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Chicago Rentals

$Mod Loop 1BR, w\/ Gym, Pool nr the Millenium Park by Blueground$
From $190 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 $190 per night (USD)
VRBO
$Spacious Gold Coast 2BR w\/ Roof Deck, Gym, walk to MagMile, by Blueground$
From $150 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 $150 per night (USD)
Expedia
$Crisp Loop 1BR w\/ Pool, Gym, nr. Theatre District & the L, by Blueground$
From $164 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 $164 per night (USD)
VRBO
$Cozy Loop 2BR w\/ Pool, Gym, nr. Financial District & L, by Blueground$
From $166 per night (USD)
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 ...
From $166 per night (USD)
Expedia
$Ideal River North 1BR w\/pool, gym, nr. L & Magnificent Mile$
From $129 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 $129 per night (USD)
VRBO
$Crisp Loop 1BR w\/ Pool, Gym, near Theatre District, by Blueground$
From $155 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 $155 per night (USD)
Expedia
$Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground$
From $129 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 $129 per night (USD)
VRBO
$Cozy West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground$
From $120 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 $120 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Roofdeck, near Millennium Park, by Blueground$
From $101 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 $101 per night (USD)
VRBO
$Hip River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground$
From $164 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 $164 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground$
From $133 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
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 $133 per night (USD)
VRBO
$Smart Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground$
From $97 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 $97 per night (USD)
Expedia
$Modern River North 1BR w\/ Gym + W\/D near Mag Mile by Blueground$
From $222 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 $222 per night (USD)
VRBO
From $249 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 $249 per night (USD)
Expedia
From $272 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 $272 per night (USD)
VRBO
From $290 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 $290 per night (USD)
Expedia
From $517 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 $517 per night (USD)
VRBO
$Magic Factory Loft 3East 4 Bd\/4 Ba Families Groups$
From $854 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 $854 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Kasa | Spectacular City Views | 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 $218 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Kasa | Spectacular City Views | 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 $192 per night (USD)
VRBO
From $217 per night (USD)
VRBO
Kasa | Spectacular City Views | 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 $771 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 $771 per night (USD)
VRBO
$Upscale Lakeview 2BR w\/ W\/D, patio, walk to Wrigley Field, by Blueground$
From $161 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 $161 per night (USD)
VRBO
$ALOHA 2.0 Tropical 5 Bed in Wicker Park \/\/ Sleeps Up to 23$
From $845 per night (USD)
Expedia
ALOHA 2.0 Tropical 5 Bed in Wicker Park \/\/ Sleeps Up to 23
Bedrooms:
2
Bathrooms:
8
Sleeps:
23
Feel those tropical feels in our sprawling 2,000 square foot 5 bedroom space in the heart of Wicker Park that comfortabl ...
From $845 per night (USD)
Expedia
From $518 per night (USD)
VRBO
EL MOTEL BANGTEL DOS Logan Square with Patio
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
This Wild West apartment will have your group feeling like they just rolled into the Southwest. Cowhides, antlers, ethni ...
From $518 per night (USD)
VRBO
$Amazing Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground$
From $158 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 $158 per night (USD)
Expedia
$Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground$
From $114 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 $114 per night (USD)
VRBO
$Deluxe Streeterville 1BR w\/ Gym & Pool, close to Beach, by Blueground$
From $153 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 $153 per night (USD)
Expedia
From $953 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 $953 per night (USD)
VRBO
$Dreamy Uptown 1BR w\/ Gym, Rooftop Pool, 2 blocks to L, by Blueground$
From $114 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 $114 per night (USD)
Expedia
$The Guild #3 Mag Mile, Gold Coast, Downtown 1bd\/1ba$
From $261 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 $261 per night (USD)
VRBO
$The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba$
From $291 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 $291 per night (USD)
Expedia
From $914 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 $914 per night (USD)
VRBO
From $144 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 $144 per night (USD)
VRBO
From $146 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 $146 per night (USD)
VRBO
$Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground$
From $137 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 $137 per night (USD)
Expedia
$Charming Logan Square 1BR w\/ Roof Deck & Gym, 1 block to L, by Blueground$
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:
2
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 $122 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 $122 per night (USD)
VRBO
$Perfect 4 Bedroom\/3 Bath in the HEART of Old Town$
From $757 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 $757 per night (USD)
VRBO
$Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, by Blueground$
From $98 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 $98 per night (USD)
Expedia
From $224 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 $224 per night (USD)
VRBO
$Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground$
From $137 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 $137 per night (USD)
Expedia
$Gorgeous Loop 1BR w\/ Pool, Gym, nr. Financial District by Blueground$
From $138 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 $138 per night (USD)
VRBO
$Ideal Loop 1BR w\/ Roof deck & Gym, near Michigan Avenue, by Blueground$
From $109 per night (USD)
Expedia
Ideal Loop 1BR w\/ Roof deck & Gym, near Michigan Avenue, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
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)
Expedia
$Spacious Loop 1BR w\/ Pool, Gym, nr. the L & Riverwalk, by Blueground$
From $143 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 The Loop furnished one bedroom apart ...
