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Chicago Rentals

From $258 per night (USD)
VRBO
Bright & Airy 1-Bedroom Unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Furnished 1-bedroom apartment with 1 bathroom, a fully equipped kitchen, and dining area. Designed to sleep up ...
From $258 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Bright & Modern 1BR in Hyde Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Enjoy a comfortable stay in our bright and modern one-bedroom apartment in the vibrant Hyde Park neighborhood. ...
From $188 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Sleek Style 3BR Haven - Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: A modern home that’s both stylish and practical, offering comfort and everyday ease. Spacious 3-Bedroom Layout ...
From $448 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Cozy & Modern Getaway 1BR Apt
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: A chic spot to kick back, relax, and enjoy some fun together. The Space: This charming home has plenty of spac ...
From $187 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Contemporary 2BR Apartment in Vibrant Hyde Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled on historic E Hyde Park Blvd, this 2-bedroom apartment offers a fantastic opportunity to embrace the Hy ...
From $295 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Vibrant 1BR Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: The perfect blend of comfort and style for a fun, relaxing stay. The Space: This charming home has plenty of s ...
From $187 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Hyde Park 1BR w/ Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Your perfect home away from home in the heart of Chicago's historic Hyde Park neighborhood. The Space: The Spa ...
From $226 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Bright South Hyde Park Studio
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: Welcome to your cozy studio retreat in the heart of historic Hyde Park, just steps from the University of Chica ...
From $248 per night (USD)
Expedia
From $210 per night (USD)
VRBO
1BR Modern Apartment near City Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This unique place boasts a distinctive style all its own, blending carefully curated design elements with a war ...
From $210 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Cozy 2BR Apt near Parks & Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy the best of city living in this centrally located 2BR apartment—just steps from parks, shops, and local d ...
From $239 per night (USD)
Expedia
From $172 per night (USD)
VRBO
1BR Airy Apartment w/ Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to your cozy Cragin hideaway! This fun and comfy 1BR/1BA is perfect for couples or solo travelers. Snug ...
From $172 per night (USD)
VRBO
From $676 per night (USD)
Expedia
Spacious 5-bedroom house great for large groups
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Light and airy custom built home across from Humboldt Park with expansive views of the Humboldt Park pond/lake. Spacious ...
From $676 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Twice as Nice: Chic 2BR Stay with Style & Space
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your home away from home! This cozy 2BR retreat is all about comfort with a side of style. Located n ...
From $248 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Sleek 1BR Apt w/ Laundry
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Comfortable and fully furnished 1BR apartment with all the essentials for a smooth, easy stay. The Space: Our ...
From $269 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Well-Appointed &Vibrant 2BR Apt
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Bring the whole crew to this trendy spot – perfect for family fun! The Space: The bedrooms feature comfortable ...
From $202 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Uptown Studio Gem Sum
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Enjoy the best of Chicago’s North Side from this bright and comfortable studio apartment located on W Montrose ...
From $195 per night (USD)
Expedia
From $252 per night (USD)
VRBO
The One: A 1BR Stay That Feels Like Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This is more than just a place to stay; it’s your cozy, personal retreat. With soft lighting, comfy furnishings ...
From $252 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Great Layout – Spacious 2BR Apt
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Your perfect 2-bedroom retreat — spacious layout, modern furnishings, and instant comfort. The Space: This is ...
From $189 per night (USD)
Expedia
From $284 per night (USD)
VRBO
2BR Steps from Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your home base in the heart of Chicago’s vibrant Lakeview/Wrigleyville neighborhood! This roomy and ...
From $284 per night (USD)
VRBO
From $180 per night (USD)
Expedia
1BR Gem by Shops & Dining
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: 1BR Gem by Shops & Dining – Discover comfort and convenience in this stylish 1-bedroom apartment, perfectly loc ...
From $180 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Stylish 1BR in Lakeview Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Step into comfort and style in this beautifully designed 1-bedroom apartment nestled in vibrant Lakeview. With ...
From $204 per night (USD)
VRBO
From $252 per night (USD)
Expedia
A chic second-floor plant-filled retreat in Chicago's Logan Square neighborhood.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience the charm of this Logan Square Greystone apartment, a chic second-floor plant-filled retreat in Chicago's vib ...
From $252 per night (USD)
Expedia
From $987 per night (USD)
VRBO
2 Designer Apts for Group Stays + Top Amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Perfect for your next group trip or corporate offsite, 'The Pop' offers two same-floor apartments for the ultim ...
From $987 per night (USD)
VRBO
From $3219 per night (USD)
Expedia
Exclusive Group Getaway in Vibrant West Loop
Bedrooms:
8
Bathrooms:
9
Sleeps:
22
Summary: 'The Cubist' is the ultimate destination for your group's special occasion, offering four luxurious apartments ...
