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Chicago Rentals

From $405 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 $405 per night (USD)
VRBO
$Smart Loop 2BR w\/ Gym, Pool, near Financial District, by Blueground$
Click For Pricing
Expedia
Smart Loop 2BR w\/ Gym, Pool, near Financial District, 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 ...
Click For Pricing
Expedia
$EAST LAKEVIEW DESIGNER CONDO 2 BED\/2 BATH, SLEEPS 6!$
From $438 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 $438 per night (USD)
VRBO
From $365 per night (USD)
Expedia
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 $365 per night (USD)
Expedia
From $1083 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 $1083 per night (USD)
VRBO
$The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd\/1ba$
From $499 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 $499 per night (USD)
Expedia
From $360 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 $360 per night (USD)
VRBO
$The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd\/2ba$
From $601 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 $601 per night (USD)
Expedia
$DOWNTOWN PENTHOUSE Vintage Loft #6 2bd\/1.5ba +private balcony & gym$
From $572 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 $572 per night (USD)
VRBO
From $479 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 $479 per night (USD)
Expedia
From $987 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 $987 per night (USD)
VRBO
From $439 per night (USD)
Expedia
#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 $439 per night (USD)
Expedia
From $439 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 $439 per night (USD)
VRBO
From $434 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 $434 per night (USD)
Expedia
$Mod Loop 1BR, w\/ Gym, Pool nr the Millenium Park by Blueground$
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 Chicago Loop. with high floor views over the city. It’l ...
From $171 per night (USD)
VRBO
$Spacious Gold Coast 2BR w\/ Roof Deck, Gym, walk to MagMile, by Blueground$
Click For Pricing
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 ...
Click For Pricing
Expedia
$Crisp Loop 1BR w\/ Pool, Gym, nr. Theatre District & the L, by Blueground$
From $218 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 $218 per night (USD)
VRBO
$Cozy Loop 2BR w\/ Pool, Gym, nr. Financial District & L, by Blueground$
Click For Pricing
Expedia
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
Expedia
$Ideal River North 1BR w\/pool, gym, nr. L & Magnificent Mile$
From $143 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 $143 per night (USD)
VRBO
$Crisp Loop 1BR w\/ Pool, Gym, near Theatre District, by Blueground$
From $149 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 Chicago Loop. with high floor views over the city. It’l ...
From $149 per night (USD)
Expedia
$Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground$
From $149 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 $149 per night (USD)
VRBO
$Cozy West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground$
From $166 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 $166 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Roofdeck, near Millennium Park, by Blueground$
From $79 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 $79 per night (USD)
VRBO
$Hip River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground$
From $210 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 $210 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground$
From $206 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 t ...
From $206 per night (USD)
VRBO
$Smart Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground$
From $190 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 $190 per night (USD)
Expedia
$Modern River North 1BR w\/ Gym + W\/D near Mag Mile by Blueground$
From $213 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 $213 per night (USD)
VRBO
From $529 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 $529 per night (USD)
Expedia
From $503 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 $503 per night (USD)
VRBO
From $505 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 $505 per night (USD)
Expedia
From $775 per night (USD)
VRBO
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Walk to almost everything Chicago has to offer- Downtown, Magnificent Mile, North Avenue beach, zoo, and Lincoln park, r ...
From $775 per night (USD)
VRBO
$Magic Factory Loft 3East 4 Bd\/4 Ba Families Groups$
From $831 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 $831 per night (USD)
Expedia
From $449 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 $449 per night (USD)
VRBO
From $178 per night (USD)
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 ...
From $178 per night (USD)
Expedia
From $557 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 $557 per night (USD)
VRBO
From $406 per night (USD)
Expedia
#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 $406 per night (USD)
Expedia
From $386 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 $386 per night (USD)
VRBO
From $865 per night (USD)
Expedia
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 $865 per night (USD)
Expedia
$Upscale Lakeview 2BR w\/ W\/D, patio, walk to Wrigley Field, by Blueground$
Click For Pricing
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 Lake View East. . It’ll be easy to simply show up and s ...
Click For Pricing
VRBO
From $1153 per night (USD)
Expedia
Tropical Oasis in the heart of Wicker Park that sleeps 23 + backyard patio
Bedrooms:
2
Bathrooms:
6
Sleeps:
23
Find us on Insta @bangtel Host the best Bachelorette party at ALOHA 2.0. If you you want to be in all the action of Wic ...
From $1153 per night (USD)
Expedia
From $812 per night (USD)
VRBO
Southwestern Escape in Logan Square that sleeps 12 with grill and backyard patio
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Find us on Insta @bangtel Come feel the spirit of the Southwest in one of Chicago's best neighborhoods. Relax in a spac ...
From $812 per night (USD)
VRBO
$Amazing Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground$
Click For Pricing
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 ...
Click For Pricing
Expedia
$Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground$
From $132 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 $132 per night (USD)
VRBO
$Deluxe Streeterville 1BR w\/ Gym & Pool, close to Beach, by Blueground$
From $159 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 $159 per night (USD)
Expedia
From $315 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 $315 per night (USD)
VRBO
From $300 per night (USD)
Expedia
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 $300 per night (USD)
Expedia
From $1103 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 $1103 per night (USD)
VRBO
$Dreamy Uptown 1BR w\/ Gym, Rooftop Pool, 2 blocks to L, by Blueground$
From $177 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 $177 per night (USD)
Expedia
$The Guild #3 Mag Mile, Gold Coast, Downtown 1bd\/1ba$
From $475 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 $475 per night (USD)
VRBO
$The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba$
From $589 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 $589 per night (USD)
Expedia
From $1369 per night (USD)
VRBO
Stunning Lincoln Park Single-Family House with Fantastic Game Room
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Looking for a place for your group to gather together? This single-family home is perfect and private! Whip up meals in ...
