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Cook Area Rentals

$Ideal River North 2BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground$
From $173 per night (USD)
VRBO
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 $173 per night (USD)
VRBO
$Ideal Loop 2BR w\/ Gym, Pool, near Millennium Park, by Blueground$
From $135 per night (USD)
Expedia
Ideal Loop 2BR w\/ Gym, Pool, near Millennium Park, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this bright two bedroom Blueground apartment. You’ll love coming h ...
From $135 per night (USD)
Expedia
$Roomy Loop 1BR w\/ Fitness center near West Loop & the L, by Blueground$
From $140 per night (USD)
VRBO
Roomy Loop 1BR w\/ Fitness center near West Loop & the L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $140 per night (USD)
VRBO
$Amazing West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $173 per night (USD)
Expedia
Amazing West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $173 per night (USD)
Expedia
$Dreamy West Loop 2BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $175 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 $175 per night (USD)
VRBO
$Amazing Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $111 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 $111 per night (USD)
Expedia
From $192 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 $192 per night (USD)
VRBO
From $295 per night (USD)
Expedia
The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
Bedrooms:
1
Bathrooms:
4
Sleeps:
4
If you're looking for a home away from home? Please visit The Woodlawn Oasis, a newly rehabbed apartment, fully furnishe ...
From $295 per night (USD)
Expedia
$Airy West Loop 1BR w\/ Pool, Gym, nr. Fulton Market, by Blueground$
From $121 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 $121 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Pool, Gym, nr. Financial District, by Blueground$
From $159 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 The Loop furnished one bedroom apart ...
From $159 per night (USD)
Expedia
$2 Bed\/2 Bath Loft available in West Loop close to restaurants and Fulton Market$
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
$Amazing Gold Coast 2BR w\/ Gym & Lounge, 1 block from L, by Blueground$
From $202 per night (USD)
Expedia
Amazing Gold Coast 2BR w\/ Gym & Lounge, 1 block from L, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Gold Coast furnished two bedroom apart ...
From $202 per night (USD)
Expedia
$Ideal West Loop 2BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $153 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 $153 per night (USD)
VRBO
From $196 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 $196 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 $198 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 $198 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Kasa | Modern 1 BD + Laptop Friendly | Chicago
Bedrooms:
1
Bathrooms:
2
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 $202 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Kasa | Stylish 1 BD + Steps to the South Loop | Chicago
Bedrooms:
1
Bathrooms:
2
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 $203 per night (USD)
VRBO
From $727 per night (USD)
VRBO
Kasa | Family Friendly 3 BD + Pet Friendly | Chicago
Bedrooms:
1
Bathrooms:
4
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 $727 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Kasa | Bright & Airy 1 BD + Steps to the South Loop | Chicago
Bedrooms:
1
Bathrooms:
2
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 $206 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Kasa | Modern 2 BD + Near Local Eateries | 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 $526 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Kasa | Inviting 2 BD + Laptop Friendly | 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 $602 per night (USD)
VRBO
From $205 per night (USD)
VRBO
Kasa | Bright & Airy 1 BD + Near Grant Park | Chicago
Bedrooms:
1
Bathrooms:
2
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 $205 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Relaxing Oak Park Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming Oak Park Bungalow offers a quiet relaxing environment to unwind after a busy day of site seeing in Chicag ...
From $182 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground$
From $150 per night (USD)
VRBO
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 The Loop. with views over the city. It’ll be easy to si ...
From $150 per night (USD)
VRBO
$Smart Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground$
From $136 per night (USD)
Expedia
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 The Loop. with views over the city. It’ll be easy to si ...
From $136 per night (USD)
Expedia
$Walk to Wrigley Field\/Monthly Discounts Available$
From $160 per night (USD)
VRBO
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 $160 per night (USD)
VRBO
Click For Pricing
Expedia
3 bedroom apartment easily 15 mins from downtown 10 mins from Chicago’s beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This apartment has 3 spacious bedrooms, newly renovated with brand new personalized alarm system. Toiletries and towels ...
Click For Pricing
Expedia
From $265 per night (USD)
VRBO
A quiet stay while you are away
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a gorgeous home in the Frank Loyd Wright historic district in Oak Park, Illinois. You will sleep on a super comf ...
