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Chicago Rentals

$Ideal River North 1BR w\/pool, gym, nr. L & Magnificent Mile$
From $143 per night (USD)
VRBO
Ideal River North 1BR w\/pool, gym, nr. L & Magnificent Mile
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 $143 per night (USD)
VRBO
$Crisp Loop 1BR w\/ Pool, Gym, near Theatre District, by Blueground$
From $149 per night (USD)
Expedia
Crisp Loop 1BR w\/ Pool, Gym, near Theatre District, 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 $149 per night (USD)
Expedia
$Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground$
From $149 per night (USD)
VRBO
Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, 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 $149 per night (USD)
VRBO
$Cozy West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground$
From $166 per night (USD)
Expedia
Cozy West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, 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 $166 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Roofdeck, near Millennium Park, by Blueground$
From $79 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Roofdeck, near Millennium Park, 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 $79 per night (USD)
VRBO
$Hip River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground$
From $210 per night (USD)
Expedia
Hip River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Rush & Division furnished one bedroom ap ...
From $210 per night (USD)
Expedia
$Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground$
From $171 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, 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 $171 per night (USD)
VRBO
$Smart Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground$
From $171 per night (USD)
Expedia
Smart Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, 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 $171 per night (USD)
Expedia
$Modern River North 1BR w\/ Gym + W\/D near Mag Mile by Blueground$
From $212 per night (USD)
VRBO
Modern River North 1BR w\/ Gym + W\/D near Mag Mile 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 $212 per night (USD)
VRBO
From $451 per night (USD)
Expedia
DOWNTOWN PENTHOUSE Vintage Loft #3❤️Grant Park, Museums +gym & patio
Bedrooms:
2
Bathrooms:
1
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Penthouse in the hea ...
From $451 per night (USD)
Expedia
From $530 per night (USD)
VRBO
52nd floor, VIEW, Pool, Balcony, Fitness Center, Grocery Store
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Penthouse #10 is a magnificent unique rental in Chicago. Towering 50+ floor above the city, with dramatic living areas , ...
From $530 per night (USD)
VRBO
From $501 per night (USD)
Expedia
DOWNTOWN PENTHOUSE Vintage Loft #4 +private balcony & gym
Bedrooms:
2
Bathrooms:
1
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Vintage Penthouse Lo ...
From $501 per night (USD)
Expedia
From $844 per night (USD)
VRBO
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Walk to almost everything Chicago has to offer- Downtown, Magnificent Mile, North Avenue beach, zoo, and Lincoln park, r ...
From $844 per night (USD)
VRBO
$Magic Factory Loft 3East 4 Bd\/4 Ba Families Groups$
From $831 per night (USD)
Expedia
Magic Factory Loft 3East 4 Bd\/4 Ba Families Groups
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Our bright spacious 4 bedroom sleeps up to 14 - 16 guests in super comfy Sealy Posturepedic beds. Bedroom 1 - Queen, 3 ...
From $831 per night (USD)
Expedia
From $427 per night (USD)
VRBO
#1816 - 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 $427 per night (USD)
VRBO
From $388 per night (USD)
VRBO
#1905 - 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 $388 per night (USD)
VRBO
From $419 per night (USD)
VRBO
#1613 - 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 $419 per night (USD)
VRBO
From $865 per night (USD)
VRBO
Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Our unique Lincoln Park Rowhouse is located in the heart of Lincoln Park and is perfect for your next group gathering in ...
From $865 per night (USD)
VRBO
$Upscale Lakeview 2BR w\/ W\/D, patio, walk to Wrigley Field, by Blueground$
Click For Pricing
VRBO
Upscale Lakeview 2BR w\/ W\/D, patio, walk to Wrigley Field, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Lake View East. . It’ll be easy to simply show up and s ...
Click For Pricing
VRBO
From $1085 per night (USD)
Expedia
Tropical Oasis in the heart of Wicker Park that sleeps 23 + backyard patio
Bedrooms:
2
Bathrooms:
6
Sleeps:
23
Find us on Insta @bangtel Host the best Bachelorette party at ALOHA 2.0. If you you want to be in all the action of Wic ...
From $1085 per night (USD)
Expedia
From $858 per night (USD)
VRBO
Southwestern Escape in Logan Square that sleeps 12 with grill and backyard patio
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Find us on Insta @bangtel Come feel the spirit of the Southwest in one of Chicago's best neighborhoods. Relax in a spac ...
From $858 per night (USD)
VRBO
$Amazing Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground$
Click For Pricing
Expedia
Amazing Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
Click For Pricing
Expedia
$Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground$
From $132 per night (USD)
VRBO
Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Streeterville furnished one bedroom apa ...
