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Chicago Rentals

From $174 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 Chicago Loop with high floor views over the city. It’ll ...
From $174 per night (USD)
VRBO
From $139 per night (USD)
Expedia
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 Rush & Division furnished two bedroom ...
From $139 per night (USD)
Expedia
From $114 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 $114 per night (USD)
VRBO
From $118 per night (USD)
Expedia
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 $118 per night (USD)
Expedia
From $115 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 Near North furnished one bedroom apa ...
From $115 per night (USD)
VRBO
From $296 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 $296 per night (USD)
VRBO
From $116 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 $116 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Ideal Gold Coast 2BR, w/ Gym, Lounge, W/D, nr Oak Street by Blueground
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 $224 per night (USD)
Expedia
From $181 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 Rush & Division furnished one bedroom ...
From $181 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $159 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 Chicago Loop with high floor views over the city. It’ll ...
From $159 per night (USD)
VRBO
From $123 per night (USD)
Expedia
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 $123 per night (USD)
Expedia
From $885 per night (USD)
VRBO
Stunning MODERN Home Downtown/RiverWest Close to Fulton Market & United Center
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Welcome to an amazing, 3-story art filled modern single family home in Chicago's vibrant RiverWest neighborhood. 3500 s ...
From $885 per night (USD)
VRBO
From $668 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 $668 per night (USD)
VRBO
From $377 per night (USD)
VRBO
#1415 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $377 per night (USD)
VRBO
From $391 per night (USD)
VRBO
#1605 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $391 per night (USD)
VRBO
From $467 per night (USD)
VRBO
#1601 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $467 per night (USD)
VRBO
From $437 per night (USD)
VRBO
#1602 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $437 per night (USD)
VRBO
From $377 per night (USD)
VRBO
#1103 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $377 per night (USD)
VRBO
From $222 per night (USD)
Expedia
The Bright Retreat in Andersonville
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in the heart of Andersonville when you book this bright, newly renovated condo. The home is one block from Clark St ...
From $222 per night (USD)
Expedia
From $242 per night (USD)
VRBO
The Avondale Guesthouse
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This is a private three bedroom house you will be reserving in the Avondale neighborhood. Plenty of available free stree ...
From $242 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Stunning Logan Square 2BR w/ Roof Deck & Gym, 1 block to L, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Logan Square with balcony views over the city. It’ll be ...
From $271 per night (USD)
Expedia
From $483 per night (USD)
VRBO
NEW LUXURY PENTHOUSE CONDO
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
OVERVIEW: This is a spacious penthouse condo with an amazing city skyline view on private rooftop terrace. Comfortably s ...
From $483 per night (USD)
VRBO
From $1371 per night (USD)
VRBO
THE COMPOUND Large Exquisite House Private Yard ''Best Location'' Well Appointed
Bedrooms:
6
Bathrooms:
6
Sleeps:
28
Walk to everything Chicago has to offer- Downtown and Mag Mile; North ave beach, zoo and Lincoln park, restaurants, bars ...
From $1371 per night (USD)
VRBO
From $475 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 $475 per night (USD)
VRBO
From $685 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 $685 per night (USD)
VRBO
From $2714 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 $2714 per night (USD)
VRBO
From $215 per night (USD)
Expedia
LOCATION!! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Luxury condo in a FANTASTIC location! Remodeled upscale condo located on the brink of River North/Gold Coast/Streetervil ...
From $215 per night (USD)
Expedia
From $227 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 $227 per night (USD)
VRBO
From $106 per night (USD)
Expedia
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 $106 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Kasa | Modern Studio + Rooftop Sundeck | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $288 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Kasa | Stylish Studio + Gym Access | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $322 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Kasa | Relaxing Studio + Laptop Friendly | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $317 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Kasa | Modern 1 BD + Pool Access |River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $379 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Kasa | Modern Studio + Near the Magnificent Mile | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $325 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Kasa | Bright & Airy Studio + Pool Access | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $294 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Kasa | Fresh & Bright Studio + Pet Friendly | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $355 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Kasa | Welcoming 1 BD + Gym Access | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $288 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Kasa | Inviting Studio + Rooftop Sundeck | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $357 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Kasa | Inviting Studio + Pet Friendly | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $338 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Kasa | Welcoming Studio + Near Upscale Eateries | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $351 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Kasa | Fresh & Bright 2 BD + Laptop Friendly | River North Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $393 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Kasa | Comfy Studio + Fast Wifi | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $312 per night (USD)
VRBO
From $403 per night (USD)
VRBO
Kasa | Inviting 1 BD + Pet Friendly | River North Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $403 per night (USD)
VRBO
From $163 per night (USD)
VRBO
Spacious Loop 1BR w/ Pool, Gym, nr. the L & Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Chicago Loop furnished one bedroom a ...
