Chicago Rentals
- From $196 per night (USD)
VRBO
#1805 - 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 $196 per night (USD)VRBO
- From $126 per night (USD)
Expedia
Smart Loop 2BR w\/ Gym, Pool, near Financial District, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming hom ...
From $126 per night (USD)Expedia
- From $340 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 $340 per night (USD)VRBO
- From $335 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 $335 per night (USD)VRBO
- From $573 per night (USD)
VRBO
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring family or friends to this sp ...
From $573 per night (USD)VRBO
- From $166 per night (USD)
Expedia
The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd\/1ba
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $166 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Downtown Urban Oasis! Near Transit, Sites, Nightlife -- Huge Deck + Parking!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy a stay at a world travelers' Windy City home! **PLEASE READ FULL DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTI ...
From $335 per night (USD)VRBO
- From $213 per night (USD)
Expedia
The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $213 per night (USD)Expedia
- From $252 per night (USD)
VRBO
DOWNTOWN PENTHOUSE Vintage Loft #6 2bd\/1.5ba +private balcony & gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 2-bd Penthouse Loft ...
From $252 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Downtown Penthouse Vintage Loft Pvt Balcony+Gym
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Penthouse Loft in th ...
From $202 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Brilliant Downtown Chicago 3-Bedroom Condominium
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Situated in downtown Chicago, right next to the Godfrey Hotel, this spacious and bright 3-bedroom, 2-bathroom condominiu ...
From $526 per night (USD)VRBO
- From $197 per night (USD)
VRBO
#1905 - 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 $197 per night (USD)VRBO
- From $217 per night (USD)
VRBO
#1613 - 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 $217 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Magic Factory Loft 2West
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious Bright & Spotlessly Clean in the Heart of Everything Chicago - Chef Kitchen 3 bedrooms, 2 full baths Sleeps 8 g ...
From $417 per night (USD)Expedia
- Click For Pricing
VRBO
Amazing South Loop 1BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover the best of Chicago, with this one bedroom apartment in South Loop. with views over the city. It’ll be easy to ...
Click For PricingVRBO
- From $86 per night (USD)
VRBO
Modern Coach House 2BR\/1BA\/Den in Hyde Park\/ Kenwood, walk to U of C & Lakefront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Kenwood Coach House| Rear Coach House Fully Furnished! Near U of C Hospital Hospital Staff/ Clinical Rotations REQUIRE ...
From $86 per night (USD)VRBO
- From $171 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 The Loop. with high floor views over the city. It’ll be ...
From $171 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Spacious Gold Coast 2BR w\/ Roof Deck, Gym, walk to MagMile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this spacious two bedroom Blueground apartment. You’ll love coming ...
From $147 per night (USD)Expedia
- From $147 per night (USD)
VRBO
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 $147 per night (USD)VRBO
- From $123 per night (USD)
Expedia
Cozy Loop 2BR w\/ Pool, Gym, nr. Financial District & L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated two bedroom Blueground apartment. You’ll love c ...
From $123 per night (USD)Expedia
- From $110 per night (USD)
VRBO
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 $110 per night (USD)VRBO
- From $131 per night (USD)
Expedia
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 The Loop. with high floor views over the city. It’ll be ...
From $131 per night (USD)Expedia
- From $130 per night (USD)
VRBO
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 $130 per night (USD)VRBO
- From $108 per night (USD)
Expedia
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 $108 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Roofdeck, near Millennium 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 $99 per night (USD)VRBO
- From $121 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 River North furnished one bedroom apartm ...
From $121 per night (USD)Expedia
- From $120 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 The Loop. with views over the city. It’ll be easy to si ...
From $120 per night (USD)VRBO
- From $135 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 $135 per night (USD)Expedia
- From $181 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 $181 per night (USD)VRBO
- From $200 per night (USD)
Expedia
DOWNTOWN PENTHOUSE Vintage Loft #3❤️Grant Park, Museums +gym & patio
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Penthouse in the hea ...
From $200 per night (USD)Expedia
- From $267 per night (USD)
VRBO
52nd floor, VIEW, Pool, Balcony, Fitness Center, Grocery Store
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Penthouse #10 is a magnificent unique rental in Chicago. Towering 50+ floor above the city, with dramatic living areas , ...
From $267 per night (USD)VRBO
- From $184 per night (USD)
Expedia
DOWNTOWN PENTHOUSE Vintage Loft #4 +private balcony & gym
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Vintage Penthouse Lo ...