From $143 per night (USD)
VRBO
From $95 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 ...
From $95 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Family-friendly, stylish Chicago Apartment in Logan Square
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to Hamlin House! The living area has beautifully restored hardwood floors and the bathroom was completely renova ...
From $191 per night (USD)
VRBO
$Sleek Streeterville 2BR w\/ Pool, Roof & Gym, nr Lakefront, by Blueground$
From $213 per night (USD)
Expedia
Sleek Streeterville 2BR w\/ Pool, Roof & Gym, nr Lakefront, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished two bedroom apar ...
From $213 per night (USD)
Expedia
From $506 per night (USD)
VRBO
As Seen on TV: Safest Area Lincoln Park Duplex
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
** As featured on upcoming Season 3 of CBS' TV show "Staycation". ** Come stay in a tasteful DUPLEX in the heart of Ch ...
From $506 per night (USD)
VRBO
$Dreamy Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $147 per night (USD)
Expedia
Dreamy Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, 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 $147 per night (USD)
Expedia
$Skyline McCormick Place 3 bed\/2 bath family unit with optional parking$
Click For Pricing
VRBO
Skyline McCormick Place 3 bed\/2 bath family unit with optional parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City skyline view • ...
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VRBO
$McCormick Place Skyline view 3br\/2ba family heaven with optional parking for 8$
Click For Pricing
Expedia
McCormick Place Skyline view 3br\/2ba family heaven with optional parking for 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 4K Roku HDTV(Netfli ...
Click For Pricing
Expedia
$McCormick Place Spacious 3b\/2b with optional parking\/sleeps 10$
Click For Pricing
VRBO
McCormick Place Spacious 3b\/2b with optional parking\/sleeps 10
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
• Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + Sofa bed and one queen size air matt ...
Click For Pricing
VRBO
$Walk to Wrigley\/ Boystown -Chicago 3BR\/2Ba Duplex-parking!$
From $268 per night (USD)
Expedia
Walk to Wrigley\/ Boystown -Chicago 3BR\/2Ba Duplex-parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy your stay in this 3-BR/2-bath vintage duplex unit located on a serene, residential side street walking distance to ...
From $268 per night (USD)
Expedia
From $109 per night (USD)
VRBO
Apartment on Clark in Wriglleyvile
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous 2 bedroom, 1.5 bathrooms in the heart of Wrigleyville. This property comes with all furnishings. Soft cotton sh ...
From $109 per night (USD)
VRBO
$McCormick Place beautiful 2b\/2b with optional parking\/sleeps 8$
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Expedia
McCormick Place beautiful 2b\/2b with optional parking\/sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
• Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • 2 Queen size ...
Click For Pricing
Expedia
From $158 per night (USD)
VRBO
Stylish 2-bed | Close to Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your new home away from home in this 2 bedroom apartment in the classic Chicago neighborhood of Bridgeport, t ...
