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

Chicago Rentals

From $400 per night (USD)
VRBO
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)
VRBO
From $992 per night (USD)
Expedia
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)
Expedia
From $1297 per night (USD)
VRBO
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)
VRBO
From $1245 per night (USD)
Expedia
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)
Expedia
From $187 per night (USD)
VRBO
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)
VRBO
From $300 per night (USD)
Expedia
Lincoln Park Light Filled Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience this unique Lincoln Park loft where you’ll love the open concept space, the floor to ceiling windows, & the c ...
From $300 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Be sure to check out the VIDEO tour push the arrow on the third photo. Happy to accommodate same day reservations pl ...
From $350 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience city life; Located in Wrigley! Feel like a local! We're experienced! we've hosted more than 1000 reservati ...
From $487 per night (USD)
Expedia
From $538 per night (USD)
VRBO
*Comfortable & Spacious Home Close to Downtown*
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
We are Airbnb Superhosts and have been on the platform since 2016. This is a Comfortable & Spacious beautifully furnish ...
From $538 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Chic West Loop 2BR w/ Theater & Gym, nr Restaurant Row, by Blueground
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this stylish two bedroom Blueground apartment. You’ll love coming ...
From $166 per night (USD)
Expedia
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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 ...
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VRBO
From $297 per night (USD)
Expedia
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 $297 per night (USD)
Expedia
From $671 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 $671 per night (USD)
VRBO
From $680 per night (USD)
Expedia
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 $680 per night (USD)
Expedia
From $459 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 $459 per night (USD)
VRBO
From $369 per night (USD)
Expedia
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 $369 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $619 per night (USD)
Expedia
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Experience the charm of Old Town in our spacious 3-bedroom coach house! This comfortable oasis offers a fully equipped ...
From $619 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Experience the Best Sites in Chicago & Rest Easy at the End of the Day by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bright and open top floor apartment within easy walking distance to many of the best sites in Chicago: Wrigley Field, L ...
From $377 per night (USD)
VRBO
From $444 per night (USD)
Expedia
2-Bed 2-Bath Apt | close to UC w/ Free Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to the UC Commons, your Near West Side apartment just steps away from the United Center! Located minute ...
From $444 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Newly Revamped Home - For privacy lovers
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Total of 8beds plus kids bunk bed when the front and back unit are combined. Please read all the description. This is a ...
From $303 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Lakeview Lux - Apt #2
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Enjoy a classic Chicago Greystone built in 1893 and renovated in 2023, a true mix of old charm with modern touches of ar ...
From $141 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Lakeview Lux - Apt #1
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy a classic Chicago Greystone built in 1893 and renovated in 2023, a true mix of old charm with modern touches of ar ...
From $153 per night (USD)
VRBO
From $1327 per night (USD)
Expedia
The Grand Kimball Lodge, Logan Square, Sleeps 20
Bedrooms:
4
Bathrooms:
5
Sleeps:
20
Summary: Welcome to The Grand Kimball Lodge — a one-of-a-kind experience that’s been featured in Architectural Digest's ...
From $1327 per night (USD)
Expedia
From $91 per night (USD)
VRBO
3 bedrooms In the Windy City
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Anything you need, we have it! Anything you need, we have it! Anything you need, we have it! Anything you need, we have ...
From $91 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Charming Coach House in Chicago's Hot Wicker Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wicker Park is known as Chicago's trendy enclave. Chicagoans and tourists alike are drawn to this hot spot neighborhood. ...
From $113 per night (USD)
Expedia
From $734 per night (USD)
VRBO
St.Bens, Jacuzzi, EV Parking! 4 beds, Walk to Wrigley Field & Brown Line!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Looking for a spacious, stylish, and fully-equipped home in the heart of Chicago? Book your stay now and make this beau ...
From $734 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Luxury Chicago 2 Story Condo: 10 Mins to Downtown
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Experience luxury in our 2 bedroom (3 bed) duplex down, spread over 2 levels, our home offers over 1800+ sq ft of room. ...
From $376 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Modern Comfort 2BR Haven in Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Summary: Welcome to the Modern Comfort 2BR Haven, a stylish retreat in the heart of the city. This spacious apartment fe ...
