Near North Side (Chicago) Rentals
From $229 per night (USD)VRBO
Close to Chicago Riverwalk! Magnificent Mile, Wrigley Field, Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $229 per night (USD)VRBO
From $978 per night (USD)VRBO
Family & Friends Escape! 4 Spacious Units, Near Magnificent Mile Shopping
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $978 per night (USD)VRBO
From $244 per night (USD)VRBO
Windy City Getaway! Minutes to Navy Pier, Field Museum, Shedd Aquarium
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $244 per night (USD)VRBO
From $229 per night (USD)VRBO
Minutes to Willis Tower–Take in Panoramic City Views from SkyDeck Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $229 per night (USD)VRBO
From $687 per night (USD)VRBO
Ultimate Chicago Getaway! 3 Great Units, Minutes to Navy Pier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $687 per night (USD)VRBO
From $1895 per night (USD)Expedia
Luxury House in the heart of Old Town with Parking
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 12
Our custom-built house is perfect for a group of guests wanting to experience Chicago to its fullest. The home is a bran ...
From $1895 per night (USD)Expedia
From $264 per night (USD)VRBO
Renovated oversized Condo with Spectacular views in the heart of Chicago.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the ultra-stylish, ultra-urban neighborhood of River North. Home to endless art galleries, restaurants, and ...
From $264 per night (USD)VRBO
From $360 per night (USD)Expedia
Downtown Chicago Studio in Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Discover our fully equipped 1-bedroom studio in Chicago's vibrant Gold Coast. Nestled conveniently downtown, it ...
From $360 per night (USD)Expedia
From $402 per night (USD)VRBO
#1615 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $402 per night (USD)VRBO
From $436 per night (USD)VRBO
#1616 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $436 per night (USD)VRBO
From $423 per night (USD)VRBO
#1813 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $423 per night (USD)VRBO
From $432 per night (USD)VRBO
#1612 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $432 per night (USD)VRBO
From $1055 per night (USD)VRBO
Lovely 4 Bedroom Spot located in Charming Old Town
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Huge, 2500 sqft Condo in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full Flo ...
From $1055 per night (USD)VRBO
From $218 per night (USD)Expedia
Sleek River North 1BR w\/ Gym, Lounge & Roof, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this beautiful one bedroom Blueground apartment. You’ll love comin ...
From $218 per night (USD)Expedia
From $913 per night (USD)VRBO
Panoramic City Views from the Rooftop Deck! Four Spacious Units,
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $913 per night (USD)VRBO
From $488 per night (USD)VRBO
Vacation Day Is Always A Great Idea! Two Great Units, Close to Willis Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $488 per night (USD)VRBO
From $241 per night (USD)VRBO
Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $241 per night (USD)VRBO
From $241 per night (USD)VRBO
Rare Gem! Indoor Pool, Rooftop Deck, Close to Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $241 per night (USD)VRBO
From $687 per night (USD)VRBO
Three Convenient Units in River North, Close to Willis Tower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $687 per night (USD)VRBO
From $457 per night (USD)VRBO
Vacation Is Calling! Two Classy Units, Roofdeck, Minutes to Chicago Riverwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $457 per night (USD)VRBO
From $733 per night (USD)VRBO
Recharge & Relax! Three Comfortable Units for Group Travel Near Willis Tower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $733 per night (USD)VRBO
From $913 per night (USD)VRBO
Convenient River North Location, Four Classy Units, Walk to Riverwalk
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $913 per night (USD)VRBO
From $244 per night (USD)VRBO
Shop ‘til you drop on the Magnificent Mile! Rooftop Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $244 per night (USD)VRBO
From $229 per night (USD)VRBO
Downtown City Escape! Minutes to Millenium Park, Willis Tower, Navy Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $229 per night (USD)VRBO
From $345 per night (USD)VRBO
#1109 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $345 per night (USD)VRBO
From $355 per night (USD)VRBO
#1808 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $355 per night (USD)VRBO
From $754 per night (USD)VRBO
#2001 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $754 per night (USD)VRBO
From $288 per night (USD)Expedia
Lincoln Park Light Filled Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience this unique Lincoln Park loft where you’ll love the open concept space, the floor to ceiling windows, & the c ...
From $288 per night (USD)Expedia
From $241 per night (USD)VRBO
Chic West Loop 2BR w\/ Theater & Gym, nr Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this stylish two bedroom Blueground apartment. You’ll love coming ...