From $158 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Beach Getaway! Minutes to Street Beach and Ohio Street Beach! Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $184 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Perfect for your Chicago Getaway! Close to Midway Airport! Onsite Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $184 per night (USD)
VRBO
From $740 per night (USD)
VRBO
4 Spacious Units Close to Navy Pier and Willis Tower! Parking, Pets Allowed!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $740 per night (USD)
VRBO
From $555 per night (USD)
VRBO
Chicago Beach Trip! 3 Units Near Oak Street Beach and Ohio Street Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $555 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Explore Chicago! Short Drive to Bridgehouse and Chicago River Museum!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $211 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Group Vacation! 2 Spacious Units Near Oak Street Beach! Onsite Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $370 per night (USD)
VRBO
From $210 per night (USD)
VRBO
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $210 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $210 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Sew u wana stay in a storefront?
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
If you're staying in Chicago and want to experience Wicker Park, you gotta stay in a space as unique as the neighborhood ...
From $243 per night (USD)
Expedia
$Ideal South Loop 1BR w\/ Pool, Gym & Spa, nr Grant Park, by Blueground$
From $177 per night (USD)
VRBO
Ideal South Loop 1BR w\/ Pool, Gym & Spa, nr Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with high floor views over the city. It’ll ...
From $177 per night (USD)
VRBO
$Charming Loop 1BR w\/ Roof, Gym & Lounge, nr Riverwalk, by Blueground$
From $189 per night (USD)
Expedia
Charming Loop 1BR w\/ Roof, Gym & Lounge, nr Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy The Loop furnished one bedroom apartment ...
From $189 per night (USD)
Expedia
$McCormick Place 420 friendly 3BR\/2BA with optional parking$
Click For Pricing
VRBO
McCormick Place 420 friendly 3BR\/2BA with optional parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
During your stay in Downtown Chicago and enjoying the comfort of our sophisticated apartment we will be doing our best t ...
Click For Pricing
VRBO
$4BD Condo w\/Parking & Game Room$
From $490 per night (USD)
Expedia
4BD Condo w\/Parking & Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our luxurious 4-bedroom, 2.5-bathroom condo unit that's perfect for your stay in Chicago. This stunning unit ...
From $490 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Large Group Home
Bedrooms:
1
Bathrooms:
5
Sleeps:
16
Great accommodations for up to 16 people great for family gatherings and team accommodations it is a very clean and quie ...
From $228 per night (USD)
VRBO
From $334 per night (USD)
Expedia
cozy home in Bridgeport Chicago. walking to park and river front
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax with the whole family at this peaceful place to stay. 7 people could stay in this 2 stories house. Fully remodele ...
From $334 per night (USD)
Expedia
From $106 per night (USD)
VRBO
Found Chicago powered by Sonder | Bunk Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $106 per night (USD)
VRBO
From $115 per night (USD)
VRBO
Found Chicago powered by Sonder | Queen Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $115 per night (USD)
VRBO
From $96 per night (USD)
VRBO
Found Chicago powered by Sonder | Accessible Single Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $96 per night (USD)
VRBO
$Entire Below Level Studio w\/ Private Sauna$
From $179 per night (USD)
Expedia
Entire Below Level Studio w\/ Private Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Centrally located between Logan Sq., Bucktown, Wicker Park & Ukrainian Village. Easily jump on the 606 walk/bike path or ...
From $179 per night (USD)
Expedia
$Found Chicago powered by Sonder | Queen Room w\/ Bunk Bed$
From $130 per night (USD)
VRBO
Found Chicago powered by Sonder | Queen Room w\/ Bunk Bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $130 per night (USD)
VRBO
$Best Group\/Family Amenities in Downtown|The Cooke$
From $410 per night (USD)
Expedia
Best Group\/Family Amenities in Downtown|The Cooke
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Seeking a spacious, fun retreat in THE HEART OF CHICAGO? Tired of cramped hotel rooms? Our newly renovated 123 ...
From $410 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Amazing Edgewater 2BR, nr Lake Michigan, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Edgewater furnished two bedroom apart ...
From $164 per night (USD)
VRBO
$Modern Lakeview 1BR w\/ W\/D, nr Lakefront, by Blueground$
From $124 per night (USD)
Expedia
Modern Lakeview 1BR w\/ W\/D, nr Lakefront, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $124 per night (USD)
Expedia
$Serene Lakeview 1BR w\/ W\/D, nr Wrigley Field, by Blueground$
From $168 per night (USD)
VRBO
Serene Lakeview 1BR w\/ W\/D, nr Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $168 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Luxury Villa 10 minutes to Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Windy City! La Villita is the gateway to Chicago's vibrant Mexican-American area. Super cozy , modern and ...
