Chicago Rentals
- From $371 per night (USD)
VRBO
Kasa | Fast WiFi, Full Kitchen and Lovely City Views | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $371 per night (USD)VRBO
- From $165 per night (USD)
VRBO
3bd 1bth | 1 mi to Univ of Chicago | 16 Min - Dtwn
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Designed with you in mind, this peaceful & cozy urban flat is perfect for families & friends alike coming to the Chicago ...
From $165 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Best Location! Luxury 51st FL Amazing Views of Lake & City, Hotel-like Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
51st Floor! Best Value in Chicago! Luxe condo in a FANTASTIC location! Perfect for vacation, short-term housing or cor ...
From $191 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Fantastic River North 1BR w\/ Gym, Rooftop, 1 block to L, 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 $198 per night (USD)VRBO
- From $581 per night (USD)
VRBO
Sonder Greektown | Three-Bedroom Apartment
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Tradition meets modern amenities at Greektown. In the heart of this historic neighborhood, your stylish space includes a ...
From $581 per night (USD)VRBO
- Click For Pricing
VRBO
Kasa | Get Some Air on Your Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
Click For PricingVRBO
- From $180 per night (USD)
VRBO
MODERN-SLEEK-BRIGHT Avondale Apartment...Ideal Northside Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This well appointed 2 bedroom and 1.5 bathroom apartment is the ideal place to stay in Chicago’s Northside. It’s perfec ...
From $180 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Crisp Gold Coast 1BR w\/ Gym, Terrace, near Lake & the L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast. with balcony views over the city. It’ll be ...
From $151 per night (USD)VRBO
- From $388 per night (USD)
VRBO
McCormick Place Spacious & luxurious 2b\/2b with optional parking\/sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
During your stay in Downtown Chicago and enjoying the comfort of our sophisticated apartment we will be doing our best t ...
From $388 per night (USD)VRBO
- From $598 per night (USD)
VRBO
McCormick Place Designer 3b\/2b family heaven with optional parking\/Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
During your stay in Downtown Chicago and enjoying the comfort of our sophisticated apartment we will be doing our best t ...
From $598 per night (USD)VRBO
- From $322 per night (USD)
VRBO
The Upscale Getaway Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Overview This large, fully equipped 2 bed 2 bath condo is perfect for your next visit to Chicago! It has everything you ...
From $322 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful bright & sunny Wicker Park 3 bedroom, 2 bath 1,500 square foot apartment located on the top floor of a private ...
From $390 per night (USD)VRBO
- From $138 per night (USD)
VRBO
Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, 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 $138 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Luxe South Loop 2BR w\/ Spa, Pool & Gym next to Grant Park, 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 $245 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Modern Logan Square 1BR w\/ Roof Deck & Gym, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Logan Square furnished one bedroom apar ...
From $197 per night (USD)VRBO
- From $87 per night (USD)
VRBO
Dreamy Lakeview 2BR w\/ Patio, W\/D, walk to Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Lakeview apartment. It’ll be easy to simply show up and start living ...
From $87 per night (USD)VRBO
- From $599 per night (USD)
VRBO
Huge 5 BR Home \/\/ Private Yard \/\/ Walk Everywhere \/\/ Parking for 2 Cars
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 22
Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring family or friends to this th ...
From $599 per night (USD)VRBO
- From $363 per night (USD)
VRBO
NEW LUXURY PENTHOUSE CONDO
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 9
OVERVIEW: This is a spacious penthouse condo with an amazing city skyline view on private rooftop terrace. Comfortably s ...
From $363 per night (USD)VRBO
- From $413 per night (USD)
VRBO
McCormick Place Stylish corner unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $413 per night (USD)VRBO
- From $999 per night (USD)
VRBO
THE COMPOUND Large Exquisite House Private Yard ''Best Location'' Well Appointed
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 28
Welcome to The Compound! Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring fam ...
From $999 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Stunning Corner 2BR in the Loop | City & Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and panoramic city an ...
From $450 per night (USD)VRBO
- From $646 per night (USD)
VRBO
Spectacular Corner 3BR in the Loop | City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stylish 1,400+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fa ...
From $646 per night (USD)VRBO
- From $372 per night (USD)
VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Amazing City view • ...
From $372 per night (USD)VRBO
- From $388 per night (USD)
VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City Skyline view • ...
From $388 per night (USD)VRBO
- From $386 per night (USD)
VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City Skyline view • ...
From $386 per night (USD)VRBO
- From $1242 per night (USD)
VRBO
858 - Floor 2: Comes with Private Patio and 2 Apartments!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
This listing contains the following: - You will have your own private floor and access to 2 individual Suites across th ...