From $214 per night (USD)
VRBO
From $538 per night (USD)
Expedia
Newly Designed 3bd In Heart of Ukrainian Village by AllSet Turnover
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the charm of Ukrainian Village in my beautifully designed home just steps from award winning restaurants, cafe ...
From $538 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Spacious, & Minutes from Downtown: Enjoy Your Dream 3BR/2BA Apartment in Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
"Your Chicago Adventure Begins Here: Modern 3BR/2BA Haven, Just 10 Minutes from Downtown! Get ready to experience the b ...
From $430 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Charming 5 bedrooms 2 bath near Downtown Loop and Mc cormick Place, Museum
Bedrooms:
2
Bathrooms:
6
Sleeps:
6
5 bed 2 full bathroom with 2,600 of living space. Property is located on a quiet street with long term ownership. Restau ...
From $186 per night (USD)
Expedia
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VRBO
Great Place
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
great place, have nice stuff, yadda yadda yadda, hkhbhhbbjjbhjbvghvghcfcggfcdxgnfgfcfgxdfxfchfdxfxfdxfgdxfxdxfxfxdxddddx ...
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VRBO
From $191 per night (USD)
Expedia
iKlektik House // Robin
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bright, Sunny and Stylish one bedroom, full kitchen, balcony over looking the backyard in West Town. Close to Wicker Par ...
From $191 per night (USD)
Expedia
From $268 per night (USD)
VRBO
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 $268 per night (USD)
VRBO
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Expedia
Great South Loop 1BR w/ Games & Pool, nr Park & Train, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. . It’ll be easy to simply show up and start ...
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Expedia
From $197 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 $197 per night (USD)
VRBO
From $216 per night (USD)
Expedia
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 $216 per night (USD)
Expedia
From $1093 per night (USD)
VRBO
-Lovely 5BD/3BR/3Parking on premises/Sleeps 14 guests/Andersonville
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Have fun with the whole family at this stylish place. Your family will be close to everything when you stay at this cent ...
From $1093 per night (USD)
VRBO
From $788 per night (USD)
Expedia
Spacious 5 BR / King Size Beds + Private Parking!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Discover Chicago from our cozy home! Just .5 mile from the Green Line CTA station, explore downtown with ease. 3 minute ...
From $788 per night (USD)
Expedia
$Vintage Chicago Gem: The Rockwell Retreat\n$
From $3482 per night (USD)
VRBO
Vintage Chicago Gem: The Rockwell Retreat\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
1
Discover your oasis in the heart of the city at our light-filled and lush apartment. Indulge in the warm and bright natu ...
From $3482 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Apartment in Historic Lakeview Mansion - Best Location for Vacationers!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1902 home was completely renovated into 16 apartments in 2022. These brand new luxury apartments feature in unit la ...
From $139 per night (USD)
Expedia
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VRBO
Relaxing 2BR Apartment in Lively West Rogers Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Listing Description Welcome to this beautiful two-bed, one-bath apartment in the heart of West Rogers Park! Perfectly l ...
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VRBO
From $521 per night (USD)
Expedia
3BD West Town Gem: Explore the Windy City in Style
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our stylish 3-bed, 2-bath Condo in the heart of Chicago's vibrant West Town. Designed for your comfort, it's ...
From $521 per night (USD)
Expedia
Click For Pricing
VRBO
Belmont Pleasures - hot tub / arcade gaming room
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
About this space Welcome home! If you’re looking for a unique experience to enjoy with your friends and family come hav ...
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VRBO
From $192 per night (USD)
Expedia
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 $192 per night (USD)
Expedia
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
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VRBO
Bucktown Apartment near all amazing restaurants, shops and bar/lounges
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Recently renovated apartment in a two-story building. Sits right above our family-owned and operated chicken restaurant. ...
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VRBO
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Expedia
Windy City 2BD: Mins from Downtown & Laundry
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Prime Location 2BR, just about 3 miles from Downtown Chicago Loop. This unit is centrally located in one of Chicago's mo ...
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Expedia
From $983 per night (USD)
VRBO
Elegant private oasis in Ukrainian Village
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Elegant and Beautiful 5 bedroom / 3.5 bathroom single family house on a quiet residential neighborhood street of Ukraini ...
From $983 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Exquisite West Loop Jr 1BR w/ Gym & Rooftop, nr Union Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Fulton Market District. . It’ll be easy to simply show ...
