Chicago, Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chicago, Illinois on RentalSaver.com!

Chicago Rentals

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VRBO
Travelers Are Raving About This Place|TheHemlock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Are you looking for a peaceful place to stay near Chicago's top attractions but away from the city's hustle and ...
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VRBO
From $549 per night (USD)
Expedia
Lincoln Park Oasis: Safe Stay, Balcony Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience a comfortable stay at 'The Pine', a brand-new 2BR apartment in Lincoln Park. Enjoy stunning views of ...
From $549 per night (USD)
Expedia
From $1421 per night (USD)
VRBO
Lincoln Park Family Stay: Steps to City Fun
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Your search for a perfect spot in Lincoln Park ends with 'The Ash', a unique environment offering two spacious ...
From $1421 per night (USD)
VRBO
From $741 per night (USD)
Expedia
Fulton Market Penthouse: 4BR, Family Fun, Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Your urban retreat in Chicago awaits at 'The Soul', a spacious 4BR penthouse perfectly situated in a safe and p ...
From $741 per night (USD)
Expedia
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VRBO
Lincoln Park 2BR apartment: Lake Views, Walkable
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Make 'The Oak' your Chicago retreat in Lincoln Park, where convenience meets stunning scenery. Just steps from ...
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VRBO
From $684 per night (USD)
VRBO
Fulton Mkt Stylish 3BR w/ Balcony & Top Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Stunning skyline views from floor-to-ceiling windows welcome you to The Frame, a premier 3-bedroom apartment in ...
From $684 per night (USD)
VRBO
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VRBO
Relaxation Lovers, Best Peaceful Retreat | TheFir
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Are you looking for a peaceful place to stay near Chicago's top attractions but away from the city's hustle and ...
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VRBO
From $557 per night (USD)
Expedia
Urban Escape: 2BR w/ Pool, Gym & Skyline Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Designed for ultimate relaxation and entertainment, 'The Avant' is a cut above the rest. Unwind after a day in ...
From $557 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Urban Retreat: 2BR, City Views, Near Shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Embrace the vibrant energy of Chicago at 'The Violet', a modern 2BR apartment in The Loop. Enjoy panoramic city ...
From $558 per night (USD)
VRBO
From $1282 per night (USD)
VRBO
Group Retreat: 2 Units, Location near Museums
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Your perfect place for a group retreat in Chicago! 'The Lotus' offers two distinct apartments in the same build ...
From $1282 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Live in Luxe: West Loop 2BR w/ Top Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Look no further for the ultimate Chicago urban escape. 'The Dada', a 2-bedroom apartment, seamlessly blends vib ...
From $581 per night (USD)
VRBO
From $565 per night (USD)
Expedia
2BR w/ Stunning Views and Resort-Style Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Wake up to stunning skyline views through floor-to-ceiling windows in 'The Boho', a stylish 2-bedroom apartment ...
From $565 per night (USD)
Expedia
From $1583 per night (USD)
VRBO
Designer Combo: The Loop 2x 3BR, Group Stay, Views
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Summary: Your perfect spot for large groups in The Loop! 'The Poppy' offers two distinct apartments in the same building ...
From $1583 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Loop City Views: 2BR Apt, Near Riverwalk
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: 'The Pine', your perfect base for exploring the Windy City! This stylish apartment offers resort-style amenitie ...
From $553 per night (USD)
Expedia
From $1589 per night (USD)
VRBO
Downtown Penthouse Huge Patio with Great View
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Immerse yourself in comfort with our 3600 sqft unit, featuring a 1400 sqft balcony and stunning city panoramas. This spa ...
From $1589 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Downtown 2bd #4 - Near Grant Park, Museums, Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $345 per night (USD)
Expedia
From $669 per night (USD)
VRBO
Sophisticated 3BR Suite - Modern, and Luxurious
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury apartment is meticulously designed ...
From $669 per night (USD)
VRBO
From $310 per night (USD)
Expedia
West Pilsen Hideaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This 4 bedroom 2 bath apartment is newly renovated with brand new furnishings conveniently located in West Pilsen. The ...
