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

Cook Area Rentals

$Classic West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
Click For Pricing
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 ...
Click For Pricing
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 $200 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 $200 per night (USD)
VRBO
$Stunning Gold Coast 1BR w\/ Gym & Lounge, 1 block from L, by Blueground$
From $122 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 Rush & Division. with views over the city. It’ll be eas ...
From $122 per night (USD)
Expedia
$Gorgeous Loop 2BR w\/ Pool, Gym, nr. Financial District, by Blueground$
From $155 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 b ...
From $155 per night (USD)
VRBO
$Sleek Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground$
From $161 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 $161 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground$
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
$Crisp River North 1BR w\/ Gym, Pool, nr. Oak Street Beach, by Blueground$
From $111 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. I ...
From $111 per night (USD)
Expedia
$Smart Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground$
From $212 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 $212 per night (USD)
VRBO
$Stunning South Loop 1BR w\/ Pool + Gym near Michigan Avenue by Blueground$
From $145 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 $145 per night (USD)
Expedia
$Sleek Loop 1BR w\/ Gym, Pool, near Chicago Riverwalk, by Blueground$
From $149 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 $149 per night (USD)
VRBO
From $630 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 $630 per night (USD)
Expedia
$Amazing & Spacious 3 bed \/ 2 Bath Townhome Near Downtown, Steps from the train!$
From $581 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 $581 per night (USD)
VRBO
From $457 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 $457 per night (USD)
Expedia
From $128 per night (USD)
VRBO
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 $128 per night (USD)
VRBO
$Spacious Gold Coast 2BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $198 per night (USD)
Expedia
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 $198 per night (USD)
Expedia
$Premium Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $192 per night (USD)
VRBO
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 $192 per night (USD)
VRBO
$Tasteful Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $119 per night (USD)
Expedia
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 $119 per night (USD)
Expedia
$Spacious River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI323)$
From $425 per night (USD)
VRBO
Spacious River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI323)
Bedrooms:
3
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 $425 per night (USD)
VRBO
$Bright River North 1BR w\/ Gym, Rooftop, walk to Riverwalk, by Blueground$
From $139 per night (USD)
Expedia
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 $139 per night (USD)
Expedia
$Spacious Gold Coast 1BR, w\/ W\/D, Gym nr Magnificent Mile by Blueground$
From $217 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 $217 per night (USD)
VRBO
$Cozy Loop 1BR w\/ Deck, Gym, W\/D, nr. West Loop & the L, by Blueground$
From $180 per night (USD)
Expedia
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 t ...
From $180 per night (USD)
Expedia
From $520 per night (USD)
VRBO
MICH AVE Downtown 2bd, Grant Park Museums #25
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Michigan Ave, Grant ...
From $520 per night (USD)
VRBO
$Luxe West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, by Blueground$
From $157 per night (USD)
Expedia
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 $157 per night (USD)
Expedia
$Sleek Evanston 1BR w\/ Dishwasher, walk to Northwestern, by Blueground$
From $138 per night (USD)
VRBO
Sleek Evanston 1BR w\/ Dishwasher, walk to Northwestern, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Evanston. . It’ll be easy to simply show up and start l ...
From $138 per night (USD)
VRBO
$MICH AVE Downtown, Grant Park, Museums 2bd\/2ba #23$
From $477 per night (USD)
Expedia
MICH AVE Downtown, Grant Park, Museums 2bd\/2ba #23
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our newly renovated Mich ...
From $477 per night (USD)
Expedia
From $478 per night (USD)
VRBO
MICH AVE Downtown, Grant Park, Museums 2bd #4
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Grant Park, Museum C ...
From $478 per night (USD)
VRBO
$Downtown MICH AVE #20, Grant Park, Museums 2bd\/2ba$
From $496 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 when you come to Chicago! Welcome to our newly renovated Mich ...
From $496 per night (USD)
Expedia
$MICH AVE #5 Downtown, Grant Park, Museums 2bd\/2ba$
From $482 per night (USD)
VRBO
MICH AVE #5 Downtown, Grant Park, Museums 2bd\/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our MIchigan Avenue, Gra ...
From $482 per night (USD)
VRBO
From $245 per night (USD)
VRBO
2BR in Andersonville-Walk to train, beach, shops and restaurants!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two bedroom apartment right in Historic Uptown / Andersonville. One block from CTA redline and one block from Clark Stre ...
