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

New East Side Rentals

From $697 per night (USD)
VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The One Bedroom Suite features a second king-size bedroom, offering contemporary decor and beautiful views of Lake Michi ...
From $697 per night (USD)
VRBO
From $1093 per night (USD)
Expedia
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Appointed with a second, sumptuous guest room, modern furnishings and beautiful floral artwork by photographer Warwick O ...
From $1093 per night (USD)
Expedia
From $697 per night (USD)
VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The One Bedroom Suite Double features a second king-size bedroom, offering contemporary decor and beautiful views of Lak ...
From $697 per night (USD)
VRBO
$Blueground | Lakeshore East, pool & w\/d, nr park$
From $201 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 $201 per night (USD)
Expedia
$Blueground | Lakeshore East, pool & w\/d, nr park$
From $178 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 b ...
From $178 per night (USD)
VRBO
$Blueground | Lakeshore East, pool & w\/d, nr park$
From $141 per night (USD)
Expedia
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 b ...
From $141 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Blueground | The Loop, pool & AC, 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 $153 per night (USD)
VRBO
$Blueground | Lakeshore East, pool & w\/d, nr park$
From $153 per night (USD)
Expedia
Blueground | Lakeshore East, pool & w\/d, nr park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful New Eastside furnished one bedroom ...
From $153 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Indulge in Home-Like Comfort! Near Bridgehouse and Chicago River Museum
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $424 per night (USD)
VRBO
$Airy Loop Studio w\/ Theater & Games, nr Millennium Park, by Blueground$
From $219 per night (USD)
Expedia
Airy Loop Studio w\/ Theater & Games, nr Millennium Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Chicago Loop furnished one bedroom apart ...
From $219 per night (USD)
Expedia
$Terrific Loop 1BR w\/ Gym & Roof Deck, nr Millennium Park, by Blueground$
From $153 per night (USD)
VRBO
Terrific Loop 1BR w\/ Gym & Roof Deck, nr Millennium Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $153 per night (USD)
VRBO
$Captivating Corner PENTHOUSE w\/ Lake and Skyline View$
From $547 per night (USD)
Expedia
Captivating Corner PENTHOUSE w\/ Lake and Skyline View
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A property ideal for the upwardly mobile or traveling elite. This Stylish 2000 square-foot residence is a corner penthou ...
From $547 per night (USD)
Expedia
$Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, by Blueground$
From $214 per night (USD)
VRBO
Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, 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 $214 per night (USD)
VRBO
$Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground$
From $317 per night (USD)
Expedia
Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Streeterville furnished two bedroom ap ...
From $317 per night (USD)
Expedia
$Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground$
From $189 per night (USD)
VRBO
Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, 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 ...
From $189 per night (USD)
VRBO
$Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!$
From $1769 per night (USD)
VRBO
Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $1769 per night (USD)
VRBO
$Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!$
From $323 per night (USD)
VRBO
Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $323 per night (USD)
VRBO
$Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!$
From $829 per night (USD)
VRBO
Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $829 per night (USD)
VRBO
$A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!$
From $838 per night (USD)
VRBO
A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $838 per night (USD)
VRBO
$Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!$
From $495 per night (USD)
VRBO
Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $495 per night (USD)
VRBO
$Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!$
From $461 per night (USD)
VRBO
Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $461 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $322 per night (USD)
VRBO
$Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground$
From $176 per night (USD)
VRBO
Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Chicago Loop furnished one bedroom apa ...
From $176 per night (USD)
VRBO
From $477 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 $477 per night (USD)
Expedia
$Blueground | Lakeshore East, pool & w\/d, nr park$
From $148 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 b ...
From $148 per night (USD)
VRBO
From $464 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 $464 per night (USD)
VRBO
From $149 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 $149 per night (USD)
VRBO
From $527 per night (USD)
VRBO
Luxury Meets Comfort: River North Rentals with Chic Style & Prime Chicago Access
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 $527 per night (USD)
VRBO
$Stay Chic in Chicago: River North Suites w\/ Luxe Amenities & Prime Location!$
From $446 per night (USD)
VRBO
Stay Chic in Chicago: River North Suites w\/ Luxe Amenities & Prime Location!
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 $446 per night (USD)
VRBO
From $632 per night (USD)
VRBO
Luxury Suites in Chicago's West Loop – Steps from Dining, Shopping & Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $632 per night (USD)
VRBO
From $923 per night (USD)
VRBO
Luxury Suites in Chicago's West Loop – Modern Comfort Meets Vibrant City Life
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $923 per night (USD)
VRBO
From $489 per night (USD)
VRBO
Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & 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 $489 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Chic River North Retreat: Luxe Suites, Stunning Views, Steps from Chicago Life!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $700 per night (USD)
VRBO
From $802 per night (USD)
VRBO
Experience Chic Chicago Living in Old Town – Spacious Suites & Luxe Amenities
Bedrooms:
1
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 $802 per night (USD)
VRBO
From $990 per night (USD)
VRBO
Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $990 per night (USD)
VRBO
From $117 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’l ...