From $1242 per night (USD)VRBO
- From $344 per night (USD)
VRBO
858 3N - BEAUTIFULLY remodeled flat DOWNTOWN - West Elm Furniture!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
BRAND NEW REMODEL BUILT SPECIFICALLY FOR VRBO! The entire property is designed by a famous Chicago Designer using stric ...
From $344 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Lovely Loop 1BR w\/ Gym, Roof Deck, near Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom The Loop apartment with views over the city. It’ll be easy to simpl ...
From $86 per night (USD)VRBO
- From $1194 per night (USD)
VRBO
858 - Floor 3: Includes a Private Rooftop Patio!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
The unit contains the following: - You will have your own private floor and access to 2 individual Suites across the ha ...
From $1194 per night (USD)VRBO
- From $576 per night (USD)
VRBO
858 2S - Downtown Penthouse with Private Rooftop!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
The entire property is designed by a famous Chicago Designer using strictly West Elm brand furniture. You do not want to ...
From $576 per night (USD)VRBO
- From $3338 per night (USD)
VRBO
The Orleans - Entire Building - With Rooftop Deck!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Summary: This property can be rented out and you would have access to the entire building which consists of 4 individual ...
From $3338 per night (USD)VRBO
- From $410 per night (USD)
VRBO
McCormick Place Skyline view 2b\/2b unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $410 per night (USD)VRBO
- From $318 per night (USD)
VRBO
Diversey #2 Lincoln Park-Short walk to Wrigley, Lincoln Park and The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
This place was FULLY remodeled for one purpose - to host guests like yourself! It is designed with you in mind! We don't ...
From $318 per night (USD)VRBO
- From $101 per night (USD)
VRBO
Stylish 2BR Condo - Steps from Eats, Bars & Shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern 2 Bedroom + 2 Bath Condo in the heart of Chicago's East Village! Tucked between Division St and Chicago Ave, this ...
From $101 per night (USD)VRBO
- From $193 per night (USD)
VRBO
BEST LOCATION!! LUX 2b\/2b Condo, 51st Floor AMAZING Views, Great Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Luxury condo in a FANTASTIC location! Newly remodeled upscale condo located on the brink of River North/Gold Coast/Stree ...
From $193 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Wrigleyville Home away from Home! 5 mins from downtown! steps from Lake!! Cozy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully furnished Three Bedroom, Two Bath. Walking distance from the lakefront, and a short bus ride to Michigan Av ...
From $200 per night (USD)VRBO
- From $116 per night (USD)
VRBO
Airy West Loop 1BR w\/ Pool, Pet Spa, near Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $116 per night (USD)VRBO
- From $820 per night (USD)
VRBO
GROUP LUX in Gold Coast FULL FLOOR 4bd\/4ba+Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome! You've found a hidden gem in the Gold Coast / Streeterville neighborhood: Guests love our home because: - You ...
From $820 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Roscoe Village Inn offers charming vacation rental homes in Chicago's trendy Roscoe Village neighborhood 5 miles north o ...
From $186 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Loop 2BR w\/ Gym, Doorman, walk to L & Parks, by Blueground (CHI 319)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this lovely two bedroom Blueground apartment. You’ll love coming h ...
From $130 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Cozy Loop 1BR w\/ Pool, Gym, nr. Merchandise Mart & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $149 per night (USD)VRBO
- From $122 per night (USD)
VRBO
Spacious Loop 2BR w\/ Gym, Doorman, walk to L & Parks, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this charming The Loop furnished two bedroom apart ...
From $122 per night (USD)VRBO
- From $121 per night (USD)
VRBO
Generous Loop 2BR w\/ Gym, Doorman, walk to L & Parks, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in The Loop. with views over the city. It’ll be easy to si ...
From $121 per night (USD)VRBO
- From $148 per night (USD)
VRBO
Sleek Gold Coast 2BR w\/ Gym, Roof Deck, near Water Tower, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Gold Coast furnished two bedroom apar ...
From $148 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Retro Apartment in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to a colorful paradise in one of Andersonville's best-kept vintage buildings. Located on the ground floor, full o ...
From $168 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Modern Wrigley Oasis with Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Immerse yourself in the charm of Wrigley with this beautifully designed modern oasis, perfectly situated in the heart of ...
From $267 per night (USD)VRBO
- From $663 per night (USD)
VRBO
1220 PH - Luxury Penthouse: Private Patio, new furniture!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Our Private Penthouse is perfect for your Chicago trip! The Penthouse comes with a private exterior patio and reserved p ...