From $310 per night (USD)
Expedia
From $1001 per night (USD)
VRBO
Beautiful, cozy, stylish Bucktown, Wicker Park House, perfect Chicago location.
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Welcome to Rainbow Guest House. This is a designer owned, fully decorated house located in a perfect Bucktown/Wicker Par ...
From $1001 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
2ND FLOOR UNIT in a 3 story building condo features 1 king bd, 2 bd is semi private with a curtains to enclosed the roo ...
From $231 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Bright 2BR Apt w/ Private Entrance & Laundry by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This central location can't be beat! Situated on the border of Lakeview and Wrigleyville and only 1 mile from historic ...
From $222 per night (USD)
VRBO
From $1708 per night (USD)
VRBO
West Loop Group Retreat: 2 Penthouses, Balconies
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Summary: Imagine your entire group enjoying a seamless Chicago experience at 'The Adler', our exclusive collection of tw ...
From $1708 per night (USD)
VRBO
From $108 per night (USD)
VRBO
Modern and Stylish Private1BR Garden Apt in Logan Square With Free Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our cozy and modern West Logan Square garden apartment in one of Chicago's up-and-coming neighborhoods! The ...
From $108 per night (USD)
VRBO
From $585 per night (USD)
Expedia
2BR Designer Loft: Modern Luxe in City Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury apartment is meticulously designed ...
From $585 per night (USD)
Expedia
From $2668 per night (USD)
VRBO
Vacation home just 2 minutes drive to Wrigley Field
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This brand new Greystone is in the heart of North Center Lakeview, Chicago. Walking distance to Wrigley, Andersonville, ...
From $2668 per night (USD)
VRBO
From $566 per night (USD)
Expedia
New, Sleek 2BR - Perfect Blend of Comfort & Style in Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury apartment is meticulously designed ...
From $566 per night (USD)
Expedia
From $132 per night (USD)
VRBO
A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Here’s to your perfect getaway on the South Shore of Lake Michigan in Chicago which is located only minutes from the hea ...
From $132 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Outstanding W Loop 1BR w/ Gym, Pool, Rooftop, Spa & W/D, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Fulton Market District with views over the city. It’ll ...
From $131 per night (USD)
Expedia
From $98 per night (USD)
VRBO
Amazing W Loop 1BR w/ Spa, W/D, Gym, Biz Center & A/C, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Fulton Market District furnishe ...
From $98 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Stylish & Comfy 2BR/2.5BTH condo w/ Pool and Poker table near Med/United Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience the charm of this spacious "Game House," minutes from downtown Chicago and the United Center! Perfect for rel ...
From $409 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Peloton available in the APT, WiFi, access to very fun restaurants and bars
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to this fantastic apartment in Chicago. This cozy space offers one bathrooms equipped with a shower, bathtub, an ...
From $201 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Chicago Furnished 2-bedroom apartment with free WiFi & heated bathroom floors!
Bedrooms:
1
Bathrooms:
2
Sleeps:
1
The property is a two-unit building with a basement. The second floor is rented to a long-term tenant. Your unit is on t ...
From $127 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Spacious 4-bedroom house in fabulous Chicago Back Yard Pond, and Theatre
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Chicago is waiting for you at this 4-bedroom house. With 2 queen beds, 1 bunk bed, and 1 twin bed, this lovely property ...
From $438 per night (USD)
VRBO
From $1968 per night (USD)
Expedia
Spacious 7-bedroom house in marvelous Chicago with AC, WiFi
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Your home away from home in Chicago with 7 charming bedrooms, each featuring a cozy queen bed. This awesome house comes ...
From $1968 per night (USD)
Expedia
From $572 per night (USD)
VRBO
NEW! Charming 3bd Bungalow in Vibrant Andersonville by AllSet Turnover
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to our vintage Andersonville bungalow! Built in the 1920s, our home exudes character with original floors, wind ...
From $572 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Concert Stay! New 4BR Apt by Salt Shed
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Simplify your Chicago trip with our brand-new 4-bedroom, 3-bathroom apartment in the heart of Lincoln Park. Per ...