From $3219 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Mid-Century Modern 2 BD APT | Walk to Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience stylish comfort in this beautifully designed, mid-century modern apartment in the heart of Wrigleyville. Enjo ...
From $370 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Comfy Studio in Portage Park- Great Value!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to your perfect Chicago getaway! This charming studio apartment is nestled on a quiet, tree-lined stree ...
From $169 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Bright & Modern Lakeview Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Bring the whole family for a memorable stay in a chic setting. The Space: The bedrooms feature comfortable bed ...
From $191 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Brand New 2BR Chicago City Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to your chic, new retreat in Chicago! This brand new luxury apartment is meticulously designed for comf ...
From $240 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Sleeps 18 • 8BR • Game Room • Gym • Theater
Bedrooms:
3
Bathrooms:
8
Sleeps:
18
Welcome to your ultimate 8BR escape—where engaging entertainment meets thoughtful comfort. The arcade-style game room in ...
From $921 per night (USD)
VRBO
From $1002 per night (USD)
VRBO
Spacious Apartments for Groups w/ Skyline Views
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Summary: 'The Tribune' is ideal for family and friends visiting West Loop’s best. Our first group of 2025 left a perfe ...
From $1002 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Sunlit Studio with City Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Bask in natural light at Sunlit Studio with City Charm a thoughtfully designed space tucked in the heart of the ...
From $154 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Spacious 3BR Family Stay w/ Central Air & Patio; Near Lakefront and UChicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Clean, comfortable, and made for connection—enjoy summer in Chicago with friends and family. Stay cool with central air ...
From $214 per night (USD)
Expedia
From $441 per night (USD)
VRBO
River North | Rooftop With In & Out Parking | 3
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, two ...
From $441 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Chic apartment with fitness room and AC in beautiful Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy getaway awaits in Chicago at this awesome apartment. This adorable space features a living room with a comfy q ...
From $307 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Cozy apartment with AC and WiFi in awesome Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Chicago apartment boasts 1 inviting bedroom with a cozy queen bed. The bathroom comes equipped with a hair dryer fo ...
From $265 per night (USD)
VRBO
From $310 per night (USD)
VRBO
North Chicago Spacious Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
Summary: Ready to stay in CHARMING Chicago? Our NEWLY UPDATED masterpiece has IMPECCABLE DESIGN, 4 bedrooms, and is step ...
From $310 per night (USD)
VRBO
From $306 per night (USD)
VRBO
3 Bed 2.5 Bath Chicago Retreat w Balcony & Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our charming 3-bedroom, 2.5-bathroom home in the vibrant Pilsen neighborhood of Chicago! Perfect for ...
From $306 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Brand-New West Loop 3BR + City Views for Families
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Experience brand-new luxury at 'The Lyric,' a stunning 3BR in in West Loop’s vibrant Fulton District. You're ...
From $452 per night (USD)
Expedia
From $84 per night (USD)
VRBO
Blueground | Rush & Division, fitness center, nr Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $84 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Updated, Prime Location, Parking Avail. - LP
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bask in natural light and timeless style in this beautifully updated 1BR, set on one of Lincoln Park’s most coveted, man ...
From $329 per night (USD)
Expedia
From $416 per night (USD)
VRBO
The Prestige: Designer 3BR/2BA in Prime Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to The Prestige- where luxury meets comfort. This spacious 3-bed, 2-bath condo sleeps 8 (3 king beds & 1 pull-ou ...
From $416 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Luxury Unit with Rooftop Lounge & Spectacular City Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 248 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $220 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Modern Suite with Rooftop Lounge & Views of Downtown Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $303 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 2-bedroom apartment in wonderful Chicago with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Unwind in Chicago at this charming apartment located in a 3 flat. With 2 queen beds and 1 twin bed, this gorgeous space ...
Click For Pricing
Expedia
From $542 per night (USD)
VRBO
South Loop | Rooftop With In & Out Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Enjoy a stylish experience at this centrally located place! This stunning 1,000 sq. ft. modern 2-bedroom, 2-bat ...
From $542 per night (USD)
VRBO
From $316 per night (USD)
Expedia
River North | Rooftop With In & Out Parking | 1
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, one ...
From $316 per night (USD)
Expedia
From $439 per night (USD)
VRBO
South Loop | Rooftop With In & Out Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Enjoy a stylish experience at this centrally located place! This stunning 1,000 sq. ft. modern 2-bedroom, 2-bat ...
From $439 per night (USD)
VRBO
From $410 per night (USD)
Expedia
River North | Rooftop With In & Out Parking | 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, two ...
From $410 per night (USD)
Expedia
From $360 per night (USD)
VRBO
River North | Private Balcony With In&Out Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, one ...
