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Chicago Rentals

From $96 per night (USD)
VRBO
Cozy & Comfy 2 bedroom remodeled with plenty parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to this beautifully remodeled fully furnished apartment for rent located on the south side of Chicago This 2-bed ...
From $96 per night (USD)
VRBO
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Expedia
Cozy apartment near zoo, DePaul, Oz Park and much more!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautiful brownstone in the heart of Lincoln Park. 5 minute walk to Lincoln Park zoo, lakefront, variety of restaurants/ ...
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Expedia
From $204 per night (USD)
VRBO
Charming 4-bedroom apartment in delightful Chicago with central heat/AC, WiFi.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Discover this marvelous 4-bedroom gem in Chicago. Step into this cool apartment and be greeted by a pleasant ambiance th ...
From $204 per night (USD)
VRBO
From $471 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 $471 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Chic and Spacious Bi-level 3BD in Bucktown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This one-of-a-kind condo in Bucktown is ready to host! The property features a hidden staircase leading down to the in-l ...
From $506 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Cozy & Colorful garden unit in Logan Square
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Escape to our private 3 bedroom garden condo in trendy Logan Square. This urban retreat offers a cozy living space with ...
From $244 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Lovely 2BR Gem w/ Outdoor Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover your perfect urban retreat in the heart of Chicago's trendy Logan Square/Avondale neighborhood. This beautiful ...
From $102 per night (USD)
VRBO
From $281 per night (USD)
Expedia
The Landmark; a comfy suite near McCormick Place
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the landmark. A cozy well appointed studio space in the heart of the historic Calumet/Giles Prairie district ...
From $281 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Modern 4BR in Hyde Park, Walk to University
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Located in the Hyde Park neighborhood on the south side of Chicago, the area is home to the University of Chicago and va ...
From $364 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the Penthouse Loft in Chicago. As avid travelers and frequent VRBO users, we've infused our home with inspira ...
From $286 per night (USD)
Expedia
From $106 per night (USD)
VRBO
Gorgeous 3-bedroom apartment in Jefferson Park, Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to this charming apartment in Chicago. This tranquil retreat offers a perfect escape for guests seeking a serene ...
From $106 per night (USD)
VRBO
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Expedia
Charming 2-bedroom apartment in hip Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in Chicago at this delightful apartment. With 2 bedrooms, including a king bed and a queen bed, this property is ...
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Expedia
From $663 per night (USD)
VRBO
6BR Chicago Gem: Prime, Safe, Family-Friendly Hub
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Experience Chicago in an unmatched setting: two apartments beautifully united into a grand 6-bedroom, 2-bathroom home in ...
From $663 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games!
Bedrooms:
2
Bathrooms:
5
Sleeps:
18
Gorgeous gem within 10 miles of Downtown, Airport, Lake Michigan, and United Center! About 15 miles from Wrigley Field ...
From $586 per night (USD)
Expedia
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VRBO
Charming 3-bedroom house in brilliant Chicago with WiFi, AC, plenty of sleeping.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover this fabulous 3-bedroom gem in Chicago. This wonderful house offers a cozy and inviting atmosphere that will ma ...
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VRBO
From $243 per night (USD)
Expedia
Spacious 4-bedroom apartment with AC and WiFi in terrific Chicago
Bedrooms:
1
Bathrooms:
4
Sleeps:
14
Stay comfortably in Chicago at this 4-bedroom apartment. Marvelous and superb, this amazing property offers 4 queen beds ...
From $243 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Cozy 1-bedroom house in charming Chicago with WiFi, AC, Washer/Dryer
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Unwind in Chicago at this lovely newly renovated home! Nestled in the heart of West Town, this amazing property offers a ...
From $264 per night (USD)
VRBO
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Expedia
2-Story 4-Bedroom Condo: 3-minute walk to Wrigley Field. King Bed
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Just one block from Wrigley Field! Includes air hockey, ping-pong, foosball, and oversized Connect 4 in the basement ga ...