From $184 per night (USD)Expedia
- From $561 per night (USD)
VRBO
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
IF YOU BOOKED BEFORE SEPTEMBER 2024, THE PROPERTY WILL NOT HAVE THE FIRST FLOOR BEDROOM when you arrive. It will be adde ...
From $561 per night (USD)VRBO
- From $798 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 $798 per night (USD)Expedia
- From $222 per night (USD)
VRBO
#1816 - 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 $222 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Close to everything you will need for a convenient visit. There's a cozy little thai restaurant and bakery right on the ...
Click For PricingExpedia
- From $569 per night (USD)
VRBO
Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 20
Lots of room for you to stretch out and enjoy the great location in East Lakeview. Nearby to public transportation incl ...
From $569 per night (USD)VRBO
- From $226 per night (USD)
VRBO
#2016 - 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 $226 per night (USD)VRBO
- From $219 per night (USD)
VRBO
#1915 - 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 $219 per night (USD)VRBO
- From $734 per night (USD)
VRBO
Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Our unique Lincoln Park Rowhouse is located in the heart of Lincoln Park and is perfect for your next group gathering in ...
From $734 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Upscale Lakeview 2BR w\/ W\/D, patio, walk to Wrigley Field, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $176 per night (USD)VRBO
- From $775 per night (USD)
Expedia
Tropical Bach Paradise ALOHA 2.0 by @Bangtel
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
Host the best Bachelorette party at ALOHA 2.0. If you you want to be in all the action of Wicker Park, yet feel like you ...
From $775 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Best Bachelorette Pad El Motel Dos by @Bangtel
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Come feel the spirit of the Southwest in one of Chicago's best neighborhoods. Relax in a space with Native American Art ...
From $392 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Amazing 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 $136 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Streeterville furnished one bedroom apa ...
From $153 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Deluxe Streeterville 1BR w\/ Gym & Pool, close to Beach, 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 $139 per night (USD)Expedia
- From $138 per night (USD)
VRBO
Trendy 2BR Apartment in Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Whatever brings you to town, our bright and airy two-bedroom apartment unit is complete with everything you need to feel ...
From $138 per night (USD)VRBO
- From $129 per night (USD)
VRBO
Stylish and Cute 2BR Apartment Near Wrigley!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Chicago! Our 2-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. Stretch out on a plush ...
From $129 per night (USD)VRBO
- From $951 per night (USD)
VRBO
Entire house 1 city block from Wrigley Field.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
We are very excited to prepare this amazing 2 story (with basement) home for your future stays. We are located in the he ...
From $951 per night (USD)VRBO
- From $98 per night (USD)
Expedia
Dreamy Uptown 1BR w\/ Gym, Rooftop Pool, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Uptown. . It’ll be easy to simply show up and start liv ...
From $98 per night (USD)Expedia
- From $164 per night (USD)
VRBO
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd\/1ba
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! You're in one of the best locations ...
From $164 per night (USD)VRBO
- From $215 per night (USD)
Expedia
The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $215 per night (USD)Expedia
- From $953 per night (USD)
VRBO
Stunning Lincoln Park Single-Family House with Fantastic Game Room
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
Looking for a place for your group to gather together? This single-family home is perfect and private! Whip up meals in ...
From $953 per night (USD)VRBO
- From $130 per night (USD)
Expedia
Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish The Loop furnished one bedroom apartm ...
From $130 per night (USD)Expedia
- From $103 per night (USD)
VRBO
Charming Logan Square 1BR w\/ Roof Deck & Gym, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover the best of Chicago, with this one bedroom apartment in Logan Square. with views over the city. It’ll be easy t ...
From $103 per night (USD)VRBO
- From $104 per night (USD)
VRBO
Bright and Cozy 1BR Apartment in Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our 1-bedroom/1 bath apartment is perfect for getaway to Chicago. We're located in the trendy Logan Square neighborhood. ...
From $104 per night (USD)VRBO
- From $763 per night (USD)
VRBO
Perfect 4 Bedroom\/3 Bath in the HEART of 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 $763 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. . It’ll be easy to simply show up and start ...
From $140 per night (USD)Expedia
- From $193 per night (USD)
VRBO
❤️ Spacious and Airy Apartment With Parking On Site!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $193 per night (USD)VRBO
- From $130 per night (USD)
Expedia
Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cheery one bedroom Blueground apartment. You’ll love coming h ...