From $132 per night (USD)
VRBO
$Deluxe Streeterville 1BR w\/ Gym & Pool, close to Beach, by Blueground$
From $159 per night (USD)
Expedia
Deluxe Streeterville 1BR w\/ Gym & Pool, close to 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 $159 per night (USD)
Expedia
From $1096 per night (USD)
VRBO
Entire house 1 city block from Wrigley Field.
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
We are very excited to prepare this amazing 2 story (with basement) home for your future stays. We are located in the he ...
From $1096 per night (USD)
VRBO
$Dreamy Uptown 1BR w\/ Gym, Rooftop Pool, 2 blocks to L, by Blueground$
From $187 per night (USD)
Expedia
Dreamy Uptown 1BR w\/ Gym, Rooftop Pool, 2 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Uptown. . It’ll be easy to simply show up and start liv ...
From $187 per night (USD)
Expedia
$The Guild #3 Mag Mile, Gold Coast, Downtown 1bd\/1ba$
From $461 per night (USD)
VRBO
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd\/1ba
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! You're in one of the best locations ...
From $461 per night (USD)
VRBO
$The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba$
From $577 per night (USD)
Expedia
The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $577 per night (USD)
Expedia
From $1317 per night (USD)
VRBO
Stunning Lincoln Park Single-Family House with Fantastic Game Room
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Looking for a place for your group to gather together? This single-family home is perfect and private! Whip up meals in ...
From $1317 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Trendy 2BR Apartment in Logan Square!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Whatever brings you to town, our bright and airy two-bedroom apartment unit is complete with everything you need to feel ...
From $307 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Stylish and Cute 2BR Apartment Near Wrigley!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Chicago! Our 2-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. Stretch out on a plush ...
From $310 per night (USD)
VRBO
$Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground$
From $152 per night (USD)
Expedia
Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Chicago Loop furnished one bedroom ap ...
From $152 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Bright and Cozy 1BR Apartment in Logan Square!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our 1-bedroom/1 bath apartment is perfect for getaway to Chicago. We're located in the trendy Logan Square neighborhood. ...
From $231 per night (USD)
VRBO
$Perfect 4 Bedroom\/3 Bath in the HEART of Old Town$
From $1202 per night (USD)
Expedia
Perfect 4 Bedroom\/3 Bath in the HEART of Old Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Spacious 2500 sqft Home in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full F ...
From $1202 per night (USD)
Expedia
$Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, by Blueground$
From $102 per night (USD)
VRBO
Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop. . It’ll be easy to simply show up and start ...
From $102 per night (USD)
VRBO
From $555 per night (USD)
VRBO
❤️ Spacious and Airy Apartment With Parking On Site!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $555 per night (USD)
VRBO
$Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground$
From $149 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 cheery one bedroom Blueground apartment. You’ll love coming h ...
From $149 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Pool, Gym, nr. Financial District by Blueground$
From $114 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 sophisticated West Loop furnished one bedroom ...
From $114 per night (USD)
Expedia
$Ideal Loop 1BR w\/ Roof deck & Gym, near Michigan Avenue, by Blueground$
From $140 per night (USD)
VRBO
Ideal Loop 1BR w\/ Roof deck & 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 beautiful Chicago Loop furnished one bedroom ...
From $140 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Gym, Pool, near Millennium Park, by Blueground$
Click For Pricing
Expedia
Gorgeous Loop 1BR w\/ Gym, Pool, near Millennium Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this bright Chicago Loop furnished one bedroom apa ...
Click For Pricing
Expedia
$Spacious Loop 1BR w\/ Pool, Gym, nr. the L & Riverwalk, by Blueground$
From $210 per night (USD)
VRBO
Spacious Loop 1BR w\/ Pool, Gym, nr. the L & Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Chicago Loop furnished one bedroom a ...
From $210 per night (USD)
VRBO
Click For Pricing
Expedia
Crisp Gold Coast 1BR nr. Mariano Park & Oak St. Beach, 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 ...
Click For Pricing
Expedia
From $2045 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 $2045 per night (USD)
VRBO
From $356 per night (USD)
Expedia
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 $356 per night (USD)
Expedia
$Sleek River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $150 per night (USD)
VRBO
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 $150 per night (USD)
VRBO
$Smart River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $207 per night (USD)
Expedia
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 Near North. with views over the city. It’ll be easy to ...
From $207 per night (USD)
Expedia
$Elegant Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground$
From $131 per night (USD)
VRBO
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 Lake View East furnished one be ...