From $586 per night (USD)
Expedia
From $606 per night (USD)
VRBO
4BR Lincoln Park Getaway: Steps to Red Line
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Dive into the dynamic Chicago lifestyle at ‘The Flux’, our 4-bedroom, 3-bathroom getaway. This modern space off ...
From $606 per night (USD)
VRBO
From $604 per night (USD)
Expedia
4BR Group Retreat near Lincoln Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Make your group trip to Chicago easy and enjoyable at 'The Glow,' a 4-bedroom, 3-bathroom apartment near Lincol ...
From $604 per night (USD)
Expedia
From $602 per night (USD)
VRBO
Family-Friendly 4BR in Lincoln Park, Safe Area
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Find your peaceful haven in 'The Aura,' a 4-bedroom, 3-bathroom apartment near Lincoln Park. The Space: Enjoy ...
From $602 per night (USD)
VRBO
From $594 per night (USD)
Expedia
The Nova: 4BR Family Friendly near Lincoln Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Make your Chicago family trip unforgettable at 'The Nova,' a convenient 4-bedroom, 3-bathroom apartment near Li ...
From $594 per night (USD)
Expedia
From $2274 per night (USD)
VRBO
Luxury Downtown PH: Bean & Lake Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Chicago's Exclusive Orion Penthouse! Wake to breathtaking Bean & Park views from your 21st-floor, 3000ft² haven ...
From $2274 per night (USD)
VRBO
From $5136 per night (USD)
VRBO
The Lyra: Luxury Group Getaway - Two Penthouses
Bedrooms:
7
Bathrooms:
7
Sleeps:
15
Summary: Discover 'The Lyra', a collection of two exclusive penthouses on the same floor in The Loop, perfectly situated ...
From $5136 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Chic 2-bedroom apartment with WiFi and AC in marvelous Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kick back and relax in this calm, stylish top Unit space. You will love everything from the decor to the cozyness of thi ...
From $247 per night (USD)
VRBO
From $89 per night (USD)
Expedia
Blueground | South Loop 1bd apartment
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 $89 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Spacious 3-bedroom corporate condo in wonderful North Kenwood in Hyde Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Your Chicago adventure begins at this 3-bedroom corporate apartment. With 3 queen beds, 1 king bed, and 1 full bed, this ...
From $277 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Jumbo 3bd In Hot Logan Square!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Bring the whole family to this great place with lots of room for fun Comfortable 1100 sqft 3 BR 1 BA located in the beau ...
From $233 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Spacious 4BR/2BA – Private Sun Deck In Chicago
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Nestled in the Edgewater neighborhood of Chicago, @TheDreamRentals Skyline Escape is the perfect jumping off po ...
From $498 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Chicago West Town Row House
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Located in Chicago’s West Town neighborhood, you, your family and friends will be close to everything when you stay at t ...
From $424 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Charming Home in Portage Park
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This cozy four-bedroom, two-bathroom home is ideally located near O’Hare Airport and downtown Chicago, offering convenie ...
From $224 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Charming 4-bedroom house with WiFi, AC in superb Chicago Chatham
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to this charming house in Chicago, centrally located and perfect for small groups or families. This marvelous p ...
From $407 per night (USD)
Expedia
From $117 per night (USD)
VRBO
Comfortable 2-bedroom apartment in phenomenal Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your home away from home! Comfortable apartment with an open layout, modern kitchen, and stainless steel appl ...
From $117 per night (USD)
VRBO
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Expedia
Charming 2-bedroom condo with AC and WiFi in lakefront downtown Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Unwind in Chicago at this charming condo. With 2 bedrooms featuring 2 queen beds, 2 bathrooms with a shower with body so ...
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Expedia
Click For Pricing
VRBO
Charming 3-bedroom apartment in the Old Norwood Park neighborhood of Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Discover this captivating 3-bedroom apartment nestled within a historic building in the heart of Old Norwood Park. This ...
