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1,000 Rentals In Chicago
United States
Illinois
Cook Area
Chicago
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Sub Areas
North Branch of the Chicago River
(6)
Near North Side
(5)
New East Side
(3)
Lincoln Park
(3)
Durso Park
(3)
Crown Fountain
(3)
Chicago Harbor
(3)
Lincoln Park Zoo
(2)
Lake View
(2)
World's Fair Bison
(1)
West Ridge
(1)
Rogers Park
(1)
Richard Clark Park
(1)
Oxbow Prairie
(1)
Norwood Park
(1)
Marion Mahoney Griffin Beach
(1)
Lake of Memories
(1)
Kinzie Parkway Park
(1)
Jackson Park Lagoon
(1)
Jackson Park
(1)
Guests
Guests
1
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8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Downtown Penthouse Vintage Loft Pvt Balcony+Gym
1
2.0
7
Chicago Illinois Apartment
From $371 per night
(USD)
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
4
2.0
9
Chicago Illinois Condo
From $879 per night
(USD)
Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9
4
2.0
9
Chicago Illinois Condo
From $1019 per night
(USD)
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
4
2.0
9
CHICAGO Illinois Condo
From $954 per night
(USD)
Angie & Mike's Nest!
3
1.0
6
Chicago Illinois Apartment
From $115 per night
(USD)
Lincoln Park Light Filled Loft
1
1.0
4
Chicago Illinois Apartment
From $225 per night
(USD)
Logan Square 2 BR\/1 BA-modern, near METRA
2
1.0
4
Chicago Illinois Apartment
From $192 per night
(USD)
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
3
2.0
6
Chicago Illinois Apartment
From $221 per night
(USD)
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
2
1.0
5
Chicago Illinois Apartment
From $320 per night
(USD)
Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!
1
1.0
2
Chicago Illinois Private vacation home
From $272 per night
(USD)
Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!
1
1.0
3
Chicago Illinois Private vacation home
From $623 per night
(USD)
A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!
1
1.0
5
Chicago Illinois Private vacation home
From $623 per night
(USD)
Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!
1
1.0
3
Chicago Illinois Private vacation home
From $414 per night
(USD)
Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!
1
1.0
2
Chicago Illinois Private vacation home
From $345 per night
(USD)
Ensuring a Very Comfortable & Memorable Stay! Close to 360 Chicago, Pet-Friendly
1
1.0
4
Chicago Illinois Private vacation home
From $276 per night
(USD)
*Comfortable & Spacious Home Close to Downtown*
4
3.0
8
Chicago Illinois Apartment
From $320 per night
(USD)
Cozy Lakeview apartment near Train Station
1
1.0
2
Chicago Illinois Apartment
From $153 per night
(USD)
Chic West Loop 2BR w\/ Theater & Gym, nr Restaurant Row, by Blueground
2
1.0
4
Chicago Illinois Apartment
From $142 per night
(USD)
Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!
2
2.0
10
Chicago Illinois Private vacation home
From $1277 per night
(USD)
Amazing City Get Away. Perfect for Entertaining!
4
3.0
12
Chicago Illinois Private vacation home
From $750 per night
(USD)
3B\/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym
3
3.0
8
Chicago Illinois Apartment
From $682 per night
(USD)
3B\/2BA Captivating Corner Apartment w\/ Pier Views, Pool & Gym
3
2.0
8
Chicago Illinois Apartment
From $643 per night
(USD)
3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym
3
3.0
7
Chicago Illinois Apartment
From $636 per night
(USD)
Culture Hotel \nA Cozy retreat steps away from Beach
1
1.0
6
Chicago Illinois Apartment
From $100 per night
(USD)
Old Town 3bd 3ba Coach House, Garage Parking Incl by RedAwning
3
3.0
7
Chicago Illinois Private vacation home
From $531 per night
(USD)
Enjoy Martinis on Milwaukee Ave and All the Nightlife Chicago Has to Offer! by RedAwning
2
1.0
5
Chicago Illinois Apartment
Click For Pricing
Experience the Best Sites in Chicago & Rest Easy at the End of the Day by RedAwning
2
1.0
4
Chicago Illinois Apartment
From $305 per night
(USD)
2-Bedroom 2-Bath Apartment Close to the UC w\/ Free Off Street Parking
2
2.0
7
Chicago Illinois Apartment
From $361 per night
(USD)
Logan Square Monthly Apartment\n
1
1.0
4
Chicago Illinois Apartment
From $171 per night
(USD)
Trendy 2 bdrm near McCormick Place & Wintrust Arena
2
1.0
4
Chicago Illinois Condo
From $120 per night
(USD)
Coach house in Chicago
2
1.0
4
Chicago Illinois Private vacation home
From $197 per night
(USD)
The Grand Kimball Lodge, Logan Square, Sleeps 20
5
4.0
20
Chicago Illinois Apartment
From $2399 per night
(USD)
Newly Revamped Home - For privacy lovers
2
1.0
10
Chicago Illinois Private vacation home
From $188 per night
(USD)
Newly Renovated Apartment! 10 Minutes From Dowtown And The Beach!