From $117 per night (USD)
Expedia
From $144 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 $144 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
$Blueground | Lakeshore East, pool & w\/d, nr park$
From $144 per night (USD)
VRBO
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 $144 per night (USD)
VRBO
$River North High Rise w\/Amazing Views and Parking$
From $214 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 $214 per night (USD)
Expedia
From $225 per night (USD)
VRBO
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 $225 per night (USD)
VRBO
From $2337 per night (USD)
Expedia
Luxury Downtown PH: Bean & Lake Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Summary: Tired of high-priced stays that lack true exclusivity and comfort? Stay in the Most Exclusive Penthouse in Chic ...
From $2337 per night (USD)
Expedia
From $1162 per night (USD)
VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Junior Suite + Superior Room 2 Double Beds at Sofitel Chicago Magnificent Mile provides added space and privacy to ...
From $1162 per night (USD)
VRBO
$Blueground | River North, pool & w\/d, nr Mile$
From $139 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 $139 per night (USD)
Expedia
$Blueground | The Loop, pool & w\/d, nr park$
From $182 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 $182 per night (USD)
VRBO
From $2093 per night (USD)
Expedia
Luxury Designer Combo | Private Patio | Gold Coast
Bedrooms:
6
Bathrooms:
7
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 $2093 per night (USD)
Expedia
$Blueground | River North, pool & w\/d, nr Mile$
From $168 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 $168 per night (USD)
VRBO
$Blueground | The Loop, pool & w\/d, nr park$
From $153 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’l ...
From $153 per night (USD)
Expedia
From $159 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 $159 per night (USD)
VRBO
From $158 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 $158 per night (USD)
Expedia
$Blueground | River North, pool & w\/d, nr Mile$
From $186 per night (USD)
VRBO
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 $186 per night (USD)
VRBO
$Blueground | River North, pool & w\/d, nr Mile$
From $181 per night (USD)
Expedia
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 $181 per night (USD)
Expedia
From $1185 per night (USD)
VRBO
2 Connecting Suites at a 4⭐️ Hotel
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Delight in exclusive access to the Club Lounge in the Executive Suite at the Renaissance Chicago Downtown Hotel. This 80 ...
From $1185 per night (USD)
VRBO
$Large Modern 2BD\/2BA Condo in River North- Free Parking!$
Click For Pricing
Expedia
Large Modern 2BD\/2BA Condo in River North- Free Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our chic 2 bedroom, 2 bath condo (Parking Included) in the heart of River North, one of the most sought-after ...
Click For Pricing
Expedia
From $339 per night (USD)
VRBO
Dive Into Your Dream Vacation! Near Bridgehouse and Chicago River Museum!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $339 per night (USD)
VRBO
From $937 per night (USD)
VRBO
Discover Downtown from Our Well-Appointed Space | 2 Suites
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $937 per night (USD)
VRBO
From $1127 per night (USD)
VRBO
Luxury Loft Collection 903 - Terrace - River North
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $1127 per night (USD)
VRBO
From $1152 per night (USD)
Expedia
Luxury Loft Collection 902 - Terrace - River North
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $1152 per night (USD)
Expedia
$Deluxe River North 1BR w\/ Gym, Pool & Roof, nr Riverwalk, by Blueground$
From $205 per night (USD)
VRBO
Deluxe River North 1BR w\/ Gym, Pool & Roof, nr Riverwalk, by Blueground
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 $205 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Sonder Jewelers Row | 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 $338 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Sonder The Plymouth | One-Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $279 per night (USD)
VRBO
$Trendy River North 1BR w\/ Pool & Gym, near Riverwalk, by Blueground$
From $164 per night (USD)
Expedia
Trendy River North 1BR w\/ Pool & Gym, near Riverwalk, 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 $164 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Downtown Delight: Chic Stay near Chicago Theater! Pets are welcome!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $369 per night (USD)
VRBO
From $326 per night (USD)
VRBO
Breath of Fresh Air! Near Willis Tower and Cloud Gate - The Bean, Pet-Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $326 per night (USD)
VRBO
$Chicago Cityview Chic II Gold Coast\/River North$
From $269 per night (USD)
VRBO
Chicago Cityview Chic II Gold Coast\/River North
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our stylish, 2-bed, 2-bath condo located in the vibrant Gold Coast/River North neighborhood. Discover the epi ...
From $269 per night (USD)
VRBO
$Gold Coast\/Downtown Hideaway$
From $492 per night (USD)
Expedia
Gold Coast\/Downtown Hideaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
New Listing! Freshly renovated Gold Coast hideaway provides the perfect escape from the nearby shopping and restaurant a ...
