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Chicago Rentals

$Smart Loop 1BR w\/ Pool, Gym, nr. Financial District, by Blueground$
From $136 per night (USD)
VRBO
Smart 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 pretty The Loop furnished one bedroom apartme ...
From $136 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground$
From $114 per night (USD)
Expedia
Gorgeous Loop 1BR w\/ Gym, Pool, nr. Financial District, 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 $114 per night (USD)
Expedia
$Mod West Loop 1BR w\/ Pool, Gym, nr. Fulton Market & L, by Blueground$
From $107 per night (USD)
VRBO
Mod West Loop 1BR w\/ Pool, Gym, nr. Fulton Market & L, 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 $107 per night (USD)
VRBO
$Roomy Lakeview 1BR w\/ W\/D, Gym, near Lakefront Trail, by Blueground$
From $157 per night (USD)
Expedia
Roomy Lakeview 1BR w\/ W\/D, Gym, near Lakefront Trail, 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
$Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground$
From $106 per night (USD)
VRBO
Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $106 per night (USD)
VRBO
$Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)$
From $228 per night (USD)
Expedia
Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover the best of Chicago, with this three bedroom apartment in River North. with balcony views over the city. It’ll ...
From $228 per night (USD)
Expedia
$Amazing Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $95 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 $95 per night (USD)
VRBO
From $759 per night (USD)
VRBO
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
2400 sf 4-story home in Chicago's East Village. 5 baths, spacious living rooms, fireplace, en-suite spa bath, 2 terraces ...
From $759 per night (USD)
VRBO
$Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground$
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VRBO
Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
Click For Pricing
VRBO
Click For Pricing
Expedia
McCormick Place modern corner apartment with optional parking for up to 6 guests
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
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Expedia
From $196 per night (USD)
VRBO
Kasa | Spectacular City Views | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $196 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Kasa | Spectacular City Views | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $216 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Kasa | Spectacular City Views | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $199 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Kasa | Comfy 1 BD + Laptop Friendly | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $321 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Kasa | Relaxing 1 BD + Near Grant Park | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $244 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Kasa | Classic 1 BD + Near Local Eateries | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $210 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Kasa | Spectacular City Views | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $213 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Kasa | Spectacular City Views | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $216 per night (USD)
VRBO
$McCormick Place 2b\/2b family unit with optional parking for up to 8 guests$
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VRBO
McCormick Place 2b\/2b family unit with optional parking for up to 8 guests
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City Skyline view • ...
Click For Pricing
VRBO
From $842 per night (USD)
VRBO
Spectacular Fulton Market Penthouse, Sleeps 24 in Style | Featured In Architectu
Bedrooms:
4
Bathrooms:
8
Sleeps:
24
Summary: 2 side-by-side designer penthouse apartments comprising 5,000 square feet (the entire top floor) of a brick-and ...
From $842 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Stunning 2,500 square foot brick-and-timber luxury penthouse with 15 foot ceilings located in the heart of the ...
From $532 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $283 per night (USD)
VRBO
From $407 per night (USD)
VRBO
Designer 3BR Luxury Penthouse in Heart of Fulton Market | Featured In Architectu
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Spectacular 2,500 square foot brick-and-timber penthouse with 15 foot ceilings located in the heart of the vibr ...
From $407 per night (USD)
VRBO
$2\/2 Apt in the City | Downtown Chicago$
From $187 per night (USD)
VRBO
2\/2 Apt in the City | Downtown Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: LOCATION! LOCATION! LOCATION! DOWNTOWN CHICAGO! The perfect crash pad (*NO PARTIES*) to explore the heart o ...
From $187 per night (USD)
VRBO
From $613 per night (USD)
VRBO
Million Dollar Views! Luxury Downtown Skyhouse!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stunning, Floor to Ceiling Panoramic Skyline Views from this Spacious 3-Bedroom, 2.5 Bath Apartment in the Sky! Located ...