From $265 per night (USD)
VRBO
$Bright Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $128 per night (USD)
Expedia
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 $128 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
$Airy Gold Coast 2BR w\/ Gym, Pool, near. Oak St. Beach, by Blueground$
From $208 per night (USD)
Expedia
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 Gold Coast furnished two bedroom apar ...
From $208 per night (USD)
Expedia
$Ample West Loop 1BR w\/ Pool, Gym, nr. Fulton Market, by Blueground$
From $179 per night (USD)
VRBO
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 $179 per night (USD)
VRBO
$Stunning Gold Coast 1BR w\/ Gym & Lounge, 1 block from L, by Blueground$
From $146 per night (USD)
Expedia
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 Gold Coast. with views over the city. It’ll be easy to ...
From $146 per night (USD)
Expedia
$Classic West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $100 per night (USD)
VRBO
Classic 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 West Loop. with views over the city. It’ll be easy to s ...
From $100 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 $265 per night (USD)
VRBO
Escape to a Private Woodland Estate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Stylish contemporary Chicago area home nestled away from the bustle of city life on a beautiful, peaceful 5 acre forest ...
From $265 per night (USD)
VRBO
$Gorgeous Loop 2BR w\/ Pool, Gym, nr. Financial District, by Blueground$
From $165 per night (USD)
Expedia
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 The Loop. with balcony views over the city. It’ll be ea ...
From $165 per night (USD)
Expedia
$Sleek Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground$
From $139 per night (USD)
VRBO
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 The Loop furnished one bedroom apar ...
From $139 per night (USD)
VRBO
$Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground$
From $113 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 charming one bedroom Blueground apartment. You’ll love coming ...
From $113 per night (USD)
Expedia
$Crisp River North 1BR w\/ Gym, Pool, nr. Oak Street Beach, by Blueground$
From $117 per night (USD)
VRBO
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 River North. with high floor views over the city. It’ll ...
From $117 per night (USD)
VRBO
$Smart Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground$
From $181 per night (USD)
Expedia
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 $181 per night (USD)
Expedia
$Stunning South Loop 1BR w\/ Pool + Gym near Michigan Avenue by Blueground$
From $167 per night (USD)
VRBO
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 $167 per night (USD)
VRBO
$Sleek Loop 1BR w\/ Gym, Pool, near Chicago Riverwalk, by Blueground$
From $136 per night (USD)
Expedia
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 $136 per night (USD)
Expedia
From $390 per night (USD)
VRBO
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 $390 per night (USD)
VRBO
$Amazing & Spacious 3 bed \/ 2 Bath Townhome Near Downtown, Steps from the train!$
From $358 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 $358 per night (USD)
VRBO
$3BD\/2BA DUAL LEVEL WITH FAMILY ROOM KING BED\/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY$
From $225 per night (USD)
VRBO
3BD\/2BA DUAL LEVEL WITH FAMILY ROOM KING BED\/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
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 $225 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Retro-Chic Urban Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Entire top floor apartment with private entrance in a charming two-story building. Two bedrooms and 2 queen beds can hos ...
From $137 per night (USD)
Expedia
$Spacious Gold Coast 2BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $182 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 ...
From $182 per night (USD)
VRBO
$Premium Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $163 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 $163 per night (USD)
Expedia
$Tasteful Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $146 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 ...
From $146 per night (USD)
VRBO
From $990 per night (USD)
VRBO
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 $990 per night (USD)
VRBO
From $666 per night (USD)
VRBO
Home Near Wrigley *Free Parking & Pet Friendly!*
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Located in the vibrant neighborhood of North Center, this stunning home offers the perfect blend of relaxation and enter ...
From $666 per night (USD)
VRBO
From $470 per night (USD)
Expedia
5 Star Upscale Entire Family Neighborhood Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
This home is located on the River Side/ N. River Side part of Berwyn and Oak Park in a delightful quiet family neighbor ...