From $492 per night (USD)
Expedia
From $857 per night (USD)
VRBO
Why Guests Call This Chicago’s Best Spot|TheViolet
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $857 per night (USD)
VRBO
From $800 per night (USD)
Expedia
Unbeatable Views,Group Amenities&Location|TheLily
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $800 per night (USD)
Expedia
From $1553 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 $1553 per night (USD)
VRBO
From $1913 per night (USD)
VRBO
Cloud9 |@TheLoop|Indoor pool|The Pansy
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Welcome to The Lotus! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $1913 per night (USD)
VRBO
From $2520 per night (USD)
VRBO
Cloud9|Near Millenium Park|The Poppy
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Summary: Welcome to The Poppy! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $2520 per night (USD)
VRBO
From $1090 per night (USD)
Expedia
Luxury Loft Collection 703 - Terrace - River North
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious bui ...
From $1090 per night (USD)
Expedia
From $1064 per night (USD)
VRBO
Luxury Designer Penthouse West |Pool| Gold Coast
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $1064 per night (USD)
VRBO
From $790 per night (USD)
VRBO
Chic 2BR 2BA Condo with Balcony - River North Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to our chic 2-bedroom, 2-bathroom condo located in the vibrant River North neighborhood of Chicago! Per ...
From $790 per night (USD)
VRBO
From $1686 per night (USD)
VRBO
Luxury Designer Penthouse Combo |South| Gold Coast
Bedrooms:
4
Bathrooms:
7
Sleeps:
20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1686 per night (USD)
VRBO
From $2601 per night (USD)
VRBO
Luxury Designer Penthouse Combo |North| Gold Coast
Bedrooms:
4
Bathrooms:
6
Sleeps:
20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $2601 per night (USD)
VRBO
From $880 per night (USD)
VRBO
Chic River North Condo 2BR 2BA with Private Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Welcome to our riverfront oasis nestled in the vibrant heart of Chicago's trendy River North neighborhood! Thi ...
From $880 per night (USD)
VRBO
From $5294 per night (USD)
VRBO
The Lyra: Luxury Group Getaway - Two Penthouses
Bedrooms:
7
Bathrooms:
8
Sleeps:
15
Summary: Welcome to The Lyra! 2 penthouses located in the same building and floor. With a primer location in The Loop, r ...
From $5294 per night (USD)
VRBO
From $903 per night (USD)
VRBO
Brilliant Downtown Chicago 3-Bedroom Condominium
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Situated in downtown Chicago, right next to the Godfrey Hotel, this spacious and bright 3-bedroom, 2-bathroom condominiu ...
From $903 per night (USD)
VRBO
From $390 per night (USD)
VRBO
#1805 - 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 $390 per night (USD)
VRBO
$Smart Loop 2BR w\/ Gym, Pool, near Financial District, by Blueground$
Click For Pricing
VRBO
Smart Loop 2BR w\/ Gym, Pool, near Financial District, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming hom ...
Click For Pricing
VRBO
$The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd\/1ba$
From $497 per night (USD)
Expedia
The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd\/1ba
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $497 per night (USD)
Expedia
$The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd\/2ba$
From $588 per night (USD)
VRBO
The Guild #2 Gold Coast Mag Mile Downtown Spacious 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 $588 per night (USD)
VRBO
$DOWNTOWN PENTHOUSE Vintage Loft #6 2bd\/1.5ba +private balcony & gym$
From $529 per night (USD)
Expedia
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 $529 per night (USD)
Expedia
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
$Amazing Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground$
Click For Pricing
VRBO
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
VRBO
$Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground$
From $132 per night (USD)
Expedia
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)
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
$Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground$
From $152 per night (USD)
VRBO
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)
VRBO
$Mod Loop 1BR, w\/ Gym, Pool nr the Millenium Park by Blueground$
From $172 per night (USD)
Expedia
Mod Loop 1BR, w\/ Gym, Pool nr the Millenium Park 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 $172 per night (USD)
Expedia
$Spacious Gold Coast 2BR w\/ Roof Deck, Gym, walk to MagMile, by Blueground$
Click For Pricing
VRBO
Spacious Gold Coast 2BR w\/ Roof Deck, Gym, walk to MagMile, by Blueground
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this spacious two bedroom Blueground apartment. You’ll love coming ...
Click For Pricing
VRBO
$Crisp Loop 1BR w\/ Pool, Gym, nr. Theatre District & the L, by Blueground$
From $202 per night (USD)
Expedia
Crisp Loop 1BR w\/ Pool, Gym, nr. Theatre District & the L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $202 per night (USD)
Expedia
$Cozy Loop 2BR w\/ Pool, Gym, nr. Financial District & L, by Blueground$
Click For Pricing
VRBO
Cozy Loop 2BR w\/ Pool, Gym, nr. Financial District & L, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this sophisticated two bedroom Blueground apartment. You’ll love c ...
Click For Pricing
VRBO
$Ideal River North 1BR w\/pool, gym, nr. L & Magnificent Mile$
From $143 per night (USD)
Expedia
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)
Expedia
$Crisp Loop 1BR w\/ Pool, Gym, near Theatre District, by Blueground$
From $149 per night (USD)
VRBO
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)
VRBO
$Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground$
From $149 per night (USD)
Expedia
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)
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

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