Chicago Rentals
- From $361 per night (USD)
VRBO
4\/2 Home + Foosball Table | Near Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to this four bedroom, two bathroom apartment located in the neighborhood of Lakeview. The location is f ...
From $361 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Roomy Lincoln Park 2BR w\/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lincoln Park. with views over the city. It’ll be easy t ...
From $153 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Sleek Lincoln Park 1BR w\/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Lincoln Park furnished one bedroom ...
From $99 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Ideal Lincoln Park 1BR w\/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cheery Lincoln Park furnished one bedroom apa ...
From $100 per night (USD)VRBO
- From $1278 per night (USD)
VRBO
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w\/ 3,000 sqft Private Roof-Deck!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
"Wow" Step outside & be face-to-face with the iconic Wrigley Field, home of the Chicago Cubs!! Best Space in Wrigley! ...
From $1278 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Bucktown Blue Bungalow-Perfect Location!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Bucktown! You will love exploring the city of Chicago and this is the perfect location to do so. Take a walk, ...
From $175 per night (USD)VRBO
- From $113 per night (USD)
VRBO
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 $113 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 $171 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 $171 per night (USD)VRBO
- From $228 per night (USD)
VRBO
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)VRBO
- From $533 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 $533 per night (USD)VRBO
- From $329 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 $329 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 $333 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 $333 per night (USD)VRBO
- From $331 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 $331 per night (USD)VRBO
- From $399 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 $399 per night (USD)VRBO
- From $347 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 $347 per night (USD)VRBO
- From $316 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 $316 per night (USD)VRBO
- From $351 per night (USD)
VRBO
Kasa | Urban 1BD\/1BA, Walk to Mag Mile | 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 $327 per night (USD)
VRBO
Kasa | Spacious River North Apartment | 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 $327 per night (USD)VRBO
- From $610 per night (USD)
VRBO
Designer 3BR Luxury Penthouse in Heart of Fulton Market | Featured In Architectu
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: Spectacular 2,500 square foot brick-and-timber penthouse with 15 foot ceilings located in the heart of the vibr ...
From $610 per night (USD)VRBO
- From $498 per night (USD)
VRBO
McCormick Place 2b\/2b family unit 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 • City Skyline view • ...
From $498 per night (USD)VRBO
- From $1728 per night (USD)
VRBO
Spectacular Fulton Market Penthouse, Sleeps 24 in Style | Featured In Architectu
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 24
Summary: 2 side-by-side designer penthouse apartments comprising 5,000 square feet (the entire top floor) of a brick-and ...
From $1728 per night (USD)VRBO
- From $649 per night (USD)
VRBO
Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: Stunning 2,500 square foot brick-and-timber luxury penthouse with 15 foot ceilings located in the heart of the ...
From $649 per night (USD)VRBO
- From $264 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 $264 per night (USD)VRBO
- From $747 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 $747 per night (USD)VRBO
- From $336 per night (USD)
VRBO
Kasa | Near Loyola, Red Line, & Local Cuisine | 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 $336 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Kasa | River North, Walk to Red Line | 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 $389 per night (USD)VRBO
- From $398 per night (USD)
VRBO
Kasa | River North 2BD\/2BA Perfect for Families | 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 $398 per night (USD)VRBO
- From $284 per night (USD)
VRBO
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 $284 per night (USD)VRBO
- From $116 per night (USD)
VRBO
Chic, Cozy home, by Blue Line Train Stop + Free parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in this chic and artfully designed condo. This sun-kissed 1-bedroom apartment in Irving Park is located in the cit ...
From $116 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Perfect weekend getaway 2BR 2BA Apartment near Wrigley Field
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your getaway location in the heart of the Roscoe Village neighborhood of Chicago! A short walk to Wrigley Fie ...
From $313 per night (USD)VRBO
- From $411 per night (USD)
VRBO
Kasa | Family Friendly River North 2BD + Kitchen, W\/D | 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 $411 per night (USD)VRBO
- From $570 per night (USD)
VRBO
LUXURIOUS LINCOLN PARK Home w\/ Rooftop (+parking)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Escape into this Lincoln Park Masterpiece! Guests love this home because: - Surrounded by top-notch restaurants/retai ...
From $570 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Smart Home in Logan Square by the 606 Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is a smart home with 3 bedrooms and 2 1/2 bathrooms, with a garage for a small to medium size SUV, which c ...
From $450 per night (USD)VRBO
- From $165 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 $165 per night (USD)VRBO
- From $210 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 $210 per night (USD)VRBO
- From $110 per night (USD)
VRBO
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 ...
From $110 per night (USD)VRBO
- From $115 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 $115 per night (USD)VRBO
- From $228 per night (USD)
VRBO
Gorgeous Loop 1BR w\/ Pool, Gym, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this spacious The Loop furnished one bedroom apart ...
From $228 per night (USD)VRBO
- 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
VRBO
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 PricingVRBO
- 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
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 PricingVRBO
- From $133 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 $133 per night (USD)VRBO
- From $160 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 $160 per night (USD)VRBO
- From $363 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 $363 per night (USD)VRBO
- From $354 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 $354 per night (USD)VRBO
- From $363 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 $363 per night (USD)VRBO
- From $308 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 $308 per night (USD)VRBO
- From $308 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 $308 per night (USD)VRBO
- From $454 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 $454 per night (USD)VRBO
- From $326 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 $326 per night (USD)VRBO
- From $379 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 $379 per night (USD)VRBO
- From $398 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 $398 per night (USD)VRBO
- From $313 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 $313 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 $132 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 $132 per night (USD)VRBO
- From $83 per night (USD)
VRBO
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)VRBO
- From $102 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 $102 per night (USD)VRBO
- From $309 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 $309 per night (USD)VRBO
- From $179 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 $179 per night (USD)VRBO
- From $172 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 $172 per night (USD)VRBO
- 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 PricingVRBO
- From $201 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 $201 per night (USD)VRBO
- From $115 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 $115 per night (USD)VRBO
- From $198 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 $198 per night (USD)VRBO
- From $167 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 $167 per night (USD)VRBO
- 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 $199 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 $199 per night (USD)VRBO
- From $179 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 The Loop. with balcony views over the city. It’ll be ea ...
From $179 per night (USD)VRBO
- From $124 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 $124 per night (USD)VRBO
- From $202 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 $202 per night (USD)VRBO
- From $133 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 $133 per night (USD)VRBO
- From $124 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 $124 per night (USD)VRBO
- From $375 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 $375 per night (USD)VRBO
- From $370 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 $370 per night (USD)VRBO
- From $293 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 $293 per night (USD)VRBO
- From $145 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 $145 per night (USD)VRBO
- 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
- From $231 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 $231 per night (USD)VRBO
- From $187 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 $187 per night (USD)VRBO
- From $113 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 $113 per night (USD)VRBO
- From $1047 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 $1047 per night (USD)VRBO
- From $945 per night (USD)
VRBO
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 $945 per night (USD)VRBO
- From $622 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 $622 per night (USD)VRBO
- From $153 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 $153 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 $399 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 $399 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
- Click For Pricing
VRBO
Downtown Printer Row district Hotel style room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Situated in downtown Chicago’s urban Printer's Row district, Hotel Blake offers a relaxing retreat and easy access to e ...
Click For PricingVRBO
- 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 $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 $163 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 $163 per night (USD)VRBO
- From $143 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 $143 per night (USD)VRBO
- From $313 per night (USD)
VRBO
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 $313 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 $422 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 $422 per night (USD)VRBO
- From $354 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 $354 per night (USD)VRBO