From $613 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Kasa | Spectacular City Views | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $199 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Kasa | Spectacular City Views | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $193 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $277 per night (USD)
VRBO
From $202 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 $202 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Chic, Cozy home, by Blue Line Train Stop + Free parking
Bedrooms:
1
Bathrooms:
2
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 $114 per night (USD)
Expedia
From $368 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 $368 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $286 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Spacious 2 bedroom 2 bath 10 Minutes to Down Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Introducing your perfect short-term rental for a Chicago getaway! Nestled in the heart of historic Bronzeville, just a 1 ...
From $316 per night (USD)
VRBO
$LUXURIOUS LINCOLN PARK Home w\/ Rooftop (+parking)$
From $273 per night (USD)
Expedia
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 $273 per night (USD)
Expedia
From $548 per night (USD)
VRBO
Smart Home in Logan Square by the 606 Trail
Bedrooms:
3
Bathrooms:
4
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 $548 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Charming 1 Bedroom entire Apartment - 1 Mile from Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Wonderful and spacious 1 bedroom apartment in the Northside of Chicago. Strong WiFi for your business and viewing. Right ...
From $143 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Chic 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 $290 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Luxury Home Away From Your Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a newly rehab house remodeled a year ago this house is your home away from home!! Upstairs Downstairs All Bedroo ...
From $207 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Charming|Comfortable|1BR|Lincoln Square
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $175 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Trendy|Comfortable|1BR|Lincoln Square
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $227 per night (USD)
Expedia
$Roomy South Loop 1BR w\/ Pool, Lounge, walk to CTA Trains, by Blueground$
From $110 per night (USD)
VRBO
Roomy South Loop 1BR w\/ Pool, Lounge, walk to CTA Trains, 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 $110 per night (USD)
VRBO
From $180 per night (USD)
VRBO
Sonder Greektown | One-Bedroom Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Tradition meets modern amenities at Greektown. In the heart of this historic neighborhood, your stylish space includes a ...
From $180 per night (USD)
VRBO
$Airy South Loop 1BR w\/ Lounge, Pool & Gym near Grant Park, by Blueground$
From $112 per night (USD)
VRBO
Airy South Loop 1BR w\/ Lounge, Pool & Gym near Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with balcony views over the city. It’ll be ...
From $112 per night (USD)
VRBO
$Bright South Loop 1BR w\/ Pool, Gym, walk to Museum Campus, by Blueground$
From $115 per night (USD)
Expedia
Bright South Loop 1BR w\/ Pool, Gym, walk to Museum Campus, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with views over the city. It’ll be easy to ...
From $115 per night (USD)
Expedia
From $2221 per night (USD)
VRBO
Luxurious Four-Level Home with Personal Touches Everywhere
Bedrooms:
5
Bathrooms:
6
Sleeps:
17
Cook in a dream kitchen with top-of-the-line appliances at this sprawling and luxurious home located on a quiet, one-way ...
From $2221 per night (USD)
VRBO
$Roomy Ravenswood 2BR w\/ Rooftop, BBQ, next to Brown line, by Blueground$
From $180 per night (USD)
Expedia
Roomy Ravenswood 2BR w\/ Rooftop, BBQ, next to Brown line, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Ravenswood furnished two bedroom apartme ...
From $180 per night (USD)
Expedia
$Modern South Loop 1BR w\/ Pool + Gym, walk to Soldier Field, by Blueground$
From $124 per night (USD)
VRBO
Modern South Loop 1BR w\/ Pool + Gym, walk to Soldier Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish South Loop furnished one bedroom apar ...
From $124 per night (USD)
VRBO
$HUGE 1700 sqft 3bd West Loop Penthouse w\/ Balcony$
From $209 per night (USD)
Expedia
HUGE 1700 sqft 3bd West Loop Penthouse w\/ Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
1700 sqft penthouse in the historic west end of the West Loop. Nestled on a quiet street, minutes away from incredible r ...
From $209 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Soft Suede and Warm Bricks at a Stylish Rogers Park Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Meet NEW and CHARM with exposed brick,dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open ...
From $286 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Lincoln Park Charm Near Everything + On site Parking Spot Included
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Come stay at this gorgeous, clean, renovated, top-floor apartment in beautiful Lincoln Park. The unit is located on a qu ...
From $273 per night (USD)
VRBO
From $432 per night (USD)
VRBO
1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Beautiful and newly furnished condo in the heart of Chicago Chinatown area with 4 bedrooms, 2 baths, two separate living ...