From $241 per night (USD)VRBO
From $338 per night (USD)VRBO
Sonder Jewelers Row | One-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Jewelers Row is the architectural gem of the Chicago Loop. Designed by Adler and Sullivan, the innovative style adds a m ...
From $338 per night (USD)VRBO
From $279 per night (USD)VRBO
Sonder The Plymouth | One-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $279 per night (USD)VRBO
From $388 per night (USD)Expedia
Fabulous West Loop 2BR w\/ Rooftop & Dog Wash, nr L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this sophisticated two bedroom Blueground apartment. You’ll love c ...
From $388 per night (USD)Expedia
Click For PricingVRBO
Windy City 2BD: Mins from Downtown & Laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Prime Location 2BR, just about 3 miles from Downtown Chicago Loop. This unit is centrally located in one of Chicago's mo ...
Click For PricingVRBO
From $257 per night (USD)Expedia
Exquisite West Loop Jr 1BR w\/ Gym & Rooftop, nr Union Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Fulton Market District. . It’ll be easy to simply show ...
From $257 per night (USD)Expedia
From $176 per night (USD)VRBO
Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Chicago Loop furnished one bedroom apa ...
From $176 per night (USD)VRBO
From $498 per night (USD)Expedia
3BD West Town Gem: Explore the Windy City in Style
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our stylish 3-bed, 2-bath Condo in the heart of Chicago's vibrant West Town. Designed for your comfort, it's ...
From $498 per night (USD)Expedia
From $256 per night (USD)VRBO
Ideal West Loop Jr 1BR w\/ Rooftop, Gym & Grills, nr Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Fulton Market District furnished one ...
From $256 per night (USD)VRBO
From $164 per night (USD)Expedia
Trendy River North 1BR w\/ Pool & Gym, near Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
From $164 per night (USD)Expedia
From $369 per night (USD)VRBO
Downtown Delight: Chic Stay near Chicago Theater! Pets are welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $369 per night (USD)VRBO
From $362 per night (USD)VRBO
Chicago New 2BR Home w 3 Beds and HighSpeed Internet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally-located home in the eccentric Wicker Park neighborhood of Chicago. ...
From $362 per night (USD)VRBO
From $326 per night (USD)VRBO
Breath of Fresh Air! Near Willis Tower and Cloud Gate - The Bean, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $326 per night (USD)VRBO
From $381 per night (USD)Expedia
1-bedroom apartment in awesome Chicago with AC, WiFi and 1FREE Garage Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Consider this apartment your home away from home while you visit Chicago. This charming space features a cozy bedroom wi ...
From $381 per night (USD)Expedia
From $349 per night (USD)VRBO
Rustic Cozy Haven in West Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your cozy retreat in West Town! Nestled amidst vibrant restaurants and lively bars, this charming unit offers ...
From $349 per night (USD)VRBO
From $475 per night (USD)Expedia
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined str ...
From $475 per night (USD)Expedia
From $487 per night (USD)VRBO
Suite 2 on Southport 4 Queen Beds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Check out our brand new construction Suite on Southport Ave. Centrally located in the world famous Lincoln Park ...
From $487 per night (USD)VRBO
From $381 per night (USD)Expedia
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind in the stylish two-bedroom apt on Beach Street, a street in Chicago. The city is full of award-winning restaurant ...
From $381 per night (USD)Expedia
From $285 per night (USD)VRBO
Chic 2-bedroom in center of Lincoln Park\/Depaul\/Wrigley + Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Chic garden unit in the heart of Chicago's popular Lincoln Park. Steps to public trains that will take you all over Chic ...
From $285 per night (USD)VRBO
From $250 per night (USD)Expedia
Luxury one bedroom condo located in Chicago's Gold Coast neighborhood!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a stylish one bedroom condo located in the heart of Chicago's famous Gold Coast neighborhood. This luxury condo b ...
From $250 per night (USD)Expedia
From $376 per night (USD)VRBO
Cozy 2BR-2BTH Oasis Near West Loop-Downtown Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming 2-Bedroom, 2-Bathroom Oasis in Prime West Town Location Discover the perfect blend of comfort and convenience ...
From $376 per night (USD)VRBO
From $339 per night (USD)VRBO
Dive Into Your Dream Vacation! Near Bridgehouse and Chicago River Museum!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $339 per night (USD)VRBO
From $937 per night (USD)VRBO
Discover Downtown from Our Well-Appointed Space | 2 Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $937 per night (USD)VRBO
From $201 per night (USD)Expedia
Hip West Loop 1BR w\/ Gym, Pet Area, Rooftop, W\/D & Gym, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $201 per night (USD)Expedia
From $334 per night (USD)VRBO
Sweet West Loop 2BR w\/ Rooftop, Spa, Pool & Gym, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming hom ...
