Near North Side (Chicago) Rentals
From $363 per night (USD)VRBO
Sonder The Opal | One-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $363 per night (USD)VRBO
From $657 per night (USD)VRBO
Sonder The Opal | Superior Two-Bedroom Apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $657 per night (USD)VRBO
From $350 per night (USD)VRBO
Sonder The Opal | Queen Studio Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $350 per night (USD)VRBO
From $891 per night (USD)VRBO
Sonder The Opal | Three-Bedroom Apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $891 per night (USD)VRBO
From $170 per night (USD)VRBO
Luxury condo close to Magnificent Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Elegance awaits! Rare 2 bed / 2 completely renovated and professionally redesigned as luxury in town residence. Lightly ...
From $170 per night (USD)VRBO
Click For PricingExpedia
Classic Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division. with views over the city. It’ll be eas ...
Click For PricingExpedia
From $214 per night (USD)VRBO
Ideal Streeterville 1BR w\/ Pool & Deck, near Beach & Park, 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 $214 per night (USD)VRBO
From $162 per night (USD)Expedia
Amazing Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division. with views over the city. It’ll be eas ...
From $162 per night (USD)Expedia
From $285 per night (USD)VRBO
#1409 - 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 $285 per night (USD)VRBO
From $762 per night (USD)Expedia
3 Classy Units Just Minutes from Shores of Lake Michigan–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 $762 per night (USD)Expedia
From $208 per night (USD)VRBO
Comfort and Convenience! On-Site Dining, Bar, Rooftop Deck
- 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 $208 per night (USD)VRBO
From $457 per night (USD)VRBO
Your Relaxing Getaway! 2 Convenient Units, Near Navy Pier, Wrigley Field
- 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 $457 per night (USD)VRBO
Rare Find! 2 Spacious Units, Near Millenium Park, Shedd Aquarium, 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 $457 per night (USD)VRBO
From $457 per night (USD)VRBO
Travel Destination! 2 Great Units, Walk to Riverwalk, Magnificent Mile
- 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 $913 per night (USD)VRBO
Ultimate Chicago Getaway! 4 Great Units, Minutes to Chicago Riverwalk, Navy Pier
- 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 $208 per night (USD)VRBO
Look No Further! Indoor Pool, Minutes to Magnificent Mile, Riverwalk
- 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 $208 per night (USD)VRBO
From $687 per night (USD)VRBO
Look No Further! 3 Spacious Units, Indoor Pool, Minutes to Magnificent Mile
- 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 $1017 per night (USD)Expedia
Group Vacation! 4 Comfortable Units, Indoor Pool, Rooftop Deck
- 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 $1017 per night (USD)Expedia
From $252 per night (USD)VRBO
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
- 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 $252 per night (USD)VRBO
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 $1017 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 $1017 per night (USD)VRBO
From $255 per night (USD)Expedia
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 $255 per night (USD)Expedia
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 $1788 per night (USD)VRBO
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 $1788 per night (USD)VRBO
From $264 per night (USD)Expedia
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)Expedia
From $382 per night (USD)VRBO
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 $382 per night (USD)VRBO
From $379 per night (USD)Expedia
#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 $379 per night (USD)Expedia
From $393 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 $393 per night (USD)VRBO
From $389 per night (USD)Expedia
#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 $389 per night (USD)Expedia
From $414 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 $414 per night (USD)VRBO
From $1157 per night (USD)Expedia
Lovely 4 Bedroom Spot located in Charming Old Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Huge, 2500 sqft Condo in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full Flo ...
From $1157 per night (USD)Expedia
From $148 per night (USD)VRBO
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 $148 per night (USD)VRBO
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 $508 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 $508 per night (USD)VRBO
From $252 per night (USD)Expedia
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 $252 per night (USD)Expedia
From $252 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 $252 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 $762 per night (USD)Expedia
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 $762 per night (USD)Expedia
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 $255 per night (USD)Expedia
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 $255 per night (USD)Expedia
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 $348 per night (USD)Expedia
#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 $348 per night (USD)Expedia
From $308 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 $308 per night (USD)VRBO
From $671 per night (USD)Expedia
#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 $671 per night (USD)Expedia
From $295 per night (USD)VRBO
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 $295 per night (USD)VRBO
From $166 per night (USD)Expedia
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 $166 per night (USD)Expedia
From $510 per night (USD)VRBO
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 $510 per night (USD)VRBO
From $162 per night (USD)Expedia
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 $162 per night (USD)Expedia
From $360 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 $360 per night (USD)VRBO
From $318 per night (USD)Expedia
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 $318 per night (USD)Expedia
From $257 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 $257 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 $315 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 $315 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 $255 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 $255 per night (USD)Expedia
From $301 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 $301 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 $470 per night (USD)Expedia
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 $470 per night (USD)Expedia
From $386 per night (USD)VRBO
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 $386 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 $454 per night (USD)VRBO
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 $454 per night (USD)VRBO
From $151 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 $151 per night (USD)Expedia
From $2828 per night (USD)VRBO
West Loop Group Retreat: 2 Penthouses, Balconies
- 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 $2828 per night (USD)VRBO
From $2448 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 $2448 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 $798 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 $798 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 $801 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 $801 per night (USD)Expedia
From $250 per night (USD)VRBO
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)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 $921 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 $921 per night (USD)VRBO
From $354 per night (USD)Expedia
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 $354 per night (USD)Expedia
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 $882 per night (USD)Expedia
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 $882 per night (USD)Expedia
From $214 per night (USD)VRBO
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 $214 per night (USD)VRBO
From $315 per night (USD)Expedia
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 $315 per night (USD)Expedia
From $144 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 $144 per night (USD)VRBO
From $693 per night (USD)Expedia
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 $693 per night (USD)Expedia
From $114 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 $114 per night (USD)VRBO
From $479 per night (USD)Expedia
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 $479 per night (USD)Expedia
From $1574 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 $1574 per night (USD)VRBO
From $635 per night (USD)Expedia
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 $635 per night (USD)Expedia
From $898 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 $898 per night (USD)VRBO
From $220 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 $220 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 $130 per night (USD)Expedia
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 $130 per night (USD)Expedia
From $352 per night (USD)VRBO
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 $352 per night (USD)VRBO
From $169 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 $169 per night (USD)Expedia
From $199 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 $199 per night (USD)VRBO
From $434 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 $434 per night (USD)Expedia
From $1774 per night (USD)VRBO
Great Relaxing Overnight Stay! 4 Units with City View, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1774 per night (USD)VRBO
From $1905 per night (USD)Expedia
Making The Best Memories Along The Way! 4 Units with City View, Pets Are Welcome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1905 per night (USD)Expedia
From $965 per night (USD)VRBO
Better Choice for your Vacation! 2 Relaxing Units with City View, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $965 per night (USD)VRBO
From $1438 per night (USD)Expedia
Everything You Need For The Perfect Vacation! 3 Relaxing Units, Pets Are Welcome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1438 per night (USD)Expedia