Chicago, Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chicago, Illinois on RentalSaver.com!

Chicago Rentals

From $376 per night (USD)
VRBO
Private Historic Coach House Wicker Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Location, location, location! Private quiet clean coach house with two bedrooms and one bath in the heart of Wicker Park ...
From $376 per night (USD)
VRBO
Click For Pricing
Expedia
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Great 3Br 2Ba condo with a king bed in the primary bedroom. You'll feel at home with all the amenities just 5 miles from ...
Click For Pricing
Expedia
From $888 per night (USD)
VRBO
55-56 Mag Mile Penthouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: The Penthouses at Grand Plaza PH#1 A stunning rental 55 stories above Chicago. With dramatic living spaces, a c ...
From $888 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Belmont House, Classy & Chic/walk to Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This gorgeous home is smack-dab in one of the hottest neighborhoods in Chicago, a 3/4 mile 15 minute walk to Wrigley Fie ...
From $219 per night (USD)
Expedia
From $447 per night (USD)
VRBO
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $447 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $303 per night (USD)
VRBO
From $93 per night (USD)
VRBO
Airy River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable Near North furnished one bedroom ...
From $93 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Vintage Wrigleyville Apartment + Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious apartment in the heart of Wrigleyville, two blocks to public transportation. Located in an 1911 graystone, priv ...
From $369 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Safe Downtown Penthouse #1 | Vintage 2bd (+Gym)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! We are a short walk to MillenniumPark, Sk ...
From $292 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $353 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Beautiful Streeterville 1BR w/ Gym, Pool, near Navy Pier, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Streeterville with high floor views over the city. It’l ...
From $182 per night (USD)
VRBO
From $393 per night (USD)
Expedia
BIG Downtown Penthouse|Vintage 3bd (GYM+Balcony)
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Enjoy a Spacious, Homey 3bd Penthouse (+Patio) with your Family & Friends near Grant Park! We are a short walk to Mille ...
From $393 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Sunny West Loop 1BR w/ Pool, Coworking & Gym, 1 block to L, 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 $115 per night (USD)
VRBO
From $89 per night (USD)
Expedia
Ideal West Loop 1BR w/ Pool, Coworking & Gym, 1 block to L, 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 $89 per night (USD)
Expedia
From $96 per night (USD)
VRBO
Cozy Loop 1BR w/ Deck, Gym, W/D, nr. West Loop & the L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $96 per night (USD)
VRBO
From $306 per night (USD)
Expedia
MICH AVE Downtown, Grant Park, Museums #25 2bd/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐰𝐡𝐞𝐧 𝐲𝐨𝐮 ...
From $306 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Luxe West Loop 1BR w/ Pool, Coworking & Gym, 1 block to 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 $131 per night (USD)
VRBO
From $309 per night (USD)
Expedia
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐰𝐡𝐞𝐧 𝐲𝐨𝐮 ...
From $309 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Downtown MICH AVE#4 King Beds |Grant Park, 2bd/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐰𝐡𝐞𝐧 𝐲𝐨𝐮 ...
From $297 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $344 per night (USD)
Expedia
From $291 per night (USD)
VRBO
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
𝐖𝐞𝐥𝐜𝐨𝐦𝐞 𝐭𝐨 𝐨𝐮𝐫 𝐌𝐈𝐜𝐡𝐢𝐠𝐚𝐧 𝐀𝐯𝐞𝐧𝐮𝐞, 𝐆𝐫𝐚𝐧𝐭 𝐏𝐚𝐫𝐤, 𝐌𝐮𝐬𝐞𝐮𝐦 𝐂𝐚𝐦𝐩𝐮𝐬 2𝐛𝐞𝐝/2𝐛𝐚𝐭 ...
From $291 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Splendid Streeterville 1BR w/ Gym, Pool, near Navy Pier, 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 $178 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Bright River North 1BR w/ Gym, Rooftop, walk to Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this bright River North furnished one bedroom apar ...
From $164 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Spacious River North 3BR w/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI323)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished three bed ...
From $151 per night (USD)
Expedia
From $97 per night (USD)
VRBO
Spacious Gold Coast 1BR, w/ W/D, Gym nr Magnificent Mile by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Rush & Division furnished one bedroom ...
From $97 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Kasa | Relaxing 1 BD + Near Local Eateries | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $313 per night (USD)
VRBO
From $808 per night (USD)
VRBO
Kasa | Family Friendly 3 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $808 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Kasa | Traditional 1 BD + Fast Wifi | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $337 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Kasa | Inviting 1 BD + Pet Friendly | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $358 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Kasa | Classic 1 BD + Gym Access | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $374 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Kasa | Modern 1 BD + Gym Access | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $438 per night (USD)
VRBO
From $580 per night (USD)
VRBO
Kasa | Classic 2 BD + Near Grant Park | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $580 per night (USD)
VRBO
From $621 per night (USD)
VRBO
Kasa | Welcoming 2 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $621 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Kasa | Inviting 1 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $460 per night (USD)
VRBO
From $525 per night (USD)
VRBO
Kasa | Family Friendly 2 BD + Fast Wifi | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $525 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Kasa | Comfy 1 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $366 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Kasa | Welcoming 1 BD + Fast Wifi | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $336 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Modern, large, & art filled downtown townhouse in Chicago's happening RiverWest neighborhood. 3000+ sq ft 4-bedroom 3. ...