From $432 per night (USD)
VRBO
$Lovely River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $120 per night (USD)
Expedia
Lovely 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 sophisticated River North furnished one bedro ...
From $120 per night (USD)
Expedia
$Darling River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $114 per night (USD)
VRBO
Darling River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
From $114 per night (USD)
VRBO
$Ultra Modern Wicker Park Pad w\/ HUGE Outdoor Space$
From $243 per night (USD)
Expedia
Ultra Modern Wicker Park Pad w\/ HUGE Outdoor Space
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Our Townhouse sits in an incredible location. 1 minute away from 90/94 expressway, on a quiet cul-de-sac in Wicker Park. ...
From $243 per night (USD)
Expedia
From $4624 per night (USD)
VRBO
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Chicago’s Gold Coast Luxury Single Family Home. The location is so perfect it cannot be beat! IG: ChicagoLuxuryVRBO. Ho ...
From $4624 per night (USD)
VRBO
From $180 per night (USD)
VRBO
Great Location-Beautiful Friendly Andersonville Neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
City of Chicago Vacation LICENSE NO.: 2209341 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful t ...
From $180 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Walking distance to restaurants, shops and Lake Michigan,
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Residence on the Avenue. A Spacious Vintage condo in a stunning 1928 Art Deco building on a tree lined avenue. We are a ...
From $247 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Walking distance to Lake Michigan, shops and restaurants.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sky View Condo at Residence on the Avenue is a spacious 1800 sq. ft condo . This is one of our 3 rentals. The Sky Vi ...
From $116 per night (USD)
Expedia
From $291 per night (USD)
VRBO
The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We are happy to announce our 2nd Wrigleyville location. The Wrigleyville VIP sits just behind the Hotel Zachary, on the ...
From $291 per night (USD)
VRBO
From $285 per night (USD)
VRBO
One half block from Lincoln Park and the zoo
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Our place is a newly renovated.! You'll love the kitchen, the fireplace, the outdoor deck and it's coziness. Perfect for ...
From $285 per night (USD)
VRBO
$Family Friendly 2BD\/2BA Near Wrigley, Lincoln Square$
From $257 per night (USD)
VRBO
Family Friendly 2BD\/2BA Near Wrigley, Lincoln Square
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Live like a local in one of Chicago’s best neighborhoods at a top rated property! Located in a family-owned boutique bui ...
From $257 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
What guests like most? Super clean. Super comfortable. Super Host. Full use of second story fully furnished private apa ...
From $129 per night (USD)
VRBO
From $174 per night (USD)
VRBO
iKlektik House Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Fully furnished one bedroom in Ukrainian Village/West Town. Voted best top ten neighborhood in the United States. Close ...
From $174 per night (USD)
VRBO
$Charming River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $139 per night (USD)
Expedia
Charming River North 1BR w\/ Gym, Pool, near L stop & Beach, 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 $139 per night (USD)
Expedia
$Rad River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $148 per night (USD)
VRBO
Rad River North 1BR w\/ Gym, Pool, near L stop & Beach, 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 $148 per night (USD)
VRBO
$Sleek River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $154 per night (USD)
Expedia
Sleek River North 1BR w\/ Gym, Pool, near L stop & Beach, 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 $154 per night (USD)
Expedia
$Smart River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $140 per night (USD)
VRBO
Smart River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
From $140 per night (USD)
VRBO
$Elegant Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground$
From $123 per night (USD)
Expedia
Elegant Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Lakeview furnished one bedroom ...
From $123 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Modern 4 Bedroom Greystone | White Sox
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Three story Greystone which still has the original charm with it's 2 story entrance is nestled within a very hi ...
From $211 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $281 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Walking distance to restaurants, shops and Lake Michigan,
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Residence on the Avenue. A Spacious 1700 sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined ...
From $291 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Inviting Stylish Home with Covered Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The residence features a subtle boho-chic inspired aesthetic, rustic wood furnishings, a breakfast bar, an open-plan mai ...