From $470 per night (USD)
Expedia
$“The Executive” PRIVATE BEDROOM\/Bath, Hot Tub, in our Home$
From $80 per night (USD)
VRBO
“The Executive” PRIVATE BEDROOM\/Bath, Hot Tub, in our Home
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
PRIVATE ROOM IN OUR HOME AS WE LIVE IN THE PROPERTY. NOT ENTIRE HOUSE!!! The “Estates Executive” is an affordable place ...
From $80 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Stunning 3BR Penthouse in the Loop | Roof Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Beautiful 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, ...
From $526 per night (USD)
VRBO
$PROMO 10% WEEKLY\/12% MONTHLY DISCOUNT!\nKing Bed, High-Speed WiFi, Large Deck$
From $318 per night (USD)
VRBO
PROMO 10% WEEKLY\/12% MONTHLY DISCOUNT!\nKing Bed, High-Speed WiFi, Large Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Our 3bd, 1.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet ...
From $318 per night (USD)
VRBO
From $189 per night (USD)
VRBO
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 $189 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Soaring, Dramatic, & Spacious Wrigley Loft with Rooftop, Fireplace, BBQ Grill!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
You will seriously LIVE IT UP & say WOW in this unique huge Lofted space with Fireplace, Rooftop, and BBQ Grill in the m ...
From $393 per night (USD)
VRBO
$Wrigley Oasis! Steps from the Field! - 3DR\/1BA$
From $455 per night (USD)
VRBO
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 $455 per night (USD)
VRBO
From $268 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 $268 per night (USD)
VRBO
From $357 per night (USD)
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 ...
From $357 per night (USD)
Expedia
From $451 per night (USD)
VRBO
River North's Rock N' Roll - In The Heart of the City
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bed, 2 bath, second floor of 3 flat above French Bistro. High Ceilings, Hardwood Floors, Fully Equipped Ki ...
From $451 per night (USD)
VRBO
$The Neighborhood Hotel - Lincoln Park 302 - One Bedroom w\/ Patio$
From $179 per night (USD)
Expedia
The Neighborhood Hotel - Lincoln Park 302 - One Bedroom w\/ Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
A refreshing, sophisticated oasis with added flare like vibrant, oversized works of Chicago memorabilia. Ideal for a co ...
From $179 per night (USD)
Expedia
From $460 per night (USD)
VRBO
5 Bedroom Wrigleyville experience right by stadium
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Located on a peaceful side street of Wrigleyville, this private duplexed apartment is a unique blend of family friendly ...
From $460 per night (USD)
VRBO
From $195 per night (USD)
VRBO
🌃 Chicago Vrbo Newly Remodeled 2-Unit Apartment! 😍😍
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Enjoy luxury in Chicago! This newly renovated apartment on Chicago’s west side offers high end finishes and all of your ...
From $195 per night (USD)
VRBO
From $133 per night (USD)
VRBO
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
The space is two bedrooms with a common area and bathroom. The common area has a sofa (that can be used if there are mor ...
From $133 per night (USD)
VRBO
From $521 per night (USD)
VRBO
Modern 3BR Penthouse in the Loop | Roof Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Stunning 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, ...
From $521 per night (USD)
VRBO
From $139 per night (USD)
VRBO
PARKING, BALCONY near NAPA, UNIVERSITIES, RAVINIA, GOLFING & TRAIN to CHICAGO
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
CONTEMPORARY ONE BEDROOM, ONE BATH APARTMENT WITH LARGE PRIVATE TERRACE. DEDICATED PARKING SPOT #1 -STEPS TO THE ENTRANC ...
From $139 per night (USD)
VRBO
$Amazing Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $95 per night (USD)
Expedia
Amazing Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, 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 $95 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Extended Stay Elgin FHS Rental - Greenridge Dr
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
Summary: 2000 SF renovated unit is 7-9 min away from interstate 90, which takes you straight to O'hare Air & downtown! T ...
From $587 per night (USD)
VRBO
From $759 per night (USD)
VRBO
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
2400 sf 4-story home in Chicago's East Village. 5 baths, spacious living rooms, fireplace, en-suite spa bath, 2 terraces ...