From $183 per night (USD)
Expedia
From $713 per night (USD)
VRBO
Eddy House, Roscoe Village Hideaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Steps away from Roscoe Village dining & shopping and a short train to the Mag Mile. Enjoy the best Chicago has to offer ...
From $713 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Flat in Lincoln Park 2-Flat Central to Everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Historic, newly renovated flat in the heart of Lincoln Park, with garage! A block from the famous Blues club "Kingston M ...
From $326 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Charming 2 Bedroom Flat, in heart of Lincoln Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Historic & Charming 2 Bed/1 Bath Flat in the heart of Lincoln Park. Just a block from famous Blues club "Kingston Mines" ...
From $294 per night (USD)
VRBO
$Stylish Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground$
From $169 per night (USD)
Expedia
Stylish Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $169 per night (USD)
Expedia
$Airy Lakeview 1BR w\/ W\/D, nr L Stop & Wrigley Field, by Blueground$
From $131 per night (USD)
VRBO
Airy Lakeview 1BR w\/ W\/D, nr L Stop & Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Lakeview furnished one bedroom apar ...
From $131 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This newly updated 2 bedroom, 1 bath condo has everything you need to make your Chicago stay perfect! The home was thoug ...
From $220 per night (USD)
Expedia
From $792 per night (USD)
VRBO
Wrigley 2 bedroom 2 bath with free parking & yard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: My home is a very large 2 bedroom 2 bath condo 3 blocks (6 minute stroll) from Wrigley Field. It's 20 minutes ...
From $792 per night (USD)
VRBO
$Upscale Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground$
From $124 per night (USD)
Expedia
Upscale Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $124 per night (USD)
Expedia
$Fantastic Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, by Blueground$
From $104 per night (USD)
VRBO
Fantastic Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, 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 ...
From $104 per night (USD)
VRBO
$Cloud9|Penthouse w\/ Gym+Theater+bbq| The Fitz$
From $449 per night (USD)
Expedia
Cloud9|Penthouse w\/ Gym+Theater+bbq| The Fitz
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Summary: Welcome to The Fitz! Guests must pass screening with ID. A $2,500 USD SECURITY DEPOSIT HOLD on major credit car ...
From $449 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Modern 3 Bedroom Close to Downtown Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This newly renovated 3 bedroom/ 1 bath apartment is the perfect home for exploring Chicago! The closest metro station (t ...
From $171 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront
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 $502 per night (USD)
Expedia
$Classic Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $111 per night (USD)
VRBO
Classic Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Edgewater furnished one bedroom apartm ...
From $111 per night (USD)
VRBO
$Charming Lakeview 1BR w\/ W\/D, nr L Stop & Lake, by Blueground$
From $145 per night (USD)
Expedia
Charming Lakeview 1BR w\/ W\/D, nr L Stop & Lake, 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 $145 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Step into Mayor's Manor in Chicago's Bridgeport neighborhood, the heart of the city. This elegant and modern house loca ...
From $331 per night (USD)
VRBO
$Clean Gold Coast 1BR w\/ Doorman & Gym, nr Park & Beach, by Blueground$
From $137 per night (USD)
Expedia
Clean Gold Coast 1BR w\/ Doorman & Gym, nr Park & Beach, 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 ...
From $137 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Retro 2 bedroom bungalow in Chicago's Avondale neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Retro Roost! Sleeps 4 Guests/2 bedrooms, 1bath, separate entrance and exit and a full kitchen. A sunny s ...
From $162 per night (USD)
VRBO
$Remodeled Chicago Bungalow Perfect for Families or Groups\/ Huge Back Yard.$
Click For Pricing
Expedia
Remodeled Chicago Bungalow Perfect for Families or Groups\/ Huge Back Yard.
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
Stay at a Newly Renovated Chicago's very own Brick bungalow!!! The Many Shades of Grey Home is cozy and peaceful with hu ...
Click For Pricing
Expedia

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