From $274 per night (USD)
Expedia
From $262 per night (USD)
VRBO
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $262 per night (USD)
VRBO
From $229 per night (USD)
Expedia
🌟Spacious|Inviting 2BR Heart of Lively Lincoln Sq🌟
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $229 per night (USD)
Expedia
From $262 per night (USD)
VRBO
🌟Homey|Snuggly|Modern|1BR Lakeview - Near Wrigley🌟
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lakeview is home to Wrigleyville, Wrigley field home of the Chicago Cubs and Belmont theatre district which has over 30 ...
From $262 per night (USD)
VRBO
From $199 per night (USD)
Expedia
✨|Beautiful|Comfy|1br|✨LincolnSq.|Near Wrigley| ✨
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $199 per night (USD)
Expedia
From $249 per night (USD)
VRBO
✨Rustic Studio Apartment Heart of Lincoln Square✨
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $249 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Soft Palate & Warm Bricks At A Rogers Park Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Meet NEW and CHARM with exposed brick,dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open ...
From $355 per night (USD)
Expedia
From $625 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 $625 per night (USD)
VRBO
From $488 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 $488 per night (USD)
Expedia
From $241 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 $241 per night (USD)
VRBO
From $243 per night (USD)
VRBO
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 $243 per night (USD)
VRBO
$Modern Lincoln Park Hideaway 1 Bd\/1Bath$
From $151 per night (USD)
VRBO
Modern Lincoln Park Hideaway 1 Bd\/1Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to a recently renovated sanctuary in the sought-after neighborhood of West Lincoln Park. Indulge in the abundance ...
From $151 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the heart of Chicago's premier entertainment district • Walk Score 93 (“Walker’s Paradise”) • Free street par ...
From $218 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Large Executive Historic Row house in Historic Pullman
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to Historic Pullman. This charming executive row house has everything you will need. The home is well appointe ...
From $205 per night (USD)
VRBO
$53\/54th Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Balcony$
From $477 per night (USD)
Expedia
53\/54th Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Embark on an extraordinary journey with Penthouse#3 – not just a rental, but a breathtaking haven in the heart of Chicag ...
From $477 per night (USD)
Expedia
$Exquisite Rogers Park 1bd\/1bath Apt. Near Evanston$
From $183 per night (USD)
VRBO
Exquisite Rogers Park 1bd\/1bath Apt. Near Evanston
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Recently remodeled 1 bedroom, 1 bath, plus sleeper sofa and kitchen with modern finishes on the top floor of a nice owne ...
From $183 per night (USD)
VRBO
$Tasteful Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $111 per night (USD)
Expedia
Tasteful 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 sophisticated one bedroom Blueground apartment. You’ll love c ...
From $111 per night (USD)
Expedia
$Bright Streeterville 2BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $204 per night (USD)
VRBO
Bright Streeterville 2BR w\/ Gym, Pool, near Navy Pier, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished two bedroom apar ...
From $204 per night (USD)
VRBO
$Deluxe South Loop 1BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground$
From $112 per night (USD)
Expedia
Deluxe South Loop 1BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Discover the best of Chicago, with this one bedroom apartment in South Loop. . It’ll be easy to simply show up and start ...
From $112 per night (USD)
Expedia
From $518 per night (USD)
VRBO
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 $518 per night (USD)
VRBO
$51\/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center$
From $517 per night (USD)
Expedia
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 $517 per night (USD)
Expedia
From $300 per night (USD)
VRBO
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 $300 per night (USD)
VRBO
From $291 per night (USD)
Expedia
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 $291 per night (USD)
Expedia
From $2130 per night (USD)
VRBO
2-beautiful adjacent luxury homes near downtown. Room for 20 adults.
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Two Modern large art filled spacious unique downtown townhouses in Chicago's happening RiverWest neighborhood. 6000+ sq ...
From $2130 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Modern 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 $313 per night (USD)
VRBO
From $302 per night (USD)
VRBO
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 $302 per night (USD)
VRBO
From $360 per night (USD)
Expedia
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 $360 per night (USD)
Expedia
From $405 per night (USD)
VRBO
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 $405 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Luxurious 3Br with parking on premises 🌔
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This unique place has a style all its own. Modern/cozy feel. Freshly renovated. Enjoy the hassle-free parking on the pre ...
From $218 per night (USD)
Expedia

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