2
1.0
6
Chicago Illinois Apartment
From $189 per night
(USD)
Lakeview Lux - Apt #2
3
1.0
9
Chicago Illinois Apartment
Click For Pricing
Lakeview Lux - Apt #1
3
1.0
8
Chicago Illinois Apartment
Click For Pricing
3 bedrooms In the Windy City
3
1.0
6
Chicago Illinois Apartment
From $80 per night
(USD)
Chic Chicago Abode: Steps from Magnificent Mile!
3
2.0
5
Chicago Illinois Private vacation home
From $90 per night
(USD)
Large Apt with 2 Car Garage and EV Charger! Walk to Wrigley Field & Brown Line!
4
3.0
6
Chicago Illinois Apartment
From $956 per night
(USD)
Wicker Park Duplex: 10 Min to Downtown
2
3.0
6
Chicago Illinois Apartment
From $486 per night
(USD)
Charming Coach House in Chicago's Hot Wicker Park
1
1.0
2
Chicago Illinois Apartment
From $100 per night
(USD)
Belmont & Racine - Walk to Wrigley Field, Southport Corridor, and Belmont CTA
2
2.0
4
Chicago Illinois Apartment
From $401 per night
(USD)
Great Place
3
1.0
6
Chicago Illinois Condo
From $71 per night
(USD)
Ideal & Spacious 1BR Apt: Fully Furnished!
1
1.0
2
Chicago Illinois Apartment
From $178 per night
(USD)
Newly Designed 3bd In Heart of Ukrainian Village by RedAwning
3
1.0
6
Chicago Illinois Condo
From $374 per night
(USD)
Spacious, & Minutes from Downtown: Enjoy Your Dream 3BR\/2BA Apartment in Chicago
3
2.0
8
Chicago Illinois Apartment
From $261 per night
(USD)
Quiet, relaxing 4 bed, 2 bath, 10 mins to Lake Michigan
4
2.0
10
Chicago Illinois Private vacation home
From $230 per night
(USD)
Archways at the Lincoln Park Zoo 2bed\/2ba
2
2.0
6
Chicago Illinois Private vacation home
From $144 per night
(USD)
Luxury 10PERSON Townhome near Beach and Golf Course 10 Min DT, Private Rooftop!
3
3.0
8
Chicago Illinois Private vacation home
From $225 per night
(USD)
5 bed 2 full Bath in Avalon park near high park South shore Chatham SouthLoop
6
2.0
6
Chicago Illinois Private vacation home
From $119 per night
(USD)
iKlektik House \/\/ Robin
1
1.0
3
Chicago Illinois Apartment
From $170 per night
(USD)
Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground
2
2.0
4
Chicago Illinois Apartment
Click For Pricing
Great South Loop 1BR w\/ Games & Pool, nr Park & Train, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $106 per night
(USD)
Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $147 per night
(USD)
17th-Floor Central Chicago Condo w\/ Skyline Views!
2
2.0
5
Chicago Illinois Condo
Click For Pricing
Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $149 per night
(USD)
-Lovely 5 BedRoom Unit in Uptown
5
3.0
12
Chicago Illinois Apartment
From $500 per night
(USD)
Updated Vintage 1883 firehouse 2 br 1 bath cozy quiet clean fully furnished apt
2
1.0
4
Chicago Illinois Private vacation home
From $125 per night
(USD)
Welcome to east 93rd
3
1.0
6
Chicago Illinois Private vacation home
From $180 per night
(USD)
Spacious 5 BR \/ King Size Beds + Private Parking!
5
3.0
12
Chicago Illinois Private vacation home
From $665 per night
(USD)
Wicker Parks, Designers Dream, on-trend 2 Bdrm
2
1.0
6
Chicago Illinois Apartment
Click For Pricing
Vintage Chicago Gem: The Rockwell Retreat\n
3
2.0
1
Chicago Illinois Apartment
From $3150 per night
(USD)
Apartment in Historic Lakeview Mansion - Best Location for Vacationers!
1
1.0
4
Chicago Illinois Apartment
From $124 per night
(USD)
Relaxing 2BR Apartment in Lively West Rogers Park
2
1.0
4
Chicago Illinois Apartment
From $275 per night
(USD)
Fully Furnished Vintage 1bed\/1bath apartment in Jefferson Park!
1
1.0
2
Chicago Illinois Apartment
From $65 per night
(USD)
Luxury Modern Condo in Chicago Close to Downtown
3
2.0
7
Chicago Illinois Condo
From $389 per night
(USD)
Private \"Room C\" within shared space in Woodlawn,15 minutes from everything!