From $759 per night (USD)
VRBO
$Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground$
Click For Pricing
VRBO
Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
McCormick Place modern corner apartment with optional parking for up to 6 guests
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
Click For Pricing
Expedia
From $724 per night (USD)
VRBO
Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
Bedrooms:
1
Bathrooms:
4
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 $724 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Kasa | Welcoming 1 BD + Pet Friendly | Chicago
Bedrooms:
1
Bathrooms:
2
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 $315 per night (USD)
VRBO
From $208 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 $208 per night (USD)
VRBO
From $201 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 $201 per night (USD)
VRBO
From $213 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 $213 per night (USD)
VRBO
From $203 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 $203 per night (USD)
VRBO
From $196 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 $196 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $283 per night (USD)
VRBO
From $216 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 $216 per night (USD)
VRBO
From $199 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 $199 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Kasa | Comfy 1 BD + Laptop Friendly | Chicago
Bedrooms:
1
Bathrooms:
2
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 $321 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Kasa | Relaxing 1 BD + Near Grant Park | Chicago
Bedrooms:
1
Bathrooms:
2
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 $244 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Kasa | Classic 1 BD + Near Local Eateries | Chicago
Bedrooms:
1
Bathrooms:
2
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 $210 per night (USD)
VRBO
From $213 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 $213 per night (USD)
VRBO
From $216 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 $216 per night (USD)
VRBO
From $407 per night (USD)
VRBO
Designer 3BR Luxury Penthouse in Heart of Fulton Market | Featured In Architectu
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Spectacular 2,500 square foot brick-and-timber penthouse with 15 foot ceilings located in the heart of the vibr ...
From $407 per night (USD)
VRBO
$McCormick Place 2b\/2b family unit with optional parking for up to 8 guests$
Click For Pricing
VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 8 guests
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City Skyline view • ...
Click For Pricing
VRBO
From $842 per night (USD)
VRBO
Spectacular Fulton Market Penthouse, Sleeps 24 in Style | Featured In Architectu
Bedrooms:
4
Bathrooms:
8
Sleeps:
24
Summary: 2 side-by-side designer penthouse apartments comprising 5,000 square feet (the entire top floor) of a brick-and ...
From $842 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Stunning 2,500 square foot brick-and-timber luxury penthouse with 15 foot ceilings located in the heart of the ...
From $532 per night (USD)
VRBO
$2\/2 Apt in the City | Downtown Chicago$
From $187 per night (USD)
VRBO
2\/2 Apt in the City | Downtown Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: LOCATION! LOCATION! LOCATION! DOWNTOWN CHICAGO! The perfect crash pad (*NO PARTIES*) to explore the heart o ...
From $187 per night (USD)
VRBO
$Charming Fully Furnished 2BD\/1 BA Home in Homewood, IL$
From $193 per night (USD)
VRBO
Charming Fully Furnished 2BD\/1 BA Home in Homewood, IL
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly remodeled 2BD/1BA home on a quiet street. Minutes from the metra station to take you to downtown Chicago and minut ...
From $193 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Pet-Friendly Family Apartment - Near NU Campus!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Explore the Windy City with this stylish 2-bedroom, 2-bath apartment! In walking distance, you'll find a variety of loca ...
From $214 per night (USD)
Expedia
$Family Apartment w\/ Deck + Yard Near Northwestern$
From $223 per night (USD)
VRBO
Family Apartment w\/ Deck + Yard Near Northwestern
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Experience the joys of Evanston from this completely redone 2-bed, 2-bath vacation rental located just over 2 miles from ...
From $223 per night (USD)
VRBO
From $162 per night (USD)
Expedia
NEW! Serene Garden-Level Apt: 30 Miles to Chicago!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Escape to the suburbs for a relaxing getaway in Steger while staying at this tastefully appointed 1-bed, 1- Loft sleepin ...
From $162 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Million Dollar Views! Luxury Downtown Skyhouse!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stunning, Floor to Ceiling Panoramic Skyline Views from this Spacious 3-Bedroom, 2.5 Bath Apartment in the Sky! Located ...
From $613 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Suite 1 on Southport 4 Queen Beds!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Summary: Check out our brand new construction Suite on Southport Ave. Centrally located in the world famous Lincoln Park ...
From $202 per night (USD)
Expedia

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