From $334 per night (USD)VRBO
From $2337 per night (USD)Expedia
Luxury Downtown PH: Bean & Lake Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: Tired of high-priced stays that lack true exclusivity and comfort? Stay in the Most Exclusive Penthouse in Chic ...
From $2337 per night (USD)Expedia
From $2781 per night (USD)VRBO
Cloud9 | Basketball court+Gym+Terrace | The Adler
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 14
Summary: Welcome to The Adler! 2 amazing penthouses in the same building. To ensure safety, all guests must pass our scr ...
From $2781 per night (USD)VRBO
From $190 per night (USD)Expedia
Outstanding W Loop 1BR w\/ Gym, Pool, Rooftop, Spa & W\/D, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Fulton Market District. with views over the city. It’ll ...
From $190 per night (USD)Expedia
From $1001 per night (USD)VRBO
Beautiful, cozy, stylish Bucktown, Wicker Park House, perfect Chicago location.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Rainbow Guest House. This is a designer owned, fully decorated house located in a perfect Bucktown/Wicker Par ...
From $1001 per night (USD)VRBO
From $697 per night (USD)Expedia
2 Connecting Suites at a 4.5⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The One Bedroom Suite features a second king-size bedroom, offering contemporary decor and beautiful views of Lake Michi ...
From $697 per night (USD)Expedia
From $1093 per night (USD)VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Appointed with a second, sumptuous guest room, modern furnishings and beautiful floral artwork by photographer Warwick O ...
From $1093 per night (USD)VRBO
From $697 per night (USD)Expedia
2 Connecting Suites at a 4.5⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The One Bedroom Suite Double features a second king-size bedroom, offering contemporary decor and beautiful views of Lak ...
From $697 per night (USD)Expedia
From $1185 per night (USD)VRBO
2 Connecting Suites at a 4⭐️ Hotel
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Delight in exclusive access to the Club Lounge in the Executive Suite at the Renaissance Chicago Downtown Hotel. This 80 ...
From $1185 per night (USD)VRBO
From $800 per night (USD)Expedia
Unbeatable Views,Group Amenities&Location|TheLily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $800 per night (USD)Expedia
From $1553 per night (USD)VRBO
Downtown Penthouse Huge Patio with Great View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Immerse yourself in comfort with our 3600 sqft unit, featuring a 1400 sqft balcony and stunning city panoramas. This spa ...
From $1553 per night (USD)VRBO
From $857 per night (USD)Expedia
Why Guests Call This Chicago’s Best Spot|TheViolet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $857 per night (USD)Expedia
From $178 per night (USD)VRBO
Blueground | Lakeshore East, pool & w\/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in New Eastside. with balcony views over the city. It’ll b ...
From $178 per night (USD)VRBO
From $489 per night (USD)VRBO
Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & Nightlife!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $489 per night (USD)VRBO
From $1690 per night (USD)VRBO
Luxury West Loop Stay: Modern Suites w\/ Balcony, Resort Amenities & City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $1690 per night (USD)VRBO
From $632 per night (USD)VRBO
Luxury Suites in Chicago's West Loop – Steps from Dining, Shopping & Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $632 per night (USD)VRBO
From $923 per night (USD)VRBO
Luxury Suites in Chicago's West Loop – Modern Comfort Meets Vibrant City Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $923 per night (USD)VRBO
From $726 per night (USD)VRBO
Luxury West Loop Rentals: Modern Suites w\/ City Views & Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $726 per night (USD)VRBO
From $149 per night (USD)VRBO
Blueground | West Loop, gym & bbq, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop Gate. with views over the city. It’ll be easy ...
From $149 per night (USD)VRBO
From $182 per night (USD)Expedia
Blueground | The Loop, pool & w\/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $182 per night (USD)Expedia
From $153 per night (USD)VRBO
Blueground | The Loop, pool & w\/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop. with high floor views over the city. It’l ...
From $153 per night (USD)VRBO
From $148 per night (USD)Expedia
Blueground | Lakeshore East, pool & w\/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in New Eastside. with balcony views over the city. It’ll b ...
From $148 per night (USD)Expedia
From $201 per night (USD)VRBO
Blueground | Lakeshore East, pool & w\/d, nr park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $201 per night (USD)VRBO
From $356 per night (USD)Expedia
Modern Ukrainian Village Oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your stylish retreat in Chicago’s vibrant Ukrainian Village! This newly renovated, modern condo offers two sp ...