Click For Pricing
Expedia
From $534 per night (USD)
VRBO
Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $534 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Kasa | Family Friendly 2 BD + Pet Friendly | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $478 per night (USD)
VRBO
From $1481 per night (USD)
VRBO
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
Bedrooms:
3
Bathrooms:
6
Sleeps:
21
Time Out magazine calls us one of the Best Chicago Rentals! HUGE mansion with six bedrooms, two living rooms, and four ...
From $1481 per night (USD)
VRBO
Click For Pricing
Expedia
Roomy Gold Coast 1BR w/ Walk-up, near L & Mariano Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Gold Coast furnished one bedroo ...
Click For Pricing
Expedia
From $165 per night (USD)
VRBO
Quaint River North 1BR w/ Gym + W/D near Mag Mile by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with high floor views over the city. It ...
From $165 per night (USD)
VRBO
From $90 per night (USD)
Expedia
Bright Loop 1BR w/Gym, Roofdeck, W/D, nr West Loop & the L 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 $90 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Ideal Loop 1BR w/ Gym, Roofdeck, W/D, nr West Loop & the , 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 $157 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Ideal River North 2BR w/ Gym, W/D, near Magnificent Mile, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this stylish two bedroom Blueground apartment. You’ll love coming ...
From $174 per night (USD)
Expedia
From $82 per night (USD)
VRBO
Roomy Loop 1BR w/ Fitness center near West Loop & the L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with high floor views over the city. It’ll ...
From $82 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Amazing West Loop 1BR w/ Gym & Pool in heart of Greektown, 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 $175 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Dreamy West Loop 2BR w/ Gym & Pool in heart of Greektown, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $215 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Amazing Streeterville 1BR w/ Gym, Pool, near Navy Pier, 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 $143 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Serene West Loop 1BR w/ Gym & Pool in heart of Greektown, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Greektown furnished one bedroom apar ...
From $221 per night (USD)
VRBO
From $814 per night (USD)
Expedia
City Center, River North Condo HUGE 3BR, Patio, Parking(2x)
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Perfectly located in the heart of Chicago in the River North neighborhood. You will experience Chicago easily from here ...
From $814 per night (USD)
Expedia
From $92 per night (USD)
VRBO
Lovely West Loop 1BR w/ Gym & Pool in heart of Greektown, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Greektown with views over the city. It’ll be easy to si ...
From $92 per night (USD)
VRBO
From $92 per night (USD)
Expedia
Trendy West Loop 1BR w/ Gym & Pool in heart of Greektown, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Greektown furnished one bedroom apartmen ...
From $92 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Chicago Modern Condo- Perfect for family time or a good time in Chicago.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Open floor plan apartment with 2 bedrooms, 1 den/office with desk. Located in a quiet and clean family-oriented neighbor ...
From $171 per night (USD)
VRBO
From $310 per night (USD)
Expedia
The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
If you're looking for a home away from home? Please visit The Woodlawn Oasis, a newly rehabbed apartment, fully furnishe ...
From $310 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Airy West Loop 1BR w/ Pool, Gym, nr. Fulton Market, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $154 per night (USD)
VRBO
From $106 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 spacious Chicago Loop furnished one bedroom a ...
From $106 per night (USD)
Expedia
Click For Pricing
VRBO
2 Bed/2 Bath Loft available in West Loop close to restaurants and Fulton Market
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Large 2 bedroom/2 bath loft with ample space and walking distance to restaurants, parks, trains, nightlife, etc. One pa ...
Click For Pricing
VRBO
From $269 per night (USD)
Expedia
Amazing Gold Coast 2BR w/ Gym & Lounge, 1 block from L, by Blueground
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Rush & Division furnished two bedroom ...
From $269 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Ideal West Loop 2BR w/ Gym & Pool in heart of Greektown, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $280 per night (USD)
VRBO
From $325 per night (USD)
VRBO
#2015 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $325 per night (USD)
VRBO
From $373 per night (USD)
VRBO
#1505 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $373 per night (USD)
VRBO
From $332 per night (USD)
VRBO
#2012 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $332 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Kasa | Modern 1 BD + Laptop Friendly | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $376 per night (USD)
VRBO
From $290 per night (USD)
VRBO
Kasa | Stylish 1 BD + Steps to the South Loop | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $290 per night (USD)
VRBO
From $825 per night (USD)
VRBO
Kasa | Family Friendly 3 BD + Pet Friendly | Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $825 per night (USD)
VRBO
From $290 per night (USD)
VRBO
Kasa | Bright & Airy 1 BD + Steps to the South Loop | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $290 per night (USD)
VRBO
From $567 per night (USD)
VRBO
Kasa | Modern 2 BD + Near Local Eateries | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $567 per night (USD)
VRBO
From $580 per night (USD)
VRBO
Kasa | Inviting 2 BD + Laptop Friendly | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $580 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Kasa | Bright & Airy 1 BD + Near Grant Park | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $374 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Gorgeous Loop 1BR w/ Gym, Doorman, walk to L & Parks, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $163 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Smart Loop 1BR w/ Gym, Doorman, walk to L & Parks, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $190 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Walk to Wrigley Field/Monthly Discounts Available
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
My place is close to Wrigley Field, the Metro, Smart Bar, Uncommon Ground, Lakeview, Wrigleyville. You'll love my place ...