From $663 per night (USD)VRBO
- From $574 per night (USD)
VRBO
2 Suites, 2 Floors in Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: You will get 2 separate Suites that are directly above one another. Each Suite has 2 bedrooms and 1 bathroom. T ...
From $574 per night (USD)VRBO
- From $1295 per night (USD)
VRBO
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME!!! ABSOLUTELY NO PARTIES OR LARGE GATHERINGS! We reserve the right t ask ...
From $1295 per night (USD)VRBO
- From $114 per night (USD)
VRBO
Premium Lakeview 2BR w\/ Patio, W\/D, walk to Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with balcony views over the city. It’ll be ea ...
From $114 per night (USD)VRBO
- From $381 per night (USD)
VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $381 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Hip River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely River North furnished one bedroom apar ...
From $190 per night (USD)VRBO
- From $124 per night (USD)
VRBO
Sleek West Loop 1BR w\/ Gym, Pool, near Fulton Market, 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 $124 per night (USD)VRBO
- From $166 per night (USD)
VRBO
Airy Loop 2BR w\/ Pool, Gym, nr. Financial District & the L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in The Loop. with balcony views over the city. It’ll be ea ...
From $166 per night (USD)VRBO
- From $178 per night (USD)
VRBO
Gorgeous Gold Coast 1BR nr. Mariano Park & Oak St. Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this spacious Gold Coast furnished one bedroom apa ...
From $178 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Hip River North 1BR w\/ Pool + Roof Deck near Mag Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished one bedro ...
From $161 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Gorgeous River North 1BR w\/ Gym, W\/D, near Oak Street beach 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 $109 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Premium Logan Square 1BR w\/ Roof Deck & Gym, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable Logan Square furnished one bedroo ...
From $181 per night (USD)VRBO
- From $166 per night (USD)
VRBO
Modern Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
From $166 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Classic Lakeview 3BR, 3 blocks to Wrigleyville dining & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Feel at home wherever you choose to live with Blueground. You’ll love this charming Lakeview furnished three bedroom apa ...
From $106 per night (USD)VRBO
- From $275 per night (USD)
VRBO
A home away from home! <br>(No events allowed)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
vacation rental cleaning protocol Major surfaces are sanitized and disinfected. Major surfaces include countertops, ...
From $275 per night (USD)VRBO
- From $1362 per night (USD)
VRBO
2 New Construction Luxury Condos A - Private Patio with TV! 811 - Side A
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 25
You will get 2 brand new construction units (finished September 2019) in downtown Chicago which are directly next to eac ...
From $1362 per night (USD)VRBO
- From $645 per night (USD)
VRBO
811 #2 - Stunning Condo - Downtown River North
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 13
Absolutely stunning penthouse in a BRAND NEW BUILDING downtown with spectacular city view from your very own private pat ...
From $645 per night (USD)VRBO
- From $706 per night (USD)
VRBO
Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our luxurious 2-bedroom, 2-bathroom townhouse located in the heart of south loop Chicago! This home is perfec ...
From $706 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Cozy Loop 1BR, w\/ W\/D, Gym, nr Chicago Riverwalk by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful The Loop furnished one bedroom apar ...
From $109 per night (USD)VRBO
- Click For Pricing
VRBO
Urban Wicker Park 1BR w\/ W\/D, nr Damen & Milwaukee, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Wicker Park apartment with views over the city. It’ll be easy to si ...
Click For PricingVRBO
- From $123 per night (USD)
VRBO
Homey Gold Coast 1BR w\/ Gym, Pool, W\/D near Mag Mile by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable Gold Coast furnished one bedroom ...
From $123 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Hip West Loop 2BR w\/ Gym, Pool, near Fulton Market, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in West Loop. with balcony views over the city. It’ll be e ...
From $179 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Mod West Loop 2BR w\/ Gym, Pool, W\/D, nr. Fulton Market, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in West Loop. with balcony views over the city. It’ll be e ...
From $179 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Chic Gold Coast Convertible w\/ Lounge near Oak Street by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast. with balcony views over the city. It’ll be ...
From $135 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Mod River North 2BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in River North. with high floor views over the city. It’ll ...
From $280 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Sleek Loop 2BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in The Loop. with balcony views over the city. It’ll be ea ...
From $153 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Hip River North 1BR w\/ Pool + Roof Deck near Mag Mile, 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 $161 per night (USD)VRBO
- From $90 per night (USD)
VRBO
Roomy Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated The Loop furnished one bedroom ...