1
1.0
2
Chicago Illinois Apartment
From $47 per night
(USD)
3BD West Town Gem: Explore the Windy City in Style
3
2.0
6
Chicago Illinois Condo
From $406 per night
(USD)
Belmont Pleasures - hot tub \/ arcade gaming room
3
3.0
12
Chicago Illinois Apartment
From $427 per night
(USD)
Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $119 per night
(USD)
wicker park large apartment perfect for families
4
3.0
14
Chicago Illinois Private vacation home
From $275 per night
(USD)
Sonder Jewelers Row | One-Bedroom Apartment
1
1.0
2
Chicago Illinois Apartment
From $370 per night
(USD)
Sonder The Plymouth | One-Bedroom Apartment
1
1.0
2
Chicago Illinois Apartment
From $411 per night
(USD)
Gorgeous two Bedroom Unit-15mins to Downtown!!
2
1.0
4
Chicago Illinois Apartment
From $125 per night
(USD)
Historic Chicago Home < 1 Mi to Lake Michigan
3
3.0
6
Chicago Illinois Private vacation home
From $309 per night
(USD)
Windy City 2BD: Mins from Downtown & Laundry
2
1.0
6
Chicago Illinois Private vacation home
From $100 per night
(USD)
Cosy room near medical district w\/ private balcony
1
2.0
1
Chicago Illinois Apartment
From $40 per night
(USD)
Elegant private oasis in Ukrainian Village
5
3.0
12
Chicago Illinois Private vacation home
From $806 per night
(USD)
Exquisite West Loop Jr 1BR w\/ Gym & Rooftop, nr Union Park, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $136 per night
(USD)
Bucktown Apartment near all amazing restaurants, shops and bar\/lounges
2
1.0
5
Chicago Illinois Apartment
From $200 per night
(USD)
Fabulous West Loop 2BR w\/ Rooftop & Dog Wash, nr L, by Blueground
2
2.0
4
Chicago Illinois Apartment
From $202 per night
(USD)
Charming West Loop 2BR w\/ Gym & Rooftop, nr Union Park, by Blueground
2
2.0
4
Chicago Illinois Apartment
From $155 per night
(USD)
Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym
5
5.0
14
Chicago Illinois Condo
From $1056 per night
(USD)
Spacious Chicago Apartment with Free Parking
3
1.0
6
Chicago Illinois Condo
From $219 per night
(USD)
Fulton market \/ Noble Square FREE parking, Laundry, 2.5 miles to Mag Mile!
2
1.0
6
Chicago Illinois Apartment
From $163 per night
(USD)
Unique Chicago Penthouse Loft - Amazing Deal & Location
1
1.0
4
Chicago Illinois Bed & breakfast
From $304 per night
(USD)
Inactive listing
3
1.0
6
Chicago Illinois Condo
From $349 per night
(USD)
Modern 2BR Furnished Apt w\/In-Unit Laundry!
2
1.0
4
Chicago Illinois Apartment
From $209 per night
(USD)
Beautiful 2 bedroom 2 bathroom condo
2
2.0
4
Chicago Illinois Condo
Click For Pricing
Chicago Rental - Vernon Ave
5
4.0
12
Chicago Illinois Private vacation home
From $259 per night
(USD)
Spacious 3BR Apt w\/ In-Unit Laundry
3
1.0
6
Chicago Illinois Apartment
From $317 per night
(USD)
Modern Chicago Vacation Rental ~ 14 Mi to Downtown
2
1.0
4
Chicago Illinois Apartment
From $96 per night
(USD)
Sonder The Burnham | One-Bedroom Apartment
1
1.0
2
Chicago Illinois Apartment
From $410 per night
(USD)
2BR Modern South Loop Suite With Views & Gym
2
2.0
6
Chicago Illinois Apartment
From $480 per night
(USD)
Splendid Corner 3BR in the Loop | City Views
3
2.0
6
Chicago Illinois Apartment
From $635 per night
(USD)
Cozy luxury apartment-home located in the beautiful neighborhood of Bronzeville.
3
2.0
6
Chicago Illinois Apartment
From $400 per night
(USD)
Gorgeous South Loop 2BR w\/ Jacuzzi & Rooftop, nr Colleges, by Blueground
2
2.0
4
Chicago Illinois Apartment
From $167 per night
(USD)
Chicago Rental - W 64th St
5
2.0
10
Chicago Illinois Private vacation home
From $287 per night
(USD)
Spacious, Clean and Steps from Wrigley Field!
2
2.0
5
Chicago Illinois Condo
From $313 per night
(USD)
South Shore Home Near Lake for long-term stays, corporate travelers, and nurses
4
3.0
9
Chicago Illinois Private vacation home
From $135 per night
(USD)
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