From $163 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Crisp Gold Coast 1BR nr. Mariano Park & Oak St. Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast with views over the city. It’ll be easy to s ...
From $251 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Kasa | Comfy 2 BD + Gym Access | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $486 per night (USD)
VRBO
From $285 per night (USD)
Expedia
The Upscale Getaway Near Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cozy apartment features custom furniture in every room and a fireplace to warm up next to on a chilly night. Make u ...
From $285 per night (USD)
Expedia
From $521 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 $521 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $477 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 $477 per night (USD)
VRBO
From $119 per night (USD)
Expedia
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 $119 per night (USD)
Expedia
From $688 per night (USD)
VRBO
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Bedrooms:
3
Bathrooms:
5
Sleeps:
22
Unique opportunity to rent an original Victorian home in historic Old Town. Only listing of its kind! Walk to almost eve ...
From $688 per night (USD)
VRBO
From $252 per night (USD)
Expedia
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 $252 per night (USD)
Expedia
Click For Pricing
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 Chicago Loop furnished two bedroom a ...
Click For Pricing
VRBO
From $290 per night (USD)
Expedia
Modern Wrigley Oasis with Parking!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Beautifully designed in the heart of Wrigley. Steps away from Wrigley Field, bars, restaurants and shops! This modern oa ...
From $290 per night (USD)
Expedia
From $965 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 $965 per night (USD)
VRBO
From $1501 per night (USD)
VRBO
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME!!! ABSOLUTELY NO PARTIES OR LARGE GATHERINGS! We reserve the right t ask ...
From $1501 per night (USD)
VRBO
From $125 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 Lake View East with balcony views over the city. It’ll ...
From $125 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Fun / Bright / Cubs Apt | Near Wrigley!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Summary: A short 10 minute walk from Wrigley Field (0.8 miles) , and everything the popular Wrigleyville has to offer. ...
From $207 per night (USD)
VRBO
From $156 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 Rush & Division furnished one bedroom ...
From $156 per night (USD)
VRBO
From $105 per night (USD)
Expedia
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 $105 per night (USD)
Expedia
Click For Pricing
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 Chicago Loop with balcony views over the city. It’ll be ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $128 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 Near North furnished one bedroo ...
From $128 per night (USD)
VRBO
From $104 per night (USD)
Expedia
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 $104 per night (USD)
Expedia
From $138 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 Chicago Loop with high floor views over the city. It’ll ...
From $138 per night (USD)
VRBO
From $188 per night (USD)
Expedia
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 $188 per night (USD)
Expedia
From $1052 per night (USD)
VRBO
Stylish 6 Bedroom Home in Trendy Logan Square!
Bedrooms:
3
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 $1052 per night (USD)
VRBO
From $3577 per night (USD)
Expedia
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 $3577 per night (USD)
Expedia
From $360 per night (USD)
VRBO
A home away from home! <No events allowed>
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
vacation rental cleaning protocol Major surfaces are sanitized and disinfected. Major surfaces include countertops, ...
From $360 per night (USD)
VRBO
From $579 per night (USD)
VRBO
Magic Factory Loft 2West
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Spacious Bright & Spotlessly Clean in the Heart of Everything Chicago - Chef Kitchen 3 bedrooms, 2 full baths Sleeps 8 g ...
From $579 per night (USD)
VRBO
From $205 per night (USD)
VRBO
Mod Loop 1BR, w/ Gym, Pool nr the Millenium Park by Blueground
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’ll ...