From $245 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Bright 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 pretty Gold Coast furnished one bedroom apart ...
From $132 per night (USD)
VRBO
Click For Pricing
Expedia
DOWNTOWN STUDIO BY RUSH STREET -GOLD COAST CENTER
Bedrooms:
1
Bathrooms:
1
Sleeps:
60
Gold Coast is Downtown Chicago’s best neighborhood to be! This is an “Entire Space” private studio (Hotel size) only for ...
Click For Pricing
Expedia
From $173 per night (USD)
VRBO
Airy Gold Coast 2BR w/ Gym, Pool, near. Oak St. Beach, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Rush & Division furnished two bedroom ...
From $173 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Ample West Loop 1BR w/ Pool, Gym, nr. Fulton Market, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely West Loop furnished one bedroom apartm ...
From $143 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Stunning Gold Coast 1BR w/ Gym & Lounge, 1 block from L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with views over the city. It’ll be easy ...
From $137 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Affordable Month to Month In The Heart Of Chicago. 30 Day Minimum Bookings.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
High Ceilings, Hardwood Floors, Fully Equipped Kitchen, Right next to brown line. 6 blocks to Michigan Ave. or Loop, ...
From $225 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Gorgeous Loop 2BR w/ Pool, Gym, nr. Financial District, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Chicago Loop with balcony views over the city. It’ll be ...
From $296 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Sleek Loop 1BR w/ Gym, Pool, W/D, nr. Millennium Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Chicago Loop furnished one bedroom ...
From $219 per night (USD)
Expedia
From $138 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 charming one bedroom Blueground apartment. You’ll love coming ...
From $138 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Crisp River North 1BR w/ Gym, Pool, nr. Oak Street Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with high floor views over the city. It ...
From $114 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Smart Loop 1BR w/ Gym, Pool, W/D, nr. Millennium Park, 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 $242 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Stunning South Loop 1BR w/ Pool + 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 lovely South Loop furnished one bedroom apart ...
From $128 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Sleek Loop 1BR w/ Gym, Pool, near Chicago Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $234 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Spectacular Entire Townhome in the hearth of the city! 3 stories and 1900 sq feet of living space for guests with 3 bedr ...
From $430 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Amazing & Spacious 3 bed / 2 Bath Townhome Near Downtown, Steps from the train!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Urban Oasis in the hearth of the city enough space for the full Family! Amazing 3 level Spacious Townhome with gated fr ...
From $430 per night (USD)
VRBO
From $294 per night (USD)
Expedia
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Chicago! Our 3bed/2bath unit is perfect for both leisure & business travelers. We are conveniently located wi ...
From $294 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Spacious Gold Coast 2BR w/ Doorman & Gym, 2 blocks to L, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Gold Coast with views over the city. It’ll be easy to s ...
From $236 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Premium 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 beautiful Gold Coast furnished one bedroom ap ...
From $202 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Tasteful Gold Coast 1BR w/ Doorman & Gym, 2 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast with high floor views over the city. It’ll b ...
From $153 per night (USD)
VRBO
From $1001 per night (USD)
Expedia
Only Urban Beach House in Chicago
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Chicago’s ONLY Urban Beach House combines the best of beach life and urban life! Perfect for couples, students, faculty, ...
From $1001 per night (USD)
Expedia
From $532 per night (USD)
VRBO
Stunning 3BR Penthouse in the Loop | Roof Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $532 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Called one of the 12 coolest neighborhoods in the world! - Forbes Magazine 2018-Pilsen- Google it for yourself!! Wake up ...
From $211 per night (USD)
Expedia
From $784 per night (USD)
VRBO
Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Say "WOW" in this top floor, DRAMATIC SPACIOUS Loft condo w/ PRIVATE ROOFTOP overlooking skyline! Completely REFRESHED w ...
From $784 per night (USD)
VRBO
From $486 per night (USD)
Expedia
Wrigley Oasis! Steps from the Field! - 3DR/1BA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
***COVID-19 RESTRICTIONS: Due to COVID-19 Restrictions by the City of Chicago, no more than 6 guests can be on the premi ...
From $486 per night (USD)
Expedia
From $296 per night (USD)
VRBO
LUX CONDO NEAR DOWNTOWN and now offering car rental service.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The whole group will enjoy easy access to everything from this centrally located place. Three stylish bedrooms with priv ...
From $296 per night (USD)
VRBO
Click For Pricing
Expedia
Downtown Printer Row district Hotel style room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Situated in downtown Chicago’s urban Printer's Row district, Hotel Blake offers a relaxing retreat and easy access to e ...
Click For Pricing
Expedia

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