From $196 per night (USD)
Expedia
From $857 per night (USD)
VRBO
The Banksy-King Bed-Firepit-Rooftop-United Center
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
The Banksy, a modern 2-story duplex just 3 miles from downtown is ideal for large groups. Host your Bachelor / Bachelore ...
From $857 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Spacious 2BR, this hidden gem combines vintage allure with urban flair!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the charm of The Maestro, an amazing 2-bedroom, 1-bath apartment nestled within a stunning 1920’s era Chicago b ...
From $148 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Fabulous West Loop 2BR w/ Rooftop & Dog Wash, nr 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 ...
From $370 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Charming West Loop 2BR w/ Gym & Rooftop, nr Union Park, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Near West Side. . It’ll be easy to simply show up and s ...
From $350 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Chic 2BR Haven: Minutes from Downtown & Medical District
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to your tranquil urban oasis in the vibrant heart of Chicago, IL! Nestled on a serene block near Douglas Park in ...
From $187 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Classic West Loop 1BR w/ Gym, near Fulton Market & I-90, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $250 per night (USD)
Expedia
From $734 per night (USD)
VRBO
Chicago Big House Central
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
This listing is NOT new, although the rental platforms may show it new. This "whole house" rental is a combination of tw ...
From $734 per night (USD)
VRBO
From $730 per night (USD)
Expedia
Villa Noir Chicago Victorian home 7 min to downtown, museums, shops & the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to Villa Noir - an expertly designed vacation HOME fully equipped with everything you need for a most enjoyable ...
From $730 per night (USD)
Expedia
From $200 per night (USD)
VRBO
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 $200 per night (USD)
VRBO
From $323 per night (USD)
Expedia
2 bedroom Pastel Loft 1 mi from Lake Michigan!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Welcome to our chic and colorful lofted apartment in the lovely neighborhood of Roger’s Park in Chicago! It's convenient ...
From $323 per night (USD)
Expedia
From $1233 per night (USD)
VRBO
Luxury Loft Collection 903 - Terrace - River North
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $1233 per night (USD)
VRBO
From $1084 per night (USD)
Expedia
Luxury Loft Collection 902 - Terrace - River North
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $1084 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Deluxe West Loop 1BR w/ Rooftop, Gym & Grills, nr Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cheery Near West Side furnished one bedroom a ...
From $180 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Ideal West Loop Jr 1BR w/ Rooftop, Gym & Grills, nr Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Fulton Market District furnished one ...
From $265 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Delightful West Loop 1BR w/ Gym, near Fulton Market & I-90, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Near West Side. . It’ll be easy to simply show up and s ...
From $177 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Cozy 2 Bedroom unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Trendy two unit apartment nested between South Loop and Bronzeville. The unit is in close proximity to McCormick,Winturs ...
From $185 per night (USD)
Expedia
From $1020 per night (USD)
VRBO
Luxurious apartment McCormick Place 5 King bedrooms/3bath Suite for groups
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 1800 sq f Luxurious ...
From $1020 per night (USD)
VRBO
From $422 per night (USD)
Expedia
McCormick Patio skyline view 2b/2b with optional Parking/sleep 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Private patio • Cit ...
From $422 per night (USD)
Expedia
From $639 per night (USD)
VRBO
Luxurious McCormick 3be/2ba Suite/up to 8 guests w optional parking/Gym/Patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 KING size bedroo ...
From $639 per night (USD)
VRBO
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Expedia
Luxurious McCormick 6 bed/4 bath Suite for up to 12 guests w Jacuzzi/Opt parking
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Jacuzzi in the unit • 2609 sq f Luxurious unit ...
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Expedia
From $1105 per night (USD)
VRBO
Luxurious McCormick 5 bed/4 bath Suite for up to 12 guests with optional parking
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Luxurious unit for ...
From $1105 per night (USD)
VRBO
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Expedia
McCormick Place 6 twin beds + Sofa bed with Optional parking for up to 10 guests
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 6 twin size beds + ...
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Expedia
From $602 per night (USD)
VRBO
McCormick 3B/2Ba Family Oasis up to 8 guests with Parking-Optional/Gym/Patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + ...
From $602 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Modern, Luxe, House 20mins to Downtown, Sleeps 16, Private Rooftop, 2car Garage
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Luxurious Modern Retreat with 1000 sqft Rooftop Welcome to the Monticello - our stunning modern new construction, desig ...