From $205 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Crisp Loop 1BR w/ Pool, Gym, nr. Theatre District & the L, 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 $198 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Loop 2BR w/ Pool, Gym, nr. Financial District & 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 ...
Click For Pricing
VRBO
From $156 per night (USD)
Expedia
Ideal River North 1BR w/pool, gym, nr. L & Magnificent Mile
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 $156 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Crisp Loop 1BR w/ Pool, Gym, near Theatre District, by Blueground
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’ll ...
From $197 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Hip 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 stylish one bedroom Blueground apartment. You’ll love coming ...
From $189 per night (USD)
Expedia
From $112 per night (USD)
VRBO
Cozy West Loop 1BR w/ Pool, Gym, nr. Restaurant Row, 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 $112 per night (USD)
VRBO
From $206 per night (USD)
Expedia
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 cozy Rush & Division furnished one bedroom ap ...
From $206 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Bright Loop 1BR w/ Gym, Roofdeck, nr. Financial District, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $146 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Smart Loop 1BR w/ Gym, Roofdeck, nr. Financial District, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this bright one bedroom Blueground apartment. You’ll love coming h ...
From $242 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Modern River North 1BR w/ Gym + W/D near Mag Mile 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 $219 per night (USD)
VRBO
From $347 per night (USD)
Expedia
52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: The Penthouses at Grand Plaza PH#10 Experience elevated city living from this stunning penthouse, soaring 52 st ...
From $347 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Walk to almost everything Chicago has to offer- Downtown, Mag Mile, North Ave beach, zoo, and Lincoln park, restaurants, ...
From $576 per night (USD)
VRBO
From $935 per night (USD)
Expedia
Magic Factory Loft 3East 4 Bd/4 Ba Families Groups
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Our bright spacious 4 bedroom sleeps up to 14 - 16 guests in super comfy Sealy Posturepedic beds. Bedroom 1 - Queen, 3 ...
From $935 per night (USD)
Expedia
From $392 per night (USD)
VRBO
#1816 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $392 per night (USD)
VRBO
From $389 per night (USD)
VRBO
#1805 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
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)
VRBO
From $433 per night (USD)
VRBO
EAST LAKEVIEW DESIGNER CONDO 2 BED/2 BATH, SLEEPS 6!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In the heart of Lakeview, still close to downtown, museums and McCormick Place. A quick stroll to Lake Michigan and the ...
From $433 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Urban Luxury Home In Downtown Chicago!
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Enjoy a stay at a world travelers' custom designed home! **PLEASE READ DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTI ...
From $383 per night (USD)
VRBO
From $751 per night (USD)
VRBO
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Bedrooms:
4
Bathrooms:
4
Sleeps:
18
Most incredibly located, sun-filled home with designer kitchen, marble baths, and open-concept living areas—perfect for ...
From $751 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Downtown Guild #4 | Mag Mile, Gold Coast, The Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐰𝐡𝐞𝐧 𝐲𝐨𝐮 ...
From $287 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Downtown Urban Oasis! Near Transit, Sites, Nightlife -- Huge Deck + Parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy a stay at a world travelers' Windy City home! **PLEASE READ FULL DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTI ...
From $380 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Guild #2 | Gold Coast Mag Mile Best Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐚𝐭 𝐨𝐮𝐫 𝐪𝐮 ...
From $421 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Brilliant Downtown Chicago 3-Bedroom Condominium
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Situated in downtown Chicago, right next to the Godfrey Hotel, this spacious and bright 3-bedroom, 2-bathroom condominiu ...
From $585 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Close to everything you will need for a convenient visit. There's a cozy little thai restaurant and bakery right on the ...
From $157 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
Bedrooms:
2
Bathrooms:
4
Sleeps:
20
Lots of room for you to stretch out and enjoy the great location in East Lakeview. Nearby to public transportation incl ...
From $535 per night (USD)
VRBO
From $394 per night (USD)
VRBO
#2016 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $394 per night (USD)
VRBO
From $399 per night (USD)
VRBO
#1915 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $399 per night (USD)
VRBO
From $387 per night (USD)
VRBO
#1905 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $387 per night (USD)
VRBO

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