From $356 per night (USD)Expedia
From $132 per night (USD)VRBO
Blueground | West Loop, pool & gym, nr Willis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable West Loop Gate furnished one bedr ...
From $132 per night (USD)VRBO
From $432 per night (USD)Expedia
Chicago West Town Row House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Located in Chicago’s West Town neighborhood, you, your family and friends will be close to everything when you stay at t ...
From $432 per night (USD)Expedia
From $668 per night (USD)VRBO
Centrally Located Condo with Parking and Deck!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This condo is located with premier neighborhoods in all four directions. Very easy access to the expressway and subway. ...
From $668 per night (USD)VRBO
From $1913 per night (USD)VRBO
Cloud9 |@TheLoop|Indoor pool|The Pansy
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Welcome to The Lotus! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $1913 per night (USD)VRBO
From $2520 per night (USD)VRBO
Cloud9|Near Millenium Park|The Poppy
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Welcome to The Poppy! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $2520 per night (USD)VRBO
From $5294 per night (USD)VRBO
The Lyra: Luxury Group Getaway - Two Penthouses
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 15
Summary: Welcome to The Lyra! 2 penthouses located in the same building and floor. With a primer location in The Loop, r ...
From $5294 per night (USD)VRBO
From $447 per night (USD)VRBO
Stylish 2BR Urban Retreat in River West
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Welcome to our contemporary 2-bedroom, 1-bathroom condo in lively River West. Ideal for business and leisure, t ...
From $447 per night (USD)VRBO
From $582 per night (USD)VRBO
River North Central Home With Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Enjoy a stylish experience at @TheDreamRentals centrally-located home in Chicago's River West neighborhood. Rel ...
From $582 per night (USD)VRBO
From $335 per night (USD)VRBO
Fulton market \/ Noble Square FREE parking, Laundry, 2.5 miles to Mag Mile!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BEST neighborhood in Chicago. This is the 1st real neighborhood west of all the high-rises, walking distance to restaura ...
From $335 per night (USD)VRBO
From $627 per night (USD)Expedia
Beautiful Downtown 3BR with Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
A beautiful and modern three bedroom two bath apartment located in the heart of Fulton Market in downtown Chicago. You'l ...
From $627 per night (USD)Expedia
From $137 per night (USD)VRBO
Stunning Suite 2 @ Hotel Nemo Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Hotel Nemo is a boutique, corporate guest house stylishly designed for those who want to stay just around the c ...
From $137 per night (USD)VRBO
From $200 per night (USD)VRBO
Sonder The Burnham | One-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appli ...
From $200 per night (USD)VRBO
From $765 per night (USD)VRBO
Splendid Corner 3BR in the Loop | City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stylish 1,300+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fa ...
From $765 per night (USD)VRBO
From $1242 per night (USD)VRBO
Luxury Retreat with Home Theater
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Welcome to @TheDreamRentals opulent 5-bedroom sanctuary, where luxury meets entertainment in the heart of the c ...
From $1242 per night (USD)VRBO
From $126 per night (USD)VRBO
Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $126 per night (USD)VRBO
From $230 per night (USD)Expedia
Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $230 per night (USD)Expedia
From $1308 per night (USD)VRBO
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Luxurious Upscale Duplex Penthouse Property - Sleeps up to 14 people with over 5600 sq ft in this Duplex Penthouse! Rec ...
From $1308 per night (USD)VRBO
From $166 per night (USD)Expedia
Rad West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. with views over the city. It’ll be easy to s ...
From $166 per night (USD)Expedia
Click For PricingVRBO
Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Chicago Loop furnished one bedroom apart ...
Click For PricingVRBO
From $202 per night (USD)Expedia
Smart Loop 1BR w\/ Gym, Pool, near Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $202 per night (USD)Expedia
From $381 per night (USD)VRBO
Coach House with Heated Garage and Private Rooftop Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming 1884 coach house sits on Lincoln Park’s most prestigious block. A 7-minute walk to the Red Line, you're ju ...
From $381 per night (USD)VRBO
From $1042 per night (USD)VRBO
Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: 2 stylish corner apartments in a perfect location with fabulous city views in multiple directions. This bright ...
From $1042 per night (USD)VRBO
From $553 per night (USD)VRBO
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a ...
From $553 per night (USD)VRBO
From $535 per night (USD)VRBO
Luxury Corner 2 Bedroom in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a ...
From $535 per night (USD)VRBO