From $130 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Gorgeous Loop 1BR w\/ Gym, Pool, near Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this bright The Loop furnished one bedroom apartme ...
From $132 per night (USD)VRBO
- From $116 per night (USD)
Expedia
Gorgeous Loop 1BR w\/ Pool, Gym, 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 sophisticated West Loop furnished one bedroom ...
From $116 per night (USD)Expedia
- From $103 per night (USD)
VRBO
Ideal Loop 1BR w\/ Roof deck & Gym, near Michigan Avenue, 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 $103 per night (USD)VRBO
- From $123 per night (USD)
Expedia
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 The Loop furnished one bedroom apart ...
From $123 per night (USD)Expedia
- From $79 per night (USD)
VRBO
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 ...
From $79 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Woodlawn Oasis...10 Minutes to Dining & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Fun times with family and friends at this stylish beautiful home located 10 mins from Hyde Park, (Tiger Woods) Golf Cour ...
From $342 per night (USD)Expedia
- From $1072 per night (USD)
VRBO
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to the Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up ...
From $1072 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Vil ...
From $258 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Kasa | Bright & Airy 2 BD + Fast Wifi | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $306 per night (USD)VRBO
- From $181 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 $181 per night (USD)VRBO
- From $187 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 $187 per night (USD)VRBO
- From $191 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 $191 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Kasa | Modern 1 BD + Pool Access |River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $252 per night (USD)VRBO
- From $205 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 $205 per night (USD)VRBO
- From $187 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 $187 per night (USD)VRBO
- From $191 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 $191 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Kasa | Welcoming 1 BD + Gym Access | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $252 per night (USD)VRBO
- From $205 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 $205 per night (USD)VRBO
- From $187 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 $187 per night (USD)VRBO
- From $197 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 $197 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Kasa | Fresh & Bright 2 BD + Laptop Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $315 per night (USD)VRBO
- From $187 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 $187 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Kasa | Inviting 1 BD + Pet Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $252 per night (USD)VRBO
- From $515 per night (USD)
VRBO
Kasa | Comfy 2 BD + Gym Access | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $515 per night (USD)VRBO
- From $186 per night (USD)
VRBO
The Bright Retreat in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $186 per night (USD)VRBO
- From $45 per night (USD)
Expedia
Fully furnished bedroom near medical district\/UIC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Recently renovated and great location for this duplex apartment with central air/heat and in-unit washer & dryer! Room i ...
From $45 per night (USD)Expedia
- Click For Pricing
VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Amazing City view f ...
Click For PricingVRBO
- Click For Pricing
Expedia
McCormick Place Skyline view 2br\/2ba with optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
Click For PricingExpedia
- Click For Pricing
VRBO
McCormick Place Spacious corner 3br\/2b with optional parking for up to 10 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + ...
Click For PricingVRBO
- From $243 per night (USD)
Expedia
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 $243 per night (USD)Expedia
- Click For Pricing
VRBO
McCormick Place Luxurious 3br\/2ba family heaven with optional parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City skyline view • ...
Click For PricingVRBO
- From $179 per night (USD)
Expedia
Stunning Logan Square 2BR w\/ Roof Deck & Gym, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Discover the best of Chicago, with this two bedroom apartment in Logan Square. with balcony views over the city. It’ll b ...
From $179 per night (USD)Expedia
- From $1072 per night (USD)
VRBO
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Located inside one of the iconic Wrigley Rooftops, and just a few steps away from Wrigley Field, this apartment offers a ...
From $1072 per night (USD)VRBO
- From $343 per night (USD)
VRBO
NEW LUXURY PENTHOUSE CONDO
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
OVERVIEW: This is a spacious penthouse condo with an amazing city skyline view on private rooftop terrace. Comfortably s ...
From $343 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $956 per night (USD)
VRBO
THE COMPOUND Large Exquisite House Private Yard ''Best Location'' Well Appointed
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 28
Welcome to The Compound! Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring fam ...
From $956 per night (USD)VRBO
- From $378 per night (USD)
VRBO
Stunning Corner 2BR in the Loop | City & Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and panoramic city an ...
From $378 per night (USD)VRBO
- From $482 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 $482 per night (USD)VRBO
- Click For Pricing
VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Amazing City view • ...
Click For PricingVRBO
- Click For Pricing
Expedia
McCormick Place 2b\/2b family unit with optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City Skyline view • ...
Click For PricingExpedia