Cook Area Rentals
- From $155 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 $155 per night (USD)VRBO
- From $220 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 $220 per night (USD)Expedia
- From $117 per night (USD)
VRBO
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 $117 per night (USD)VRBO
- From $155 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 The Loop. with high floor views over the city. It’ll be ...
From $155 per night (USD)Expedia
- From $113 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 $113 per night (USD)VRBO
- From $153 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 $153 per night (USD)Expedia
- From $87 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 $87 per night (USD)VRBO
- From $169 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 $169 per night (USD)VRBO
- From $200 per night (USD)
VRBO
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 $200 per night (USD)VRBO
- From $454 per night (USD)
VRBO
Elgin FHS Rental - Greenridge Dr
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $454 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Summit FHS Rental
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: 2340 SF renovated home is only 3 miles away from Midway airport, and approx. 16 min from downtown Chicago! Th ...
From $435 per night (USD)VRBO
- Click For Pricing
Expedia
Urban West Loop 1BR w\/ Gym, Pool, W\/D, near the L & Restos, 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 PricingExpedia
- From $108 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 $108 per night (USD)VRBO
- From $190 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 $190 per night (USD)Expedia
- Click For Pricing
VRBO
Bright West Loop 1BR, walk to Loop & Dining, near 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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Gorgeous Loop 1BR w\/ Lounge + Rooftop near Art Institute 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 ...
Click For PricingExpedia
- From $76 per night (USD)
VRBO
Rad Loop 1BR w\/ Rooftop + Gym + Lounge near Millenium Park by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming The Loop furnished one bedroom apart ...
From $76 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $137 per night (USD)
VRBO
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 $137 per night (USD)VRBO
- From $172 per night (USD)
Expedia
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 $172 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Kasa | Perfect Weekend Getaway | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $345 per night (USD)VRBO
- From $368 per night (USD)
VRBO
Kasa | Spacious 1BD\/1BA with Fast Wifi | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $368 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Kasa | Experience Local Entertainment | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $361 per night (USD)VRBO
- From $339 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 $339 per night (USD)VRBO
- From $279 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 $279 per night (USD)VRBO
- From $441 per night (USD)
VRBO
Kasa | Family Friendly 3 BD + Pet Friendly | Chicago
- Bedrooms:
- 2
- 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 $441 per night (USD)VRBO
- From $285 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 $285 per night (USD)VRBO
- From $444 per night (USD)
VRBO
Kasa | Modern 2 BD + Near Local Eateries | Chicago
- Bedrooms:
- 2
- 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 $444 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Kasa | Inviting 2 BD + Laptop Friendly | Chicago
- Bedrooms:
- 2
- 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 $354 per night (USD)VRBO
- From $272 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 $272 per night (USD)VRBO
- From $150 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 $150 per night (USD)VRBO
- Click For Pricing
VRBO
Chic Loop 1BR w\/ Gym, Roof Deck, walk to Riverwalk & the L 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 ...
Click For PricingVRBO
- From $136 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 $136 per night (USD)VRBO
- From $83 per night (USD)
Expedia
Airy West Loop 1BR, w\/ W\/D, Pool, Gym, nr the L by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy West Loop furnished one bedroom apartmen ...
From $83 per night (USD)Expedia
- From $104 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 The Loop. with views over the city. It’ll be easy to si ...
From $104 per night (USD)VRBO
- From $333 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 $333 per night (USD)Expedia
- From $143 per night (USD)
VRBO
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 ...
From $143 per night (USD)VRBO
- From $95 per night (USD)
Expedia
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 $95 per night (USD)Expedia
- From $198 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 $198 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 PricingExpedia
- From $186 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 Gold Coast furnished two bedroom apar ...
From $186 per night (USD)VRBO
- From $108 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 $108 per night (USD)Expedia
- From $183 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 Gold Coast. with views over the city. It’ll be easy to ...
From $183 per night (USD)VRBO
- From $117 per night (USD)
Expedia
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 $117 per night (USD)Expedia
- Click For Pricing
VRBO
Charming West Town 2BR, 4 blocks to L & Wicker Park bars, by Blueground
- Bedrooms:
- 1
- 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 ...
Click For PricingVRBO
- From $120 per night (USD)
VRBO
Tasteful West Town 2BR, 4 blocks to L & Wicker Park bars, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this beautiful two-bedroom Blueground apartment. You’ll love comin ...