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VRBO
From $338 per night (USD)
VRBO
Chic Chinatown Apt w parking!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming 1,000 square foot condo located in Chinatown, part of the South Loop/McCormick neighborhood. This 3 bedroom / 1 ...
From $338 per night (USD)
VRBO
From $326 per night (USD)
VRBO
Updated 3 Bedroom Chicago Downtown Pilsen
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Experience Chicago and Pilsen as being in the heart of 18th st. Some of the best food, music and nightlife Chic ...
From $326 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Blueground | River North, pool & w/d, nr Mile
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 $145 per night (USD)
Expedia
From $109 per night (USD)
VRBO
Blueground | The Loop, pool & w/d, nr park
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 $109 per night (USD)
VRBO
From $1409 per night (USD)
Expedia
Luxury Designer Combo | Private Patio | Gold Coast
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Summary: TWO BRAND NEW APARTMENTs IN THE HEART OF GOLD COAST! Enjoy your own luxury units in Chicago's Gold Coast-the c ...
From $1409 per night (USD)
Expedia
From $126 per night (USD)
VRBO
Blueground | River North, pool & w/d, nr Mile
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in River North with balcony views over the city. It’ll be ...
From $126 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Blueground | The Loop, pool & w/d, nr park
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’ll ...
From $227 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Blueground | River North, pool & AC, nr park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming River North furnished one bedroom ap ...
From $153 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Blueground | Streeterville, pool & gym, nr pier
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 $250 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Spacious 4-bedroom house in awesome Chicago with WiFi, AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Chicago is waiting for you at this 4-bedroom house. With 1 king bed, 1 full bed, and 1 child bed, this lovely property o ...
From $323 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Blueground | River North, pool & w/d, nr Mile
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 $176 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Blueground | River North, pool & w/d, nr Mile
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in River North with balcony views over the city. It’ll be ...
From $120 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Gracious, spacious vintage home in a terrific neighborhood near the lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A house with real character and color. Filled with art, much by the artist who lives in it. Lots of warm oak floors and ...
From $700 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Blueground | Hyde Park, AC, w/d, nr museum
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in East Hyde Park with views over the city. It’ll be easy ...
From $202 per night (USD)
VRBO
From $93 per night (USD)
Expedia
Blueground | The Loop, pool & gym, nr Willis
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’ll ...
From $93 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Blueground | The Loop, pool & gym, nr Willis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Chicago Loop furnished one bedroom apart ...
From $167 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Charming 3-bedroom house with AC and WiFi in phenomenal Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Make yourself at home in this 3-bedroom Chicago retreat. This house boasts 1 queen bed and 2 full beds, perfect for a gr ...
From $196 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Welcome to Lux! 2BR in Chicago!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy a stylish experience at this centrally-located place. This 1,100 square foot apartment offers comfortable and comp ...
From $208 per night (USD)
VRBO
From $588 per night (USD)
Expedia
NEW! Charming Belmont Heights Oasis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover your home away from home in this newly renovated 4-bedroom, 2-bathroom single-family gem in the serene Belmont ...
From $588 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Chic 1-bedroom apartment in amazing Chicago location with Gigabit-WiFi & AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Make yourself at home in this welcoming 1-bedroom Chicago retreat. This apartment features a cozy living room with a sof ...
From $129 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Modern & Spacious Stay in Historic Bronzeville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to this spacious 3-bedroom, 2-bathroom apartment in the heart of Bronzeville! Perfect for families, fri ...
From $254 per night (USD)
VRBO
From $112 per night (USD)
VRBO
Blueground | Lakeshore East, pool & w/d, nr park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in New Eastside with balcony views over the city. It’ll be ...
From $112 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Blueground | Lakeshore East, pool & w/d, nr park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $202 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Modern 2-bedroom townhome in Chicago with private patio
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Welcome to the safe and peaceful Chicago neighborhood Bucktown! This property lives like a single family home and consis ...
From $422 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Spacious 3-bedroom apartment in cool Chicago with WiFi, AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Make yourself at home in this 4-bedroom Chicago retreat. This marvelous apartment features 4 queen beds, a cozy living s ...