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Expedia
From $561 per night (USD)
VRBO
Duplex 3 Bed 2 Bath Apt Steps from Lincoln Square
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to your perfect Chicago getaway! This spacious 3-bedroom, 2-bathroom multi-level apartment offers every ...
From $561 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Home Away From Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our charming Chicago rental home, " A Home Away From Home"! This vacation retreat offers a serene ambiance th ...
From $411 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Suite 2 on Southport 4 Queen Beds
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Check out our brand new construction Suite on Southport Ave. Centrally located in the world famous Lincoln Park ...
From $433 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Updated Chicago Bungalow on a Beautiful and Calm Neighborhood Greenway Boulevard
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A spacious updated bungalow at the beginning of the beautiful quite boulevard. The house is on beautiful Wrightwood Nei ...
From $374 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a peaceful stay at this delightful 1-bedroom apartment in Chicago. Unit offers everything guests need for a perfec ...
From $170 per night (USD)
VRBO
$Beautiful and stylish 1 bedroom apartment in the heart of Pilsen \CASA PILSEN\$
From $64 per night (USD)
Expedia
Beautiful and stylish 1 bedroom apartment in the heart of Pilsen \"CASA PILSEN\"
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Casa Pilsen!! Located in the heart of Pilsen, enjoy what this 1-bedroom apartment has to offer. This fabulous ...
From $64 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Stylish 2BR Apt in Irving Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to our charming basement unit in the heart of Irving Park! This inviting space is perfect for small families, co ...
From $233 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unwind in the stylish two-bedroom apt on Beach Street, a street in Chicago. The city is full of award-winning restaurant ...
From $437 per night (USD)
Expedia
From $724 per night (USD)
VRBO
The Urban Manor “Modern luxury style”
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Urban Manor in Hyde Park neighborhood, close to charming restaurants and coffee shops, exudes luxury and comfort. Th ...
From $724 per night (USD)
VRBO
From $226 per night (USD)
Expedia
2 queen beds -Boat rental opt
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cozy 2-bedroom apartment in the heart of Bridgeport, Chicago’s vibrant and historic neighborhood! Perfect ...
From $226 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Modern 2-bedroom 2 -bath condo in wonderful Woodlawn Chicago.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the beauty of Chicago from this 2-bed, 2-bath condo. The space offers a lovely living room with a sofa that can ...
From $364 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Charming Pilsen Studio - Quick Access to Downtown Chicago!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover the charm of our unique studio apartment in La Vecindad, your perfect retreat in Pilsen, Chicago! This cozy stu ...
From $189 per night (USD)
Expedia
From $418 per night (USD)
VRBO
The Haven near Downtown, Medical District and United Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you are traveling to Chicago for a special event at the united center or visiting a loved one at one of Chicago's pre ...
From $418 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This memorable apartment is the perfect home base for your trip to Chicago. With 3 bedrooms, including 1 king bed, 1 que ...
From $287 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Rustic Cozy Haven in West Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to your cozy retreat in West Town! Nestled amidst vibrant restaurants and lively bars, this charming unit offers ...
From $349 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Charming Chi-town 2-bedroom apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Unwind in the bustling city of Chicago at this superb apartment. With 2 serene bedrooms featuring queen beds, a welcomin ...
From $130 per night (USD)
Expedia
From $381 per night (USD)
VRBO
1-bedroom apartment in awesome Chicago with AC, WiFi and 1FREE Garage Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Consider this apartment your home away from home while you visit Chicago. This charming space features a cozy bedroom wi ...
From $381 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Walk to Lake Michigan: Chicago Apt w/ Deck
Bedrooms:
1
Bathrooms:
6
Sleeps:
4
Experience the magic of the Windy City at this 2-bedroom, 1-bath Chicago vacation rental! This apartment unit in a large ...
From $271 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Game Room, Deck & Yard: Chicago Home
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Retreat to The Windy City and book this 2-bedroom, 3.5-bath Chicago vacation rental! This abode features an updated inte ...
