loop

A spacious bedroom is presented, featuring a double bed with a light gray blanket. A decorative bench is lined with cushions, and a small table sits atop it. Natural light filters through patterned curtains adorned with floral designs, creating a calm ambiance.

Private room in Chicago

4.92 out of 5 average rating, 167 reviews

City View Room

A spacious bedroom features a large bed with a dark throw and white linens. Two armchairs are positioned beside a window offering panoramic views of Lake Michigan. A Chicago-themed artwork hangs above the bed, complementing the room's neutral tones.

Hotel room in Chicago

4.8 out of 5 average rating, 132 reviews

Sweeping skyline views from the 40th floor

Private room in Chicago

4.86 out of 5 average rating, 201 reviews

Chi-town Comfort | 1PBR | Bucktown | Wicker Pk

A modern bedroom features a plush, spacious bed with a tufted teal headboard. Decorative pillows add a subtle pop of color, while a sleek bedside lamp sits on a wooden nightstand. Neutral walls enhance the serene ambiance of the room.

Hotel room in Chicago

4.78 out of 5 average rating, 398 reviews

A polished, modern affair on iconic Michigan Ave.

Apartment in Chicago

4.58 out of 5 average rating, 137 reviews

Sonder Jewelers Row | Superior 1BR Apartment