From $252 per night (USD)
VRBO
From $492 per night (USD)
VRBO
LUXE Vintage Green Loft - 10min to Downtown, Movie Rm, Student & Family-Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to a Luxury Vintage Getaway with a 24/7 dedicated team ensuring a comfortable and unforgettable stay. ✔ Central ...
From $492 per night (USD)
VRBO
From $563 per night (USD)
VRBO
South Loop Three Bedroom Two Bath Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Conveniently located near McCormick Place and Soldier Field. Close to parks, shopping, and public transportatio ...
From $563 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Blueground | Lakeshore East, pool & w/d, nr park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in New Eastside with balcony views over the city. It’ll be ...
From $238 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Blueground | Lakeshore East, pool & w/d, nr park
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 $131 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Modern Ukrainian Village Oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your stylish retreat in Chicago’s vibrant Ukrainian Village! This newly renovated, modern condo offers two sp ...
From $324 per night (USD)
VRBO
From $277 per night (USD)
Expedia
River North High Rise w/Amazing Views and Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
31+ day rental ONLY. Fully furnished and all utilities included. Amazing views of the city from this oasis perched in th ...
From $277 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Blueground | West Loop, pool & gym, nr Willis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable West Loop Gate furnished one bedr ...
From $138 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Blueground | River North, rooftop & gym, nr Mart
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish River North furnished one bedroom apa ...
From $141 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your new home away from home! This beautiful townhouse offers a cozy retreat with a queen bed and a full bed. Enjoy the ...
From $208 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Spacious 4-bedroom apartment in fabulous Chicago with WiFi, AC
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This Chicago apartment boasts 4 inviting bedrooms with queen beds. The bathroom comes equipped with a bathtub and a hair ...
From $352 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Spacious 4-bedroom house in cool Chicago with AC, WiFi
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Beautiful 4 bedroom lots of closets / 2 bath home Central A/C * Huge 'Chef' Kitchen with stove, microwave, fridge, dish ...
From $167 per night (USD)
VRBO
From $616 per night (USD)
Expedia
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
Stay in a historic home in Old Town, within walking distance of Downtown, the Magnificent Mile, restaurants, bars, bouti ...
From $616 per night (USD)
Expedia
From $94 per night (USD)
VRBO
< 2 Mi to UChicago: Apt Near Bus Stops!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Laptop-Friendly Desk | 3 Smart TVs | 7 Mi to The Loop Nestled in the Washington Park neighborhood, this Chicago vacati ...
From $94 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Andersonville Charming 3 Bedroom/2 Bath House with Family Room plus Yard & Patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Andersonville - voted the 2nd best neighborhood in the world in 2021 by Time Out - this fully FURNISHED sing ...
From $279 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Flexhome Ukrainian Village 2BR D2
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The space: The apartment comfortably sleeps 4 and has flexible seating areas so you can work or relax at your convenienc ...
From $228 per night (USD)
VRBO
From $509 per night (USD)
VRBO
Modern Townhome in the Heart of Hyde Park
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Located in in the center of Hyde Park, this modern IM Pei townhome is a perfect place for your next stay in Chicago. On ...
From $509 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & Nightlife
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $420 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Cozy 2b2ba: 15 min Bus Downtown, 7min to UChicago, Bike to Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Cozy Study: Bronzeville 2b/2ba perfect for remote workers, students, visitors & tourists! Spacious, cozy ...
From $167 per night (USD)
Expedia
From $128 per night (USD)
VRBO
Blueground | West Loop, gym & bbq, nr Willis Tower
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop Gate with views over the city. It’ll be easy ...
From $128 per night (USD)
VRBO
From $907 per night (USD)
VRBO
Experience Chic Old Town Living: Spacious Suites, Top Amenities & Iconic Locale
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $907 per night (USD)
VRBO
From $668 per night (USD)
VRBO
Luxury West Loop Rentals: Modern Suites w/ City Views & Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $668 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Blueground | West Loop, gym & bbq, nr Willis Tower
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 li ...
From $137 per night (USD)
Expedia

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