From $270 per night (USD)
VRBO
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Expedia
Chic Euro City Getaway- Close to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated 3 bedroom/ 1.5 bath apartment is the perfect home for exploring Chicago! The closest metro station ...
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Expedia
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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 ...
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VRBO
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Expedia
Family-Friendly South Loop Escape by RedAwning
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
If you‘re seeking urban living, this 3 1/2-story unit is for you. A spacious townhome, it’s ideally nestled between McC ...
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Expedia
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VRBO
Personal Gym! Luxury Balcony Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
🌟 This property is managed by @LuxuryLodgingSTR , visit us on the web before booking here for extra savings! 🌟 ✨ Much ...
Click For Pricing
VRBO
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Expedia
The Lytle House Loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Lytle House Loft is a one of a kind residence located in the heart of the Edgewater neighborhood in Chicago, just bl ...
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Expedia
From $177 per night (USD)
VRBO
Neat Old Town 1BR Gym, W/D, Rooftop, BBQ & 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 Old Town furnished one bedroom ...
From $177 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Great Old Town 1BR Gym, W/D, Lounge & A/C, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Old Town. . It’ll be easy to simply show up and start l ...
From $178 per night (USD)
Expedia
From $123 per night (USD)
VRBO
1-bedroom condo next to Chicago Midway International Airport
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your Chicago adventure begins at this delightful 1-bedroom condo. The cozy bedroom features a queen bed, while the bathr ...
From $123 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Chic 1-bedroom apartment in phenomenal Chicago with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover the beauty of Chicago from this enchanting 1-bedroom apartment. With a cozy living room featuring a futon, gues ...
From $216 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Relaxing Chicago Vibe - Minutes away from major attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated condo, perfect for up to 4 guests. This spotless space is meticulously cleaned and maintained to ensure ...
From $183 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Spacious 3-Bedroom Haven Near Chicago's Top Attractions
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to this beautiful apartment at Chicago! Feel free to relax at any of the 3 bedrooms we have with queen size bed ...
From $234 per night (USD)
Expedia
From $390 per night (USD)
VRBO
2 Bed & 3 Bath Chicago Condo
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Summary: Kick back and relax in this calm, stylish space minutes away from Chicago's best attractions. Step inside thi ...
From $390 per night (USD)
VRBO
$Spacious Roscoe Village Apt w\/ Home Office!$
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Expedia
Spacious Roscoe Village Apt w\/ Home Office!
Bedrooms:
2
Bathrooms:
6
Sleeps:
6
Pet Friendly w/ Fee | Walkable Location | 2 Mi to Wrigley Field Experience the city in style when you stay at this Chic ...
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Expedia
From $272 per night (USD)
VRBO
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Chic garden unit in the heart of Chicago's popular Lincoln Park. Steps to public trains that will take you all over Chic ...
From $272 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Charming 1-bedroom apartment with AC, WiFi in phenomenal Park Ridge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This memorable apartment is the perfect home base for your trip to Park Ridge. With a cozy bedroom, AC, heating, WiFi, a ...
From $400 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Large 2-Bedroom w/ Huge Roofdeck view of Skyline
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience luxurious living in Chicago! This brand new, spacious 2-bedroom 2-bath penthouse apartment offers an ...
From $400 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Luxury one bedroom condo located in Chicago's Gold Coast neighborhood!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a stylish one bedroom condo located in the heart of Chicago's famous Gold Coast neighborhood. This luxury condo b ...
From $250 per night (USD)
Expedia
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VRBO
Downtown Penthouse 5bd VIEWS|Parking, Gym+Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Feel at Home, Unwind, and Enjoy the amenities you deserve at our Two 2-Story Downtown Penthouses (Combined Units) with M ...