From $90 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Waterfront Streeterville 1BR w\/ Pool, Deck, Gym, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $117 per night (USD)VRBO
- From $122 per night (USD)
VRBO
Smart Loop 1BR w\/ Pool, Gym, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $122 per night (USD)VRBO
- From $119 per night (USD)
VRBO
Open River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with high floor views over the city. It’ll ...
From $119 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Roomy Loop 1BR w\/ Pool, Gym, near Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful The Loop furnished one bedroom apar ...
From $117 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Cozy Loop 1BR w\/ Pool, Gym, nr. L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $109 per night (USD)VRBO
- Click For Pricing
VRBO
Sleek Dupont Circle 1BR w\/ W\/D + Gym near Georgetown by Blueground
- 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 ...
Click For PricingVRBO
- Click For Pricing
VRBO
Amazing Gold Coast 2BR w\/ Gym, Roof Deck, near Water Tower, 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 ...
Click For PricingVRBO
- From $137 per night (USD)
VRBO
Roomy River North 2BR w\/ Gym, Deck & Pool, walk to Mag Mile, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this pretty River North furnished two bedroom apar ...
From $137 per night (USD)VRBO
- From $104 per night (USD)
VRBO
Hip River North 1BR w\/ Pool + Roof Deck near Mag Mile by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $104 per night (USD)VRBO
- From $119 per night (USD)
VRBO
Lux River North 1BR w\/ Gym, W\/D, near Magnificent Mile, 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 $119 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Exclusive Streeterville 1BR w\/ Lake Views, Pool, Deck, Gym, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville. with views over the city. It’ll be easy ...
From $243 per night (USD)VRBO
- From $1045 per night (USD)
VRBO
Stylish 6 Bedroom Home in Trendy Logan Square!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Our stylish and newly-built home in Logan Square has all of the space a family or group of friends traveling together ne ...
From $1045 per night (USD)VRBO
- From $3849 per night (USD)
VRBO
New Construction Building in River North!
- Bedrooms:
- 10
- Bathrooms:
- 11
- Sleeps:
- 16
Summary: This listing is perfect for your Chicago visit. You will get 4 brand new construction units (finished September ...
From $3849 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Upgraded,Spacious 3 Bedroom Apartment.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Bright and beautiful top floor 1200 sq. ft, 3 bedrooms apartment located in Jefferson Park,9 minutes from O hare Interna ...
From $195 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Hotel Quality Meets Local Living 3rd Floor (4 Premium Bedrooms)
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
"Best in the City" - Chicago Magazine. Ruby Room Inn & Spa is one of Chicago's most unique overnight destinations. Just ...
From $359 per night (USD)VRBO
- Click For Pricing
VRBO
Airy South Loop 2BR w\/ Pool + Gym, walk to CTA Train, by Blueground (ID #CHI346)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom South Loop apartment with views over the city. It’ll be easy to sim ...
Click For PricingVRBO
- From $225 per night (USD)
VRBO
NEW LUXURY CONDO WITH PATIO DECK
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
OVERVIEW: This is a high end first floor condo that comfortably sleeps 5 persons. Luxury bathrooms. Fully equipped chef’ ...
From $225 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Lux River North 1BR w\/ Gym, W\/D, BBQ, Pool, near Mag Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this spacious River North furnished one bedroom ap ...
From $206 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Dreamy Streeterville 1BR w\/ Lake Views, Pool, Deck, Gym, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $117 per night (USD)VRBO
- From $182 per night (USD)
VRBO
Lovely Gold Coast Convertible w\/ Terrace near the L by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Gold Coast furnished one bedroom apar ...
From $182 per night (USD)VRBO
- From $222 per night (USD)
VRBO
Mod Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this roomy one bedroom Blueground apartment. You’ll love coming ho ...
From $222 per night (USD)VRBO
- From $104 per night (USD)
VRBO
Mod Gold Coast 1BR w\/ Gym, nr. Magnificent Mile & the L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $104 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Smart South Loop 1BR w\/ Pool & gym, near CTA Train, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this comfortable one bedroom Blueground apartment. You’ll love com ...
From $196 per night (USD)VRBO
- Click For Pricing
VRBO
Stunning MODERN Home Downtown\/RiverWest Close to Fulton Market & United Center
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to your amazing, 3-story art filled modern single family home in Chicago's vibrant RiverWest neighborhood. 3500 ...
Click For PricingVRBO
- From $600 per night (USD)
VRBO
Gorgeous Home Near Wrigley Field
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Modern design of a historic Chicago row house in one of the "cities best" neighborhoods. This home was totally redesigne ...
From $600 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Smart West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated West Loop furnished one bedroom ...
From $117 per night (USD)VRBO