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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 $370 per night
(USD)
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
4
2.0
9
Chicago Illinois Condo
From $779 per night
(USD)
Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9
4
2.0
9
Chicago Illinois Condo
From $1065 per night
(USD)
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
4
2.0
9
CHICAGO Illinois Condo
From $912 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 $235 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 $250 per night
(USD)
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
2
1.0
5
Chicago Illinois Apartment
From $360 per night
(USD)
*Comfortable & Spacious Home Close to Downtown*
4
3.0
8
Chicago Illinois Apartment
From $446 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 $184 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 $1106 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 $190 per night
(USD)
Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!
1
1.0
3
Chicago Illinois Private vacation home
From $551 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 $551 per night
(USD)
Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!
1
1.0
3
Chicago Illinois Private vacation home
From $371 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 $290 per night
(USD)
Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly
1
1.0
4
Chicago Illinois Private vacation home
From $181 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 $605 per night
(USD)
3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym
3
3.0
7
Chicago Illinois Apartment
From $242 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
3
3.0
7
Chicago Illinois Private vacation home
From $171 per night
(USD)
Experience the Best Sites in Chicago & Rest Easy at the End of the Day by RedAwning
2
1.0
4
Chicago Illinois Apartment
From $294 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 $319 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 $185 per night
(USD)
The Grand Kimball Lodge, Logan Square, Sleeps 20
5
4.0
20
Chicago Illinois Apartment
From $2511 per night
(USD)
Newly Revamped Home - For privacy lovers
2
1.0
10
Chicago Illinois Private vacation home
From $288 per night
(USD)
Newly Renovated Apartment! 10 Minutes From Dowtown And The Beach!
2
1.0
6
Chicago Illinois Apartment
From $181 per night
(USD)
Lakeview Lux - Apt #2
3
1.0
9
Chicago Illinois Apartment
From $165 per night
(USD)
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 $87 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 $743 per night
(USD)
Wicker Park Duplex: 10 Min to Downtown
2
3.0
6
Chicago Illinois Apartment
From $450 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 $354 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 $90 per night
(USD)
Newly Designed 3bd In Heart of Ukrainian Village by RedAwning
3
1.0
6
Chicago Illinois Condo
From $482 per night
(USD)
Spacious, & Minutes from Downtown: Enjoy Your Dream 3BR\/2BA Apartment in Chicago
3
2.0
8
Chicago Illinois Apartment
From $239 per night
(USD)
Quiet, relaxing 4 bed, 2 bath, 10 mins to Lake Michigan
4
2.0
10
Chicago Illinois Private vacation home
From $181 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)
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 $149 per night
(USD)
iKlektik House \/\/ Robin
1
1.0
3
Chicago Illinois Apartment
From $178 per night
(USD)
-Lovely 5 BedRoom Unit in Uptown
5
3.0
12
Chicago Illinois Apartment
From $500 per night
(USD)
Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground
2
2.0
4
Chicago Illinois Apartment
From $255 per night
(USD)
Great South Loop 1BR w\/ Games & Pool, nr Park & Train, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $115 per night
(USD)
Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $124 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 $112 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)
Spacious 5 BR \/ King Size Beds + Private Parking!
5
3.0
12
Chicago Illinois Private vacation home
From $571 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)
Relaxing 2BR Apartment in Lively West Rogers Park
2
1.0
4
Chicago Illinois Apartment
From $273 per night
(USD)
Apartment in Historic Lakeview Mansion - Best Location for Vacationers!
1
1.0
4
Chicago Illinois Apartment
From $124 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
Click For Pricing
3BD West Town Gem: Explore the Windy City in Style
3
2.0
6
Chicago Illinois Condo
From $416 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 $84 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 $385 per night
(USD)
Sonder The Plymouth | One-Bedroom Apartment
1
1.0
2
Chicago Illinois Apartment
From $421 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)
Fabulous West Loop 2BR w\/ Rooftop & Dog Wash, nr L, by Blueground
2
2.0
4
Chicago Illinois Apartment
From $186 per night
(USD)
Charming West Loop 2BR w\/ Gym & Rooftop, nr Union Park, by Blueground
2
2.0
4
Chicago Illinois Apartment
From $193 per night
(USD)
Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym, Pool
5
5.0
14
Chicago Illinois Condo
From $1251 per night
(USD)
Spacious Chicago Apartment with Free Parking
3
1.0
6
Chicago Illinois Condo
From $219 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 $133 per night
(USD)
The Banksy 4bd Duplex - King bed - walk to United Center, close to downtown
4
2.0
12
Chicago Illinois Condo
From $523 per night
(USD)
Spacious 2BR, this hidden gem combines vintage allure with urban flair!
2
2.0
4
Chicago Illinois Apartment
From $130 per night
(USD)
Luxe living awaits in our newly built condo in the artsy Bronzeville district
2
2.0
6
Chicago Illinois Condo
From $350 per night
(USD)
Chic 2BR Haven: Minutes from Downtown & Medical District
2
1.0
2
Chicago Illinois Apartment
From $114 per night
(USD)
Classic West Loop 1BR w\/ Gym, near Fulton Market & I-90, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $161 per night
(USD)
Chicago Big House Central
7
3.0
12
Chicago Illinois Private vacation home
From $424 per night
(USD)
Villa Noir Chicago Victorian home 7 min to downtown, museums, shops & the beach
4
3.0
9
Chicago Illinois Private vacation home
From $550 per night
(USD)
Trendy River North 1BR w\/ Pool & Gym, near Riverwalk, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $90 per night
(USD)
7B\/3BA Private Unit in Lincoln Park near Wrigley
7
3.0
14
Illinois Illinois Condo
From $1202 per night
(USD)
Luxury Chic Condo Near Hot Attractions w\/FastWi-Fi
3
1.0
6
Chicago Illinois Apartment
From $203 per night
(USD)
2 bedroom Pastel Loft 1 mi from the Chicago Lakefront, close to CTA transit!
2
1.0
8
Chicago Illinois Apartment
From $318 per night
(USD)
Trendy Two Bedroom Unit-15mins to downtown!
2
1.0
4
Chicago Illinois Apartment
From $135 per night
(USD)
Luxury Loft Collection 903 - Terrace - River North
3
3.0
16
Chicago Illinois Apartment
From $983 per night
(USD)
Luxury Loft Collection 902 - Terrace - River North
3
3.0
16
Chicago Illinois Apartment
From $946 per night
(USD)
Deluxe West Loop 1BR w\/ Rooftop, Gym & Grills, nr Park, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $187 per night
(USD)
Ideal West Loop Jr 1BR w\/ Rooftop, Gym & Grills, nr Park, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $132 per night
(USD)
Delightful West Loop 1BR w\/ Gym, near Fulton Market & I-90, by Blueground
1
1.0
2
Chicago Illinois Apartment
From $193 per night
(USD)
Cozy 2 Bedroom unit
2
1.0
4
Chicago Illinois Apartment
From $120 per night
(USD)
Chicago Vacation Rental, 19 Mi to Downtown Area!
4
2.0
8
Chicago Illinois Private vacation home
From $139 per night
(USD)
McCormick 3B\/2Ba Family Oasis up to 8 guests with Parking-Optional\/Gym\/Patio
3
2.0
8
Chicago Illinois Apartment
From $815 per night
(USD)
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