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VRBO
From $607 per night (USD)
Expedia
Wrigleyville Suites Room 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $607 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Cozy 2BR Self-checkin unit in Chicago l Few Steps from DT I Car Rental Available
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located within just 8 miles from Downtown Chicago, enjoy what this 2-bedroom apartment has to offer. INBOX ME FOR ON-SIT ...
From $169 per night (USD)
VRBO
From $424 per night (USD)
Expedia
3BR Prime Hyde Park Location Near University of Chicago and Dining
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Make yourself at home in this 3-bedroom Chicago retreat. This charming apartment features 3 king beds, a cozy living spa ...
From $424 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Spacious apartment in Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Peaceful, zen, and serene! Great for longer stays! Under a five-minute car ride to midway airport! This is unit ...
From $134 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Gorgeous 4BDR in Chicago / 15mins from DWTN Brand New!
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Located in Chicago, this apartment is a dream. With 4 bedrooms including 3 queen beds and 1 twin bed, guests will have p ...
From $252 per night (USD)
Expedia
From $416 per night (USD)
VRBO
The Burrow at Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Expect to find a relatively dark and moody interior filled with interesting things. The location is exceptional, with th ...
From $416 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Pine Beam Sloth Apartment next to Blue Line
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our charming 650 sq ft, 1-bedroom apartment! It's the perfect size for comfortable living, offering a well-e ...
From $246 per night (USD)
Expedia
$Modern Chic Condo 7 mins from downtown Chicago!\n$
From $228 per night (USD)
VRBO
Modern Chic Condo 7 mins from downtown Chicago!\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience the Windy City from our stylish 1-bedroom condo, perfectly designed for comfort and convenience. Just a block ...
From $228 per night (USD)
VRBO
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Expedia
Minutes from Rosemont | 500+ Mbps | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
🌟 This property is managed by @LuxuryLodgingSTR, visit us on the web before booking here for extra savings! 🌟 ✨ “ Sup ...
Click For Pricing
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
From $903 per night (USD)
Expedia
2 Connecting Suites at a 4⭐️ Hotel
Bedrooms:
2
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 $903 per night (USD)
Expedia
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VRBO
NEW! Large/Beautiful Home with 6BDS/4BTHS + Garage!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
NEW HOME/NEWLY FURNISHED! This 6 bed single family home is ready to host! My space accomodates 12 guests with 6 beds and ...
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VRBO
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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 ...
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Expedia
From $61 per night (USD)
VRBO
Cozy Home Full Private 2nd Floor Apartment with AC, WiFi in Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled within the city limits, it strikes the perfect balance between urban convenience and suburban tranquility. Locat ...
From $61 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Cozy 2BR-2BTH Oasis Near West Loop-Downtown Chicago!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Charming 2-Bedroom, 2-Bathroom Oasis in Prime West Town Location Discover the perfect blend of comfort and convenience ...
From $312 per night (USD)
Expedia
Click For Pricing
VRBO
Stunning 4-Bed 4-Bath Home - Prime Location OHare & Downtown <25-min, Free PRKNG
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to this beautifully renovated single-family home, offering luxury, comfort, and modern elegance in the heart of ...
Click For Pricing
VRBO
From $126 per night (USD)
Expedia
Cute 2-bedroom apartment with WiFi, AC in vibrant Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your cozy and charming short term rental! This inviting apartment radiates warmth and comfort, making it the ...
From $126 per night (USD)
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 $1563 per night (USD)
Expedia
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Bedrooms:
5
Bathrooms:
10
Sleeps:
26
Come Enjoy Chicago's best rental property. We really have it all and we are in a perfect location, you won't have more ...
From $1563 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Hip West Loop 1BR w/ Gym, Pet Area, Rooftop, W/D & Gym, 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 $191 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Sweet West Loop 2BR w/ Rooftop, Spa, Pool & Gym, 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 ...
From $312 per night (USD)
Expedia
From $76 per night (USD)
VRBO
Wrigleyville- Corporate, Business, Travel Nurse
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Stay comfortably in Chicago at this 1-bedroom condo. The bedroom features a nice queen bed, and the 1 and half bathrooms ...
