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Chicago Rentals

$DOWNTOWN PENTHOUSE Vintage Loft #6 2bd\/1.5ba +private balcony & gym$
From $457 per night (USD)
VRBO
DOWNTOWN PENTHOUSE Vintage Loft #6 2bd\/1.5ba +private balcony & gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 2-bd Penthouse Loft ...
From $457 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Downtown Penthouse Vintage Loft Pvt 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 Penthouse Loft in th ...
From $400 per night (USD)
Expedia
From $992 per night (USD)
VRBO
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Located inside one of the iconic Wrigley Rooftops, and just a few steps away from Wrigley Field, this apartment offers a ...
From $992 per night (USD)
VRBO
From $359 per night (USD)
Expedia
#1415 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $359 per night (USD)
Expedia
From $366 per night (USD)
VRBO
#1605 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $366 per night (USD)
VRBO
From $592 per night (USD)
Expedia
#1601 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $592 per night (USD)
Expedia
From $537 per night (USD)
VRBO
#1602 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $537 per night (USD)
VRBO
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Expedia
#1103 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
Click For Pricing
Expedia
From $366 per night (USD)
VRBO
#1812 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $366 per night (USD)
VRBO
From $499 per night (USD)
Expedia
#1402 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $499 per night (USD)
Expedia
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VRBO
Lakeview Greystone One Block From Wrigleyfield
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience Chicago like a local with your own professionally cleaned apartment. Step into the rainfall shower for a refr ...
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VRBO
From $1297 per night (USD)
Expedia
Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up and ...
From $1297 per night (USD)
Expedia
From $912 per night (USD)
VRBO
Spectacular Corner 3BR Loft In Fulton Market | Featured In Architectural Digest
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Summary: Stunning 2,500 square foot brick-and-timber luxury loft with 15 foot ceilings located in the heart of the vibra ...
From $912 per night (USD)
VRBO
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Expedia
Stunning Designer Loft in Fulton Market, Sleeps 24 | Featured In Architectural D
Bedrooms:
4
Bathrooms:
5
Sleeps:
24
Summary: 2 beautiful side-by-side apartments comprising 5,000 square feet (the entire 2nd floor) of a brick-and-timber l ...
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Expedia
From $811 per night (USD)
VRBO
Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Summary: Newly renovated designer 2,500 square foot brick-and-timber loft with 15 foot ceilings located in the heart of ...
From $811 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Luxury, spacious first floor brownstone in east Lincoln Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the best of Chicago’s neighborhoods, parks and lakefront from the comfort of this 2400 square foot home with two s ...
From $404 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Wrigleyville Inn, Beautiful Modern 1 Bedroom, Steps from Wrigley Field
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Recently built from the ground up and featured on the Travel Channel, you will love our beautifully furnished one-bedroo ...
From $485 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Sonder Jewelers Row | Two-Bedroom Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Jewelers Row is the architectural gem of the Chicago Loop. Designed by Adler and Sullivan, the innovative style adds a m ...
From $499 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Sonder Jewelers Row | Superior One-Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Jewelers Row is the architectural gem of the Chicago Loop. Designed by Adler and Sullivan, the innovative style adds a m ...
From $289 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Sonder Jewelers Row | Superior Two-Bedroom Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Jewelers Row is the architectural gem of the Chicago Loop. Designed by Adler and Sullivan, the innovative style adds a m ...
From $581 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Sonder The Plymouth | Spacious Three-Bedroom Apartment
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $499 per night (USD)
VRBO
From $762 per night (USD)
VRBO
Sonder The Plymouth | Four-Bedroom Apartment
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $762 per night (USD)
VRBO
From $477 per night (USD)
VRBO
Sonder The Plymouth | Two-Bedroom Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $477 per night (USD)
VRBO
From $618 per night (USD)
VRBO
Sonder The Plymouth | Superior Three-Bedroom Apartment
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $618 per night (USD)
VRBO
$Sonder South Wabash | Superior One-Bedroom Apartment w\/ Balcony City View$
From $446 per night (USD)
VRBO
Sonder South Wabash | Superior One-Bedroom Apartment w\/ Balcony City View
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to South Wabash — your modern South Loop sanctuary. Where each sophisticated space includes a fully equipped kit ...