From $360 per night (USD)
VRBO
From $351 per night (USD)
Expedia
River North | Rooftop With In & Out Parking | 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, one ...
From $351 per night (USD)
Expedia
From $687 per night (USD)
VRBO
River North Private Deck With In and Out Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, on ...
From $687 per night (USD)
VRBO
From $967 per night (USD)
Expedia
Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect Chicago getaway! This stunning, newly rehabbed classic red brick Victorian home offers a blend o ...
From $967 per night (USD)
Expedia
Click For Pricing
VRBO
Charming West Loop Chicago 2bd House near the Green Line
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious, stylish 2 story home just 1 minute to the Green Line and 10 mins to the West Loop. Stretch out in the jazzy li ...
Click For Pricing
VRBO
From $1225 per night (USD)
Expedia
Front Row to the Lake & Skyline: Epic 60th Flr 3BR
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Designed for a truly top-tier Chicago experience, 'The Observatory' is your luxurious 3BR retreat with unparall ...
From $1225 per night (USD)
Expedia
From $713 per night (USD)
VRBO
Luxe 67th Flr 2BR: Endless Lake Views, Top Skydeck
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Discover 'The Horizon'—a new luxury 2BR apartment perfect for guests aged seeking stunning lake views and prime ...
From $713 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Urban Farm Fun with Goats 10 Minutes To Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This cozy, one bedroom garden apartment has a fabulous, full kitche, decorative fireplace & big, spa bath. Out your back ...
From $132 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Chic 3BR King Bed+Work-Friendly+ Firepit
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to The Grace Stay in Chicago!—a cozy, 3-bedroom getaway nestled in the quiet Kilbourn Park neighborhood. Whether ...
From $262 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Wicker Park - Loft Style Home in Lively Location with Plenty Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience the ultimate relaxation in our Wicker Park apartment, designed for fun and comfort. Enjoy amenities like a po ...
From $189 per night (USD)
Expedia
From $153 per night (USD)
VRBO
15mins DT | Wicker Park Gem | Sleeps 7 | FreePark
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Stylish 2BR/1BA unit in trendy Humboldt/Wicker Park. Unwind in a cozy, modern space with vibrant decor, a fully equipped ...
From $153 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Come experience The Lake Shore!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come experience the Lake Shore! A corporate apartment that boast comfort, class and the PERFECT location to explore any ...
From $295 per night (USD)
Expedia
From $365 per night (USD)
VRBO
2BR w/ Workspace + Coffee Bar • Near Transit
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This charming 2BR unit offers the perfect blend of comfort and convenience. Located near beautiful parks and easy transi ...
From $365 per night (USD)
VRBO
From $385 per night (USD)
Expedia
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Discover this stylish 2BR flat in a walkable Chicago neighborhood! Perfect for city explorers, it`s close to shops, dini ...
From $385 per night (USD)
Expedia
From $362 per night (USD)
VRBO
2BR Traveler`s Favorite • Modern and Clean
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A cozy 2BR retreat just steps from transit! Perfect for easy city access, this inviting space offers modern comforts and ...
From $362 per night (USD)
VRBO
From $187 per night (USD)
VRBO
< 2 Mi to UChicago: Pet-Friendly Getaway w/ Yard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Walk to L Station | 3 Mi to Jackson Park & 63rd St Beach | 15 Mi to Wrigley Field Soak up the energy of the Windy City ...
From $187 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Chic 3-bedroom apartment with WiFi, AC in amazing Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to this fabulous apartment in Chicago. This enjoyable rental features 3 cozy bedrooms, perfect for a group of fr ...
From $444 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Short Drive to Millennium Park & Willis Tower with Rooftop Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $135 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Dip into Heated Pool & Relax in 2 Modern Rooms | Walk to Chicago Riverwalk
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 2 separate rooms withi ...
From $289 per night (USD)
VRBO
From $289 per night (USD)
VRBO
2 Boutique-Style Rooms | Indoor Pool, Gym, & Near Magnificent Mile
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 2 separate rooms withi ...
From $289 per night (USD)
VRBO
From $136 per night (USD)
VRBO
Stay Cool w/ Rooftop Deck & Fitness Room Near Chicago Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $136 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Rooftop Relaxation w/ Pool + Gym | Walk to Millennium Park and Chicago Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $144 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Stay in Heart of Chicago | Rooftop Deck, Gym and Near Millennium Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $144 per night (USD)
VRBO
From $625 per night (USD)
Expedia
49th Fl Luxury Retreat + Stunning Lake Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience modern luxury at 'The Summit', ideal for families seeking exceptional amenities and nearby attractio ...
From $625 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Spacious 2BR Unit Skyline View - Walk to McCormick
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome and Experience modern comfort just minutes from downtown. Our 2-bedroom, 2-bath suite features city views, high ...