From $76 per night (USD)
VRBO
From $242 per night (USD)
Expedia
3-bedroom apt .on North Side! Great location between downtown and the airport.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Discover this 3-bedroom gem in Chicago. Remodeled basement unit apartment in the Belmont Cragin neighborhood. Central No ...
From $242 per night (USD)
Expedia
From $97 per night (USD)
VRBO
Chicago Urban Oasis ~ 6 Mi to Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Walkable Location | WFH Friendly | Washer/Dryer | Great for Traveling Professionals | Near Hospitals | Furnished Deck Y ...
From $97 per night (USD)
VRBO
From $103 per night (USD)
Expedia
Chicago Apt 3 Mi to Lake Michigan!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
10 Mi to Downtown Chicago | Private Deck | 1,875 Sq Ft Get to know the Windy City up close and personal while staying a ...
From $103 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Explore our home in Chicago's vibrant Southside neighborhood, renowned for its rich culture, diverse dining options, and ...
From $435 per night (USD)
VRBO
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Expedia
Exquisite Chicago Modern Rooftop, Sleeps 9
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our chic retreat in Dunning, Chicago. This modern unit sleeps 9 comfortably in 3 spacious bedrooms and 2 lux ...
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Expedia
From $462 per night (USD)
VRBO
Chic 3-bedroom condo in fabulous Chicago with WiFi and AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience Chicago like a local in this 3-bedroom condo. The bedrooms feature 1 king bed and 2 queen beds, perfect for w ...
From $462 per night (USD)
VRBO
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Expedia
Chic 2-bedroom apartment in fabulous Chicago with AC, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your Chicago adventure begins at this 2-bedroom apartment. The space features two bedrooms and a third bedroom used as a ...
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Expedia
From $853 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 $853 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Chic 2-bedroom apartment with AC, WiFi in vibrant Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a soothing stay at this 2-bedroom apartment in Chicago. The cozy space features 2 queen beds, WiFi, AC, and heatin ...
From $280 per night (USD)
Expedia
From $371 per night (USD)
VRBO
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
Bedrooms:
1
Bathrooms:
4
Sleeps:
12
Spacious 1200 sqft 3BR 1BA located 10-15 min from Downtown! Tub/Shower Games for adults & kids 5 Smart TVs, free fast wi ...
From $371 per night (USD)
VRBO
From $636 per night (USD)
Expedia
Lincoln Park Haven: Balcony, Walk to Whole Foods
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Your perfect base in Chicago awaits at 'The Elm', a brand-new 2BR apartment in Lincoln Park. Enjoy stunning vie ...
From $636 per night (USD)
Expedia
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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 $793 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 $793 per night (USD)
Expedia
From $950 per night (USD)
VRBO
Fulton Market Penthouse: 4BR, Family Fun, Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Book now your Chicago getaway for May or June and enjoy $200 in DoorDash credit for delicious food delivered ri ...
From $950 per night (USD)
VRBO
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Expedia
Upgrade Your Vacation Luxury & Serenity|TheMaple
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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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 $908 per night (USD)
Expedia
Design + Views in Fulton Market | The Frame
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: This isn’t just a stay—it’s your access pass to Chicago’s most dynamic neighborhood. Located in the heart of F ...
From $908 per night (USD)
Expedia
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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
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Expedia
Why Settle for Ordinary?5 Stars Apartment|The Avant
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Searching for an apartment that combines artistic design, a prime Fulton Market location, and top-tier amenitie ...
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Expedia
From $673 per night (USD)
VRBO
Urban Retreat: 2BR, City Views, Near Shops
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 $673 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Loop City Views: 2BR Apt, Near Riverwalk
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 $607 per night (USD)
Expedia
From $1635 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 $1635 per night (USD)
VRBO
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Expedia
Luxurious Andersonville Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to our stunning retreat, perfect for families or friends seeking a stylish getaway. This beautifully designed un ...
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Expedia

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