From $446 per night (USD)
VRBO
From $592 per night (USD)
VRBO
Sonder The Plymouth | Three-Bedroom Apartment
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $592 per night (USD)
VRBO
From $380 per night (USD)
VRBO
#1516 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $380 per night (USD)
VRBO
From $419 per night (USD)
Expedia
#1902 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
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)
Expedia
From $402 per night (USD)
VRBO
#2003 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $402 per night (USD)
VRBO
From $509 per night (USD)
Expedia
#1401 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $509 per night (USD)
Expedia
From $363 per night (USD)
VRBO
#1515 - Kasa Magnificent Mile Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $363 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Ready to stay in MODERN Chicago? Our NEWLY FINISHED 2-level masterpiece has IMPECCABLE DESIGN, 4 bedrooms, IN-U ...
From $567 per night (USD)
Expedia
From $1205 per night (USD)
VRBO
MAG MILE MEGA Entire Floor 4BD 4BA +Rooftop&Gym
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome! You've found a hidden gem in the Gold Coast / Streeterville neighborhood: Guests love our home because: - You ...
From $1205 per night (USD)
VRBO
From $1038 per night (USD)
Expedia
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertai ...
From $1038 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Best Location! Luxury 51st FL Amazing Views of Lake & City, Hotel-like Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
51st Floor! Best Value in Chicago! Luxe condo in a FANTASTIC location! Perfect for vacation, short-term housing or cor ...
From $245 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Fantastic River North 1BR w/ Gym, Rooftop, 1 block to L, 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 $116 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Sonder Greektown | Three-Bedroom Apartment
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Tradition meets modern amenities at Greektown. In the heart of this historic neighborhood, your stylish space includes a ...
From $223 per night (USD)
VRBO
From $332 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 $332 per night (USD)
VRBO
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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 ...
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VRBO
From $186 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 Central Station. with views over the city. It’ll be eas ...
From $186 per night (USD)
Expedia
From $1245 per night (USD)
VRBO
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to the Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up ...
From $1245 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $2172 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 $2172 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Roomy Ravenswood 2BR w/ Rooftop, BBQ, next to Brown line, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy North Center furnished two bedroom apart ...
From $235 per night (USD)
Expedia
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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 Central Station furnished one bedroom ...
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VRBO
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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 ...
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Expedia
From $422 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 $422 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
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Expedia
From $494 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 $494 per night (USD)
VRBO
From $114 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 Near North furnished one bedroo ...
From $114 per night (USD)
Expedia
From $181 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 Near North. with views over the city. It’ll be easy to ...
From $181 per night (USD)
VRBO
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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. ...
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Expedia
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VRBO
Walking distance to restaurants, shops and Lake Michigan,
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Residence on the Avenue. A Spacious 1700 sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined ...
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VRBO
From $176 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 $176 per night (USD)
Expedia
From $184 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 Near North. with views over the city. It’ll be easy to ...
From $184 per night (USD)
VRBO
From $159 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 Lake View East furnished one be ...
From $159 per night (USD)
Expedia
From $509 per night (USD)
VRBO
#1501 - Kasa Magnificent Mile Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $509 per night (USD)
VRBO
From $5738 per night (USD)
Expedia
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Chicago’s Gold Coast Luxury Single Family Home. The location is so perfect it cannot be beat! IG: ChicagoLuxuryVRBO. We ...
From $5738 per night (USD)
Expedia
From $247 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 $247 per night (USD)
VRBO
From $289 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 $289 per night (USD)
Expedia
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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 ...
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VRBO
From $329 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 $329 per night (USD)
Expedia
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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 ...