From $131 per night (USD)
VRBO
From $311 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 $311 per night (USD)
VRBO
From $531 per night (USD)
VRBO
#1501 - Kasa Magnificent Mile 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 $531 per night (USD)
VRBO
From $5416 per night (USD)
Expedia
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 $5416 per night (USD)
Expedia
From $273 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 $273 per night (USD)
VRBO
From $275 per night (USD)
Expedia
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 $275 per night (USD)
Expedia
From $804 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 $804 per night (USD)
VRBO
From $322 per night (USD)
Expedia
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 $322 per night (USD)
Expedia
$Family Friendly 2BD\/2BA Near Wrigley, Lincoln Square$
From $585 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 $585 per night (USD)
VRBO
From $145 per night (USD)
Expedia
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 $145 per night (USD)
Expedia
From $196 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 $196 per night (USD)
VRBO
$Charming River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $140 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 $140 per night (USD)
Expedia
$Rad River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $137 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 $137 per night (USD)
VRBO
From $296 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 $296 per night (USD)
Expedia
From $357 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 $357 per night (USD)
VRBO
From $314 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 $314 per night (USD)
Expedia
From $310 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 $310 per night (USD)
VRBO
From $305 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 $305 per night (USD)
Expedia
From $325 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 $325 per night (USD)
VRBO
From $426 per night (USD)
Expedia
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Everything about this residence is top of the line, first class and immaculately clean. This is a designer decorated thr ...
From $426 per night (USD)
Expedia
From $1428 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 $1428 per night (USD)
VRBO
From $827 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 $827 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 $526 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 $526 per night (USD)
Expedia
From $150 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 $150 per night (USD)
VRBO
From $444 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 $444 per night (USD)
Expedia
From $210 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 $210 per night (USD)
VRBO
$53\/54th Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Balcony$
From $1205 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 $1205 per night (USD)
Expedia
$Exquisite Rogers Park 1bd\/1bath Apt. Near Evanston$
From $194 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 $194 per night (USD)
VRBO
$Tasteful Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $102 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 $102 per night (USD)
Expedia
$Bright Streeterville 2BR w\/ Gym, Pool, near Navy Pier, by Blueground$
Click For Pricing
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 ...
Click For Pricing
VRBO
From $835 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 $835 per night (USD)
Expedia
$51\/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center$
From $1102 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 $1102 per night (USD)
VRBO
From $611 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 $611 per night (USD)
Expedia
From $638 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 $638 per night (USD)
VRBO
From $595 per night (USD)
VRBO
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $595 per night (USD)
VRBO
From $410 per night (USD)
VRBO
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 $410 per night (USD)
VRBO
Click For Pricing
Expedia
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Rest and Relax in a home away from home. Equipped with many perks, such as towels, air fryer, toiletries, and much more! ...
Click For Pricing
Expedia
From $1399 per night (USD)
VRBO
Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Imagine yourself in PH#1, a spectacular and one-of-a-kind rental perched 55 stories above the pulse of Chicago. Picture ...
From $1399 per night (USD)
VRBO
From $595 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 $595 per night (USD)
Expedia
From $829 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 $829 per night (USD)
VRBO
From $424 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 $424 per night (USD)
Expedia
From $201 per night (USD)
VRBO
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 $201 per night (USD)
VRBO
$Modern Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground$
From $171 per night (USD)
Expedia
Modern Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lake View East. with high floor views over the city. It ...
From $171 per night (USD)
Expedia
From $673 per night (USD)
VRBO
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With ...
From $673 per night (USD)
VRBO
Click For Pricing
Expedia
Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Large Jumbo Georgian two story brick house centrally located on the North side of Chicago in a quiet neighborhood with t ...
Click For Pricing
Expedia
From $780 per night (USD)
VRBO
2 Rooftops, 2 Car Garage, 4 Stories|Down-Townhome
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Summary: Why pay $$$ Chi parking when you have a 2 CAR GARAGE DOWNTOWN? Our 4br/3.5ba rowhome has 4 levels & 2 ROOFTOPS; ...
From $780 per night (USD)
VRBO
$Bright\/Cozy\/Hip 2\/1 Apt | Logan Square$
From $264 per night (USD)
VRBO
Bright\/Cozy\/Hip 2\/1 Apt | Logan Square
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Enjoy Chicago as a Chicagoan and welcome to the historic now hip neighborhood of Logan Square. It is a must see ...
From $264 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Chicago Riverhouse with private fenced in oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the ...
From $400 per night (USD)
VRBO
$Mod River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $153 per night (USD)
Expedia
Mod 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 Near North. with views over the city. It’ll be easy to ...
From $153 per night (USD)
Expedia
$Trendy River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $198 per night (USD)
VRBO
Trendy 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 stylish one bedroom Blueground apartment. You’ll love coming ...
From $198 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Private Historic Coach House Wicker Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Location, location, location! Private quiet clean coach house with two bedrooms and one bath in the heart of Wicker Park ...
From $410 per night (USD)
Expedia
Click For Pricing
VRBO
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Great 3Br 2Ba condo with a king bed in the primary bedroom. You'll feel at home with all the amenities just 5 miles from ...
Click For Pricing
VRBO
From $460 per night (USD)
Expedia
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 $460 per night (USD)
Expedia

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