From $245 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Kasa | Relaxing 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 $393 per night (USD)
VRBO
From $872 per night (USD)
Expedia
Kasa | Family Friendly 3 BD + Game Room Access | 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 $872 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Kasa | Traditional 1 BD + Fast Wifi | 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 $398 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Kasa | Inviting 1 BD + Pet 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 $409 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Kasa | Classic 1 BD + Gym Access | 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 $376 per night (USD)
VRBO
From $1090 per night (USD)
Expedia
Kasa | Modern 1 BD + Gym Access | 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 $1090 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Kasa | Classic 2 BD + Near Grant Park | 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 $641 per night (USD)
VRBO
From $615 per night (USD)
Expedia
Kasa | Welcoming 2 BD + Game Room 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 $615 per night (USD)
Expedia
From $1377 per night (USD)
VRBO
Kasa | Inviting 1 BD + Game Room Access | 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 $1377 per night (USD)
VRBO
From $623 per night (USD)
Expedia
Kasa | Family Friendly 2 BD + Fast Wifi | 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 $623 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Kasa | Comfy 1 BD + Game Room Access | 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 $379 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Kasa | Welcoming 1 BD + Fast Wifi | 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 $395 per night (USD)
Expedia
$Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom \/ Unit 1$
From $1117 per night (USD)
VRBO
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom \/ Unit 1
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Modern, large, & art filled downtown townhouse in Chicago's happening RiverWest neighborhood. 3000+ sq ft 4-bedroom 3. ...
From $1117 per night (USD)
VRBO
$Music Hot Spot N Berwyn\/Oak Park 2nd flr Wifi, Smart TVs, BBQ Patio & Greenhouse$
From $129 per night (USD)
VRBO
Music Hot Spot N Berwyn\/Oak Park 2nd flr Wifi, Smart TVs, BBQ Patio & Greenhouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sweet, suite nestled within walking distance to 4 music venues, Friendly Tap Coffee Cafe/Music school and the Distro (wa ...
From $129 per night (USD)
VRBO
$Cozy 4 Bedroom\/2 Bath Cozy Home In East Glenview With Inground Pool!$
From $403 per night (USD)
VRBO
Cozy 4 Bedroom\/2 Bath Cozy Home In East Glenview With Inground Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Cuddle up with your loved ones by the fireplace during the winter at our cozy 1,900 sq ft ranch home in upscale east Gle ...
From $403 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Kasa | Relaxing 2 BD + Steps to the South Loop | 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 $648 per night (USD)
Expedia
From $724 per night (USD)
VRBO
Kasa | Family Friendly 2 BD + Pet 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 $724 per night (USD)
VRBO
$Music Hot Spot Berwyn\/Oak Park$
From $113 per night (USD)
VRBO
Music Hot Spot Berwyn\/Oak Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Fun 2Bed-1Bath Suite with High Speed Fiber WIFI (One King with TV in Room and One Queen). Within walking distance to mu ...
From $113 per night (USD)
VRBO
$Roomy Gold Coast 1BR w\/ Walk-up, near L & Mariano Park, by Blueground$
From $126 per night (USD)
VRBO
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 ...
From $126 per night (USD)
VRBO
$Quaint River North 1BR w\/ Gym + W\/D near Mag Mile by Blueground$
From $212 per night (USD)
Expedia
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. I ...
From $212 per night (USD)
Expedia
$Bright Loop 1BR w\/Gym, Roofdeck, W\/D, nr West Loop & the L by Blueground$
From $113 per night (USD)
VRBO
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 $113 per night (USD)
VRBO
$Ideal Loop 1BR w\/ Gym, Roofdeck, W\/D, nr West Loop & the , by Blueground$
From $179 per night (USD)
Expedia
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 $179 per night (USD)
Expedia
$Ideal River North 2BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground$
From $142 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 $142 per night (USD)
VRBO
$Roomy Loop 1BR w\/ Fitness center near West Loop & the L, by Blueground$
From $200 per night (USD)
Expedia
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’l ...
From $200 per night (USD)
Expedia
$Amazing West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $162 per night (USD)
VRBO
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 $162 per night (USD)
VRBO
$Dreamy West Loop 2BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $196 per night (USD)
Expedia
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 $196 per night (USD)
Expedia
$Amazing Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $113 per night (USD)
VRBO
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 $113 per night (USD)
VRBO
$Serene West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $147 per night (USD)
Expedia
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 $147 per night (USD)
Expedia
From $1019 per night (USD)
VRBO
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 $1019 per night (USD)
VRBO
$Sunny West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
Click For Pricing
Expedia
Sunny 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 balcony views over the city. It’ll be e ...
Click For Pricing
Expedia
$Lovely West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $129 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 s ...
From $129 per night (USD)
VRBO
$Trendy West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $189 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 $189 per night (USD)
Expedia
$Sweet West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground$
Click For Pricing
VRBO
Sweet 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 ...
Click For Pricing
VRBO
From $1446 per night (USD)
Expedia
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
Bedrooms:
4
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 $1446 per night (USD)
Expedia
From $194 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 $194 per night (USD)
VRBO
From $305 per night (USD)
Expedia
The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
If you're looking for a home away from home? Please visit The Woodlawn Oasis, a newly rehabbed apartment, fully furnishe ...
From $305 per night (USD)
Expedia
$Airy West Loop 1BR w\/ Pool, Gym, nr. Fulton Market, by Blueground$
From $167 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 $167 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Pool, Gym, nr. Financial District, by Blueground$
From $149 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 $149 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 $200 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 Rush & Division furnished two bedroom ...