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VRBO
From $146 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 $146 per night (USD)
Expedia
From $245 per night (USD)
VRBO
iKlektik House Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fully furnished one bedroom in Ukrainian Village/West Town. Voted best top ten neighborhood in the United States. Close ...
From $245 per night (USD)
VRBO
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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 ...
Click For Pricing
Expedia
From $164 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 $164 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Angie & Mike's Nest!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly renovated three bedroom & 1 bath apartment with stainless steel appliances. The space The apartment is in the se ...
From $187 per night (USD)
Expedia
Click For Pricing
VRBO
✨|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 ...
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VRBO
From $350 per night (USD)
Expedia
✨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 $350 per night (USD)
Expedia
From $332 per night (USD)
VRBO
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 $332 per night (USD)
VRBO
From $287 per night (USD)
Expedia
⭐|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 $287 per night (USD)
Expedia
From $285 per night (USD)
VRBO
🌟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 $285 per night (USD)
VRBO
From $258 per night (USD)
Expedia
🌟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 $258 per night (USD)
Expedia
From $501 per night (USD)
VRBO
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 $501 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $1249 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 $1249 per night (USD)
VRBO
From $815 per night (USD)
Expedia
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Bedrooms:
2
Bathrooms:
3
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 $815 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 $447 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 $447 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Modern Lincoln Park Hideaway 1 Bed and 1Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Recently fully renovated sanctuary in west Lincoln Park. Enjoy the abundant restaurants, shopping, lake and beaches near ...
From $181 per night (USD)
VRBO
From $474 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 $474 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Large Executive Historic Row house in Historic Pullman
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Welcome to Historic Pullman. This charming executive row house has everything you will need. The home is well appointe ...
From $221 per night (USD)
VRBO
From $1092 per night (USD)
Expedia
53/54th Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Balcony
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Embark on an extraordinary journey with Penthouse#3 – not just a rental, but a breathtaking haven in the heart of Chicag ...
From $1092 per night (USD)
Expedia
From $213 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 $213 per night (USD)
VRBO
From $138 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 $138 per night (USD)
Expedia
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 $842 per night (USD)
Expedia
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Bedrooms:
3
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 $842 per night (USD)
Expedia
From $1127 per night (USD)
VRBO
51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Indulge in the extraordinary at Penthouse#4 – not just a rental, but a magnificent haven soaring above Chicago. Picture ...
From $1127 per night (USD)
VRBO
From $547 per night (USD)
Expedia
52th Floor Penthouse - Fireplace, VIEWS, grocery store in building.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $547 per night (USD)
Expedia
From $529 per night (USD)
VRBO
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $529 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $504 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Rest and Relax in a home away from home. Equipped with many perks, such as towels, air fryer, toiletries, and much more! ...
From $185 per night (USD)
VRBO
From $1524 per night (USD)
Expedia
Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago
Bedrooms:
2
Bathrooms:
3
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 $1524 per night (USD)
Expedia
Click For Pricing
VRBO
52nd Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Pool, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This Downtown Chicago Penthouse unit is towering 52 stories above the city, with floor to ceiling windows in the living ...
Click For Pricing
VRBO
Click For Pricing
Expedia
53rd Floor MagMile Penthouse - VIEWS, Balcony, Pool, WiFi, & Fitness Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Penthouse level unit is a magnificent unique rental in Chicago. Towering 50+ Floors above the city, this Penthouse ...
Click For Pricing
Expedia
From $478 per night (USD)
VRBO
Historic 1920s Private Bungalow Near Logan Square!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Before every reservation this home is Professionally CLEANED and SANITIZED thoroughly from top to bottom. The only room ...
From $478 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Luxurious 3Br with parking on premises 🌔
Bedrooms:
1
Bathrooms:
3
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 $240 per night (USD)
Expedia
From $205 per night (USD)
VRBO
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 $205 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With ...
From $629 per night (USD)
Expedia

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