From $298 per night (USD)
VRBO
From $233 per night (USD)
Expedia
McCormick Place Studio/Optional parking/sleeps up to 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $233 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Sophisticated 4BR Suite - Modern, and Luxurious
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $460 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Corporate-Friendly 4BR Stylish & Central
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $461 per night (USD)
Expedia
From $390 per night (USD)
VRBO
3BR City Escape Bright, Sleek, Spacious
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 3- Bedroom is meticulously designe ...
From $390 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Modern 4BR City Retreat with Stunning Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4-Bedroom is meticulously designed ...
From $461 per night (USD)
Expedia
From $464 per night (USD)
VRBO
4BR Modern Gem Sleek, Bright & Central
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4-Bedroom is meticulously designed ...
From $464 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Chic 4-Bedroom with Skyline Views & Amenities
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4- Bedroom is meticulously designe ...
From $463 per night (USD)
Expedia
From $299 per night (USD)
VRBO
2BR City Escape Bright, Sleek, Spacious
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury suite is meticulously designed for ...
From $299 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Stylish 2BR Cozy South Loop Suite Near McCormick
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your chic and cozy home in the heart of Chicago’s vibrant South Loop! Just steps away from McCormick Place, t ...
From $296 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Charming 2BR Unit Near McCormick & Millennium Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your stylish urban retreat in the heart of Chicago's vibrant South Loop! This spacious and fully-equipped 2-b ...
From $298 per night (USD)
VRBO
From $460 per night (USD)
Expedia
4BR Corporate Suite Central and Modern
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $460 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Family-Sized 4BR Luxury in Downtown Chicago
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4-Bedroom is meticulously designed ...
From $461 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Brand New 4BR in Heart of Chicago
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $471 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Group-Ready 3BR Sleek Design & Great Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 3- Bedroom is meticulously designe ...
From $395 per night (USD)
VRBO
From $459 per night (USD)
Expedia
High-Rise 4BR w Views, Comfort & Space
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4- Bedroom is meticulously designe ...
From $459 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Elegant 3BR Stay Prime Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury place is meticulously designed for ...
From $394 per night (USD)
VRBO
From $579 per night (USD)
VRBO
Group Vacation! 4 Comfortable Units, Indoor Pool, Rooftop Deck
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 4 separate rooms withi ...
From $579 per night (USD)
VRBO
From $992 per night (USD)
VRBO
Sleeps 18 • 7BR • Gym • Game Room • Theater
Bedrooms:
2
Bathrooms:
8
Sleeps:
18
Welcome to your Chicago home-away-from-home—where every room is designed to make you feel right at home. Whether you`re ...
From $992 per night (USD)
VRBO
From $211 per night (USD)
VRBO
2 Mi to Logan Square: Pet-Friendly Unit w/ Yard!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Open Layout | Outdoor Entertainment Space | 1 Mi to Healy Station Make the most of your Windy City getaway with this no ...
From $211 per night (USD)
VRBO
From $290 per night (USD)
VRBO
2 Spacious Units Close to Navy Pier! Pool, Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Set in the River North neighborhood of Chicago, this property offers easy access to popular Chicago attractions, restaur ...
From $290 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Your Chicago Adventure Starts Here! 3 Units! Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Set in the River North neighborhood of Chicago, this property offers easy access to popular Chicago attractions, restaur ...
From $436 per night (USD)
VRBO
From $146 per night (USD)
VRBO
Large Unit Close to the Millennium Park! Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Set in the River North neighborhood of Chicago, this property offers easy access to popular Chicago attractions, restaur ...
From $146 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Blueground | Goose Island, view, nr Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this cozy studio Blueground apartment. You’ll love coming home to ...
From $125 per night (USD)
Expedia
From $93 per night (USD)
VRBO
Chic 1-bedroom apartment in fabulous Chicago with AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the vibrant city of Chicago, this phenomenal apartment offers guests a cozy retreat. The bedroom features a c ...
From $93 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Chic 3-bedroom building with fitness room and AC in wonderful Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the beauty of Chicago from this brilliant 3-bedroom building. Each bedroom features a comfortable queen bed, pe ...
From $490 per night (USD)
Expedia
From $260 per night (USD)
VRBO
West Loop Living – Bright 1BR
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to your stylish city escape in one of Chicago’s most vibrant and walkable neighborhoods — the West Loop ...
From $260 per night (USD)
VRBO
From $692 per night (USD)
Expedia
Elevated 2BR Retreat + Balcony with Bean Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Experience luxury in 'The Luma,' a prime 2BR in the Loop with breathtaking views, perfect for city explorers. W ...
From $692 per night (USD)
Expedia

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