From $120 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Monthly Only, 30 Days or More - River North's Finest - In The Heart Of Chicago
- 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 $198 per night (USD)VRBO
- From $188 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 $188 per night (USD)Expedia
- From $114 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 $114 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $129 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 $129 per night (USD)VRBO
- From $114 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 $114 per night (USD)Expedia
- From $201 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 $201 per night (USD)VRBO
- From $110 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 $110 per night (USD)Expedia
- From $399 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 $399 per night (USD)VRBO
- From $399 per night (USD)
Expedia
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 $399 per night (USD)Expedia
- From $247 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 $247 per night (USD)VRBO
- From $165 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 $165 per night (USD)Expedia
- From $169 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 $169 per night (USD)VRBO
- From $197 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 $197 per night (USD)Expedia
- From $1009 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 $1009 per night (USD)VRBO
- From $959 per night (USD)
Expedia
Home Near Wrigley *Free Parking & Pet Friendly!*
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Located in the vibrant neighborhood of North Center, this stunning home offers the perfect blend of relaxation and enter ...
From $959 per night (USD)Expedia
- From $375 per night (USD)
VRBO
5 Star Upscale Entire Family Neighborhood Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $375 per night (USD)VRBO
- From $62 per night (USD)
Expedia
“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 $62 per night (USD)Expedia
- From $435 per night (USD)
VRBO
Palos Hills FHS Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2300 SF updated home is the GEM of the South suburbs, nestled in between Midway airport and Tinley/Orland Park! Our home ...
From $435 per night (USD)VRBO
- From $545 per night (USD)
VRBO
Stunning 3BR Penthouse in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Beautiful 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, ...
From $545 per night (USD)VRBO
- From $203 per night (USD)
VRBO
PROMO 10% WEEKLY\/12% MONTHLY DISCOUNT!\nKing Bed, High-Speed WiFi, Large Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
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 $203 per night (USD)VRBO
- From $155 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 $155 per night (USD)VRBO
- From $725 per night (USD)
VRBO
Soaring, Dramatic REMODELED Wrigley Loft +PRIVATE Rooftop, BBQGrill - Sleeps 18!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
You will seriously LIVE IT UP & say WOW in this unique huge Lofted space in the middle of the action of Wrigleyville. Y ...
From $725 per night (USD)VRBO
- From $403 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 $403 per night (USD)VRBO
- From $203 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 $203 per night (USD)VRBO
- From $290 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 $290 per night (USD)Expedia
- From $369 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 $369 per night (USD)VRBO
- From $344 per night (USD)
Expedia
The Neighborhood Hotel - Lincoln Park 302 - One Bedroom w\/ Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A refreshing, sophisticated oasis with added flare like vibrant, oversized works of Chicago memorabilia. Ideal for a co ...
From $344 per night (USD)Expedia
- From $725 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 $725 per night (USD)VRBO
- From $150 per night (USD)
VRBO
🌃 Chicago Vrbo Newly Remodeled 2-Unit Apartment! 😍😍
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy luxury in Chicago! This newly renovated apartment on Chicago’s west side offers high end finishes and all of your ...
From $150 per night (USD)VRBO
- From $364 per night (USD)
VRBO
Berwyn FHS Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: 1800 SF renovated home is only 5 miles away from Midway airport, and approx 26 min from downtown Chicago! This ...
From $364 per night (USD)VRBO
- From $329 per night (USD)
VRBO
Des Plaines FHS Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary - 1400 SF renovated unit is 11 min away from O'Hare Airport! This property has 3 bedrooms, & 2 bathrooms. Master ...
From $329 per night (USD)VRBO
- From $123 per night (USD)
VRBO
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $123 per night (USD)VRBO
- From $444 per night (USD)
VRBO
Modern 3BR Penthouse in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Stunning 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, ...
From $444 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
- From $105 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 $105 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Extended Stay Elgin FHS Rental - Greenridge Dr
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $431 per night (USD)VRBO
- From $594 per night (USD)
VRBO
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
- Bedrooms:
- 5
- Bathrooms:
- 4
- 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 $594 per night (USD)VRBO
- From $236 per night (USD)
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 ...
From $236 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Sleek South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with high floor views over the city. It’ll ...
From $228 per night (USD)Expedia
- From $558 per night (USD)
VRBO
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 ...
From $558 per night (USD)VRBO
- From $398 per night (USD)
VRBO
Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
- Bedrooms:
- 2
- 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 $398 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Kasa | Welcoming 1 BD + Pet Friendly | 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 $308 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Kasa | Spacious 1BD in an Ideal Location | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $354 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Kasa | Perfect for Remote Work | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $354 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Kasa | Walk to Shopping, Dining, & More | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $352 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Kasa | Airy 1BD\/1BA with Fast WiFi & Full Kitchen | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $361 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Kasa | Charming 1BD\/1BA Nearby Shopping | River North
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $352 per night (USD)VRBO
- From $438 per night (USD)
VRBO
Kasa | Family 2BD\/2BA Enjoy to Local Cuisine | Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $438 per night (USD)VRBO
- From $351 per night (USD)
VRBO
Kasa | Stroll to Millennium Park | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $351 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Kasa | Stay in River North | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $352 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Kasa | Comfy 1 BD + Laptop Friendly | 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 $310 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Kasa | Relaxing 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 $276 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Kasa | Classic 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 $279 per night (USD)VRBO