From $1369 per night (USD)
VRBO
$Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground$
From $152 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 Chicago Loop furnished one bedroom ap ...
From $152 per night (USD)
Expedia
From $231 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 $231 per night (USD)
VRBO
$Perfect 4 Bedroom\/3 Bath in the HEART of Old Town$
From $1149 per night (USD)
Expedia
Perfect 4 Bedroom\/3 Bath in the HEART of Old Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Spacious 2500 sqft Home in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full F ...
From $1149 per night (USD)
Expedia
$Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, by Blueground$
From $102 per night (USD)
VRBO
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 $102 per night (USD)
VRBO
From $565 per night (USD)
Expedia
❤️ 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 $565 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground$
From $149 per night (USD)
VRBO
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 $149 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Gym, Pool, near Millennium Park, by Blueground$
Click For Pricing
Expedia
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 Chicago Loop furnished one bedroom apa ...
Click For Pricing
Expedia
$Gorgeous Loop 1BR w\/ Pool, Gym, nr. Financial District by Blueground$
From $114 per night (USD)
VRBO
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 $114 per night (USD)
VRBO
$Ideal Loop 1BR w\/ Roof deck & Gym, near Michigan Avenue, by Blueground$
From $140 per night (USD)
Expedia
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 Chicago Loop furnished one bedroom ...
From $140 per night (USD)
Expedia
$Spacious Loop 1BR w\/ Pool, Gym, nr. the L & Riverwalk, by Blueground$
From $205 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 $205 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $448 per night (USD)
VRBO
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 $448 per night (USD)
VRBO
From $1072 per night (USD)
Expedia
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)
Expedia
From $267 per night (USD)
VRBO
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 $267 per night (USD)
VRBO
From $283 per night (USD)
Expedia
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 $283 per night (USD)
Expedia
From $334 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 $334 per night (USD)
VRBO
From $316 per night (USD)
Expedia
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 $316 per night (USD)
Expedia
From $365 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 $365 per night (USD)
VRBO
From $487 per night (USD)
Expedia
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 $487 per night (USD)
Expedia
From $365 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 $365 per night (USD)
VRBO
From $328 per night (USD)
Expedia
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 $328 per night (USD)
Expedia
From $336 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 $336 per night (USD)
VRBO
From $407 per night (USD)
Expedia
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 $407 per night (USD)
Expedia
From $313 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 $313 per night (USD)
VRBO
From $320 per night (USD)
Expedia
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 $320 per night (USD)
Expedia
From $321 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 $321 per night (USD)
VRBO
From $467 per night (USD)
Expedia
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 $467 per night (USD)
Expedia
From $361 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 $361 per night (USD)
VRBO
From $445 per night (USD)
Expedia
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 $445 per night (USD)
Expedia
From $689 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 $689 per night (USD)
VRBO
From $319 per night (USD)
Expedia
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 $319 per night (USD)
Expedia
$Fully furnished bedroom near medical district\/UIC$
From $45 per night (USD)
VRBO
Fully furnished bedroom near medical district\/UIC
Bedrooms:
2
Bathrooms:
1
Sleeps:
1
***Our space is fully furnished with a co-living experience.*** Recently renovated and great location for this duplex ap ...
From $45 per night (USD)
VRBO
From $410 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 $410 per night (USD)
Expedia
$Stunning Logan Square 2BR w\/ Roof Deck & Gym, 1 block to L, by Blueground$
From $232 per night (USD)
VRBO
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 b ...
From $232 per night (USD)
VRBO
From $1072 per night (USD)
Expedia
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)
Expedia
From $498 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 $498 per night (USD)
VRBO
From $1830 per night (USD)
Expedia
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 $1830 per night (USD)
Expedia
From $622 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 $622 per night (USD)
VRBO
From $797 per night (USD)
Expedia
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 $797 per night (USD)
Expedia
From $3824 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 $3824 per night (USD)
VRBO
$LOCATION!! 2b\/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!$
From $219 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 $219 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:
4
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
$Airy West Loop 1BR w\/ Pool, Pet Spa, near Restaurant Row, by Blueground$
From $166 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 $166 per night (USD)
Expedia
From $382 per night (USD)
VRBO
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 $382 per night (USD)
VRBO
From $499 per night (USD)
Expedia
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 $499 per night (USD)
Expedia
$Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, by Blueground$
Click For Pricing
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 ...
Click For Pricing
VRBO
$Luxe South Loop 2BR w\/ Spa, Pool & Gym next to Grant Park, by Blueground$
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
$Modern Logan Square 1BR w\/ Roof Deck & Gym, 1 block to L, by Blueground$
From $140 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 $140 per night (USD)
VRBO
$Huge 5 BR Home \/\/ Private Yard \/\/ Walk Everywhere \/\/ Parking for 2 Cars$
From $942 per night (USD)
Expedia
Huge 5 BR Home \/\/ Private Yard \/\/ Walk Everywhere \/\/ Parking for 2 Cars
Bedrooms:
4
Bathrooms:
7
Sleeps:
22
Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring family or friends to this th ...
From $942 per night (USD)
Expedia

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