From $674 per night (USD)
Expedia
From $359 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 $359 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Divine West Loop 1BR w/ Gym & Rooftop, nr Union Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Near West Side furnished one bedroom a ...
From $248 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Dreamy West Loop 1BR w/ Rooftop & Dog Wash, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Near West Side. . It’ll be easy to simply show up and s ...
From $166 per night (USD)
VRBO
Click For Pricing
Expedia
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to Bee's Knees - a blast from the past with a hollywood-glam twist. This 4 BR home is the perfect getaway for a ...
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Expedia
From $301 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 $301 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Chic Retreat: Cozy 1BR Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This beautifully designed 1-bedroom unit is perfect for couples, solo travelers, or anyone looking for a comfor ...
From $256 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Cozy Spacious 3br
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nice and Spacious Cozy apartment nestled in the heart of chicago, top floor apt. With Double ovens when cooking for a ni ...
From $220 per night (USD)
VRBO
From $1242 per night (USD)
Expedia
New home w/view & party deck - 2nd Floor
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Prime Location: Wrigley Field location directly across from the historical ballpark & Gallagher Way Plaza. Newly renovat ...
From $1242 per night (USD)
Expedia
From $1238 per night (USD)
VRBO
3Bed/2Bath Wrigley home w/view & party deck 443 ft from Wrigley Field - 3rd Fl
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wrigley Field location directly across from the historical ballpark & Gallagher Way Plaza. Newly renovated down to the s ...
From $1238 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined str ...
From $461 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Stellar South Loop 1BR, near CTA Train, Sports & Parks, by blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with high floor views over the city. It’ll ...
From $140 per night (USD)
VRBO
From $400 per night (USD)
Expedia
3BR Vibrant Apartment in Hyde Park
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Summary: Welcome to our fully furnished 3-bedroom apartment, a stylish urban retreat in the heart of the city. This mode ...
From $400 per night (USD)
Expedia
From $262 per night (USD)
VRBO
1BR Cozy & Lovely Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: Experience comfort in our fully furnished 1-bedroom apartment in a vibrant Chicago neighborhood. Our unit boa ...
From $262 per night (USD)
VRBO
From $336 per night (USD)
Expedia
3 Bedroom Medical Center!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: A couple house off the popular Taylor St which has plenty of restaurants and bars! The Space: 3 Bedrooms 1 Ful ...
From $336 per night (USD)
Expedia
Click For Pricing
VRBO
Striking South Loop 1BR w/ Rooftop, walk to Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
Click For Pricing
VRBO
From $135 per night (USD)
Expedia
Sweet South Loop 1BR w/ Rooftop, nr Grant Park & Museums, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $135 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Sunny South Loop 1BR, nr Soldier Field, CTA Train & Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. . It’ll be easy to simply show up and start ...
From $186 per night (USD)
VRBO
Click For Pricing
Expedia
Modern Bungalow near the beach! 20 minutes to downtown!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This stylish home is perfect for group trips. With only 26 minutes to Midway airport and less than 10 minutes to the nea ...
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Expedia
From $253 per night (USD)
VRBO
Sleek & Functional 2-Bedroom Apt
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Summary: Fully furnished 2-bedroom apartment with stylish decor, a well-equipped kitchen, and comfortable living spaces. ...
From $253 per night (USD)
VRBO
From $221 per night (USD)
Expedia
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 $221 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Prime & Stylish 1BR Hideaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: Experience chic urban living in our fully furnished 1-bedroom apartment. Located in a vibrant neighborhood, our ...
From $230 per night (USD)
VRBO
From $135 per night (USD)
Expedia
Wonderful Edgewater 1BR w/ Patio Deck & Gym, near lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Edgewater Beach. . It’ll be easy to simply show up and ...
From $135 per night (USD)
Expedia
From $299 per night (USD)
VRBO
2-bedroom apartment just 2 minutes drive to Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to the heart of Chicago's vibrant North Center neighborhood in this charming 2-bedroom apartment. Situated just a ...
From $299 per night (USD)
VRBO
From $260 per night (USD)
Expedia
The Vibe Headquarters
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Come and enjoy your stay here at The Vibe Headquarters, where you’re sure to find peace. This condo is located in Washin ...
From $260 per night (USD)
Expedia

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