From $200 per night (USD)
Expedia
$Ideal West Loop 2BR w\/ Gym & Pool in heart of Greektown, by Blueground$
From $196 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 $196 per night (USD)
VRBO
From $391 per night (USD)
Expedia
#2015 - 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 $391 per night (USD)
Expedia
From $408 per night (USD)
VRBO
#1505 - 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 $408 per night (USD)
VRBO
From $376 per night (USD)
Expedia
#2012 - 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 $376 per night (USD)
Expedia
$Splendid Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $178 per night (USD)
VRBO
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)
VRBO
$Sunny West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, by Blueground$
From $155 per night (USD)
Expedia
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 $155 per night (USD)
Expedia
$Ideal West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, by Blueground$
From $184 per night (USD)
VRBO
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 $184 per night (USD)
VRBO
$Downtown Park VIEWS Mich Ave, Museums 2bd\/2ba$
From $578 per night (USD)
Expedia
Downtown Park VIEWS Mich Ave, Museums 2bd\/2ba
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Michigan Ave, Grant ...
From $578 per night (USD)
Expedia
From $1037 per night (USD)
VRBO
FIVE STAR Single Family in Heart Of Chicago! Super clean, Great Neighborhood
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Welcome to Chicago! We're thrilled you're considering our home for your trip. Our Chicago brick home, adjacent to a beau ...
From $1037 per night (USD)
VRBO
$Beautiful Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $166 per night (USD)
Expedia
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’ ...
From $166 per night (USD)
Expedia
$DOWNTOWN PENTHOUSE #2 Vintage 3BD\/1BA Family-Friendly, Grant Park & Museums$
From $593 per night (USD)
VRBO
DOWNTOWN PENTHOUSE #2 Vintage 3BD\/1BA Family-Friendly, Grant Park & Museums
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 3-bd Penthouse! We ...
From $593 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Great Suburban Living!!!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Large Beautiful Home, 5 blocks from Olympia Fields Golf course and trains, resort style living, large screen TVs through ...
From $232 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $554 per night (USD)
VRBO
$Belmont House, Classy & Chic\/walk to Wrigley Field$
From $215 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 $215 per night (USD)
Expedia
From $482 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 $482 per night (USD)
VRBO
$Airy River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $189 per night (USD)
Expedia
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 $189 per night (USD)
Expedia
From $516 per night (USD)
VRBO
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 $516 per night (USD)
VRBO
$DOWNTOWN PENTHOUSE #1 Vintage 2BD\/1BA Grank Park, Museums$
From $410 per night (USD)
Expedia
DOWNTOWN PENTHOUSE #1 Vintage 2BD\/1BA Grank Park, Museums
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 2-bd in the HEART of ...
From $410 per night (USD)
Expedia
From $1462 per night (USD)
VRBO
Prime location Historic Chicago Townhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to our stunning Townhouse located in the luxurious Gold Coast of Chicago Located on one of the desirab ...
From $1462 per night (USD)
VRBO
From $854 per night (USD)
Expedia
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Lincoln Park is one of the most coveted areas to live or stay in Chicago. DePaul University is less than a block away. L ...
From $854 per night (USD)
Expedia
From $185 per night (USD)
VRBO
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located right off main bustling streets in Logan Square, i.e. the famous Milwaukee Ave, you definitely won’t need a car ...
From $185 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a beautifully remodeled, modern, spacious, and luxuriously furnished 3 bedroom, 2 bath private city apartment. ...
From $456 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Modern Lincoln Park Hideaway 1 Bed and 1Bath
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Recently fully renovated sanctuary in west Lincoln Park. Enjoy the abundant restaurants, shopping, lake and beaches near ...
From $152 per night (USD)
VRBO
From $774 per night (USD)
Expedia
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Bedrooms:
4
Bathrooms:
4
Sleeps:
24
Temporarily live in the best neighborhood in Chicago in an amazing Furnished Custom Single Family Home brought to you by ...
From $774 per night (USD)
Expedia
$51\/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center$
From $1179 per night (USD)
VRBO
51\/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Indulge in the extraordinary at Penthouse#4 – not just a rental, but a magnificent haven soaring above Chicago. Picture ...
From $1179 per night (USD)
VRBO
From $628 per night (USD)
Expedia
52th Floor Penthouse - Fireplace, VIEWS, grocery store in building.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $628 per night (USD)
Expedia
From $637 per night (USD)
VRBO
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $637 per night (USD)
VRBO
From $593 per night (USD)
Expedia
52nd Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Pool, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Downtown Chicago Penthouse unit is towering 52 stories above the city, with floor to ceiling windows in the living ...
From $593 per night (USD)
Expedia
From $677 per night (USD)
VRBO
53rd Floor MagMile Penthouse - VIEWS, Balcony, Pool, WiFi, & Fitness Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Penthouse level unit is a magnificent unique rental in Chicago. Towering 50+ Floors above the city, this Penthouse ...
From $677 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Historic 1920s Private Bungalow Near Logan Square!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Before every reservation this home is Professionally CLEANED and SANITIZED thoroughly from top to bottom. Our single f ...
From $477 per night (USD)
Expedia

Search Your Destination Now!

Cook Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals