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

Cook Area Rentals

From $504 per night (USD)
VRBO
Palos Hills Rental - Sun Valley Dr
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
2300 SF updated home is the GEM of the South suburbs, nestled in between Midway airport and Tinley/Orland Park! Our home ...
From $504 per night (USD)
VRBO
$Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground$
From $119 per night (USD)
Expedia
Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Streeterville. with high floor views over the city. It’ ...
From $119 per night (USD)
Expedia
$Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground$
From $125 per night (USD)
VRBO
Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $125 per night (USD)
VRBO
$Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground$
From $210 per night (USD)
Expedia
Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $210 per night (USD)
Expedia
$Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground$
From $279 per night (USD)
VRBO
Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Streeterville furnished two bedroom ...
From $279 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Summit Rental - W 56th Street
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
2340 SF renovated home is only 3 miles away from Midway airport, and approx 16 min from downtown Chicago! This property ...
From $412 per night (USD)
VRBO
From $457 per night (USD)
VRBO
3-min walk to United Center | 1 Parking | Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our luxurious vacation home! Nestled in the heart of the city, it offers the perfect blend of sophis ...
From $457 per night (USD)
VRBO
$Elgin Rental- Jay St\n$
From $504 per night (USD)
VRBO
Elgin Rental- Jay St\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
2100 SF renovated unit is 7-9 min away from interstate 90, which takes you straight to O'hare Air & downtown! This prope ...
From $504 per night (USD)
VRBO
From $504 per night (USD)
VRBO
Lincolnwood Rental
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
2000 SF renovated unit is 20 minutes away from O’hare Airport & 18 min to downtown Chicago! This property has 3 bedrooms ...
From $504 per night (USD)
VRBO
From $290 per night (USD)
Expedia
The Norwood Nook – Walkable Stay Near O’Hare & Metra!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
- Upper unit within two-unit building - 5 miles to O’Hare Airport - 10 minute drive without traffic - Blackout curtains ...
From $290 per night (USD)
Expedia
$Hip South Loop 1BR w\/ Gym & Game Room, nr Top Schools, by Blueground$
From $92 per night (USD)
VRBO
Hip South Loop 1BR w\/ Gym & Game Room, nr Top Schools, 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 $92 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Our home is a perfect spot for a stay in Chicago area. Your home away from home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This gorgeous home that was designed for relaxation and comfort is a perfect spot for a stay in Chicago area. Des Plaine ...
From $373 per night (USD)
Expedia
$Stellar Evanston 1BR w\/ Courtyard, nr Beach & University, by Blueground$
From $134 per night (USD)
VRBO
Stellar Evanston 1BR w\/ Courtyard, nr Beach & University, 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 $134 per night (USD)
VRBO
From $756 per night (USD)
Expedia
Pilsen Paradise l 3 miles to DT
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Summary: Welcome to our 2-in-1 retreat in Pilsen! Two side-by-side apartments with modern, sleek finishes and fully stoc ...
From $756 per night (USD)
Expedia
From $637 per night (USD)
VRBO
Chic River North Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to our Chic River North Retreat, a hidden gem in vibrant River North, Chicago. Discover a rare 2-bedroo ...
From $637 per night (USD)
VRBO
From $322 per night (USD)
Expedia
The Neighborhood Hotel - Little Italy One Bedroom - ADA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
1 KING BED + 1 QUEEN SLEEPER SOFA + 1 BATHROOM ADA This airy, one bedroom suite exudes a mid-century Italian meets slee ...
From $322 per night (USD)
Expedia
From $243 per night (USD)
VRBO
The Neighborhood Hotel - Little Italy Studio
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
1 KING BED + 1 BATHROOM This airy studio exudes a mid-century Italian meets sleek urban loft vibe. Pops of color compli ...
From $243 per night (USD)
VRBO
$The Neighborhood Hotel - Little Italy Two Bedroom w\/ Balcony$
From $571 per night (USD)
Expedia
The Neighborhood Hotel - Little Italy Two Bedroom w\/ Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1 KING BED + 1 QUEEN BED + 1 QUEEN SLEEPER SOFA + 1 BATHROOM + BALCONY This airy, two bedroom suite exudes a mid-centur ...
From $571 per night (USD)
Expedia
From $458 per night (USD)
VRBO
The Neighborhood Hotel - Little Italy Two Bedroom
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
1 KING BED + 1 QUEEN BED + 1 QUEEN SLEEPER SOFA + 1 BATHROOM This airy, two bedroom suite exudes a mid-century Italian ...
From $458 per night (USD)
VRBO
$The Neighborhood Hotel - Little Italy One Bedroom w\/ Balcony$
From $366 per night (USD)
Expedia
The Neighborhood Hotel - Little Italy One Bedroom w\/ Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
1 KING BED + 1 QUEEN SLEEPER SOFA + 1 BATHROOM + BALCONY This airy, one bedroom suite exudes a mid-century Italian meet ...
From $366 per night (USD)
Expedia
From $468 per night (USD)
VRBO
The Neighborhood Hotel - Little Italy Two Bedroom - ADA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
1 KING BED + 1 QUEEN BED + 1 QUEEN SLEEPER SOFA + 1 ADA BATHROOM This airy, two bedroom suite exudes a mid-century Ital ...
From $468 per night (USD)
VRBO
$The Neighborhood Hotel - Little Italy One Bedroom w\/ Patio$
From $344 per night (USD)
Expedia
The Neighborhood Hotel - Little Italy One Bedroom w\/ Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
1 KING BED + 1 QUEEN SLEEPER SOFA + 1 BATHROOM + PATIO This airy, one bedroom suite exudes a mid-century Italian meets ...
From $344 per night (USD)
Expedia
From $462 per night (USD)
VRBO
LUXE 3 BR, 2 BA + Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover our delightful raised ranch offering 3BR, 2 Full BA, and an updated kitchen. The open living and dining area is ...
From $462 per night (USD)
VRBO
$The Brookfield Breakaway w\/ Game Room$
From $490 per night (USD)
Expedia
The Brookfield Breakaway w\/ Game Room
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
This stylish place to stay is perfect for group trips. This split level home has an open concept living room and dining ...
From $490 per night (USD)
Expedia
Click For Pricing
VRBO
Perfect 4 Bedroom + 2 Bath unit on 2 separate floors, Free parking, CUBS
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy Chicago in this lovely and very spacious home! Entire 2 floors of space for guests to enjoy! 4 total bedrooms with ...
Click For Pricing
VRBO
From $52 per night (USD)
Expedia
Home sweet home in Northwest Chicago, almost a sole unit for you, great location
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Full cozy, clean, and private garden suite for a pleasant stay. The home is located on a beautiful tree-lined residentia ...
From $52 per night (USD)
Expedia
From $604 per night (USD)
VRBO
Fremont St. Guesthouse - Unit 1
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Classic Chicago Brownstone, updated 3 bedroom and 2 bathroom high end, 1st floor condo. Located on beautiful Fremont Str ...
From $604 per night (USD)
VRBO
From $666 per night (USD)
Expedia
Beautiful Downtown 3BR with Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
A beautiful and modern three bedroom two bath apartment located in the heart of Fulton Market in downtown Chicago. You'l ...
From $666 per night (USD)
Expedia
$STYLISH-LOCAL-COMFY-SAFE \/ 5 night min. stay$
From $363 per night (USD)
VRBO
STYLISH-LOCAL-COMFY-SAFE \/ 5 night min. stay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
-Please don't ask for less than 5 nights... we do not accept reservations under 5 nights ever.. Located in Chicago’s ...
From $363 per night (USD)
VRBO
$Classic Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground$
From $167 per night (USD)
Expedia
Classic Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $167 per night (USD)
Expedia
From $352 per night (USD)
VRBO
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
You will be transported when you stay with us in this hip and charming space in Chicago's most vibrant neighborhood! Enj ...
From $352 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Luxe Ranch & Spa House Retreat! Pets Welcome
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
We now have the newly renovated Hot Tub Room off the rear yard with additional indoor tiled bench style seating. The ho ...
From $624 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Sleepy Sanctuary
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A spacious, modern and comfortable 2 bedroom, 1 bathroom flat situated in the quiet and relaxing Evanston neighborhood, ...
From $279 per night (USD)
VRBO
$Trendy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground$
From $130 per night (USD)
Expedia
Trendy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground
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 $130 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Lovely 3-bedroom apartment in Bronzeville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our spacious 3-bedroom, 2-bathroom apartment on the 3rd floor of a multi-unit walk-up. Enjoy the convenience ...
From $355 per night (USD)
VRBO
$Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier\/Loop.$
From $224 per night (USD)
Expedia
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier\/Loop.
Bedrooms:
4
Bathrooms:
4
Sleeps:
4
Book your Holiday-Get-away! This luxury space is elegantly adorned with central air, ample room for living, entertaining ...
From $224 per night (USD)
Expedia
$Sleek Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $137 per night (USD)
VRBO
Sleek Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Edgewater Beach furnished one bedroo ...
From $137 per night (USD)
VRBO
From $169 per night (USD)
Expedia
lovely and cozy vintage two bedroom, 🐾friendly apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Comfy and cozy, second floor apartment located in an incredibly beautiful & safe neighborhood on chicago’s northwest sid ...
From $169 per night (USD)
Expedia
$Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$
From $127 per night (USD)
VRBO
Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, 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 $127 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Ukrainian Village Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the heart of Ukrainian village and just a few short minutes from downtown, your family will be close to every ...
From $234 per night (USD)
Expedia
$Luxéry Stay \Hollywood\ Downtown\/McCormick\/WinTrust Area$
From $909 per night (USD)
VRBO
Luxéry Stay \"Hollywood\" Downtown\/McCormick\/WinTrust Area
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Looking for a beautiful oasis in the midst of the city? Look no further, as this beautiful 3 bedroom gives you ...
From $909 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Beautifully Furnished 2BR Apt
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Summary: Fully furnished 2-bedroom apartment with modern décor, open layout, and natural light. Includes a well-equipped ...
From $300 per night (USD)
Expedia
$DTown Penthouse - 4bd\/4ba +Parking, Gym, Pool, Gym, Private Patio$
From $1733 per night (USD)
VRBO
DTown Penthouse - 4bd\/4ba +Parking, Gym, Pool, Gym, Private Patio
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Two 2-Story Downt ...
From $1733 per night (USD)
VRBO
From $440 per night (USD)
Expedia
50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
"Step into the vibrant heart of River North, where your window frames forever views and the sky blushes with the best s ...
From $440 per night (USD)
Expedia
From $693 per night (USD)
VRBO
Downtown Penthouse 2bd +Parking, Gym, Private Patio, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 2-Story Penthouse ...
From $693 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Downtown Penthouse +Parking, Gym, Private Patio, Pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Downtown Penthous ...
From $668 per night (USD)
Expedia
From $430 per night (USD)
VRBO
3 BD condo near to downtown, Gold Coast and Michigan Avenue.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Situated on quiet side street across from 19c. church, steps from popular bars, restaurants, and public transportation. ...
From $430 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Sophisticated 2BR Apt 5 mins Walk to Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Are you a solo traveler or a couple searching for a warm and inviting place to stay in the heart of the city? O ...
From $309 per night (USD)
Expedia
From $363 per night (USD)
VRBO
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
New condo in the heart of Chicago Chinatown with 3 bedrooms, 2 baths, a spacious living area and FREE private parking. T ...
From $363 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $178 per night (USD)
Expedia
$Lakeview\/LincolnPark 2BR\/1BA Updated Vintage Apartment in walkable neighborhood$
From $313 per night (USD)
VRBO
Lakeview\/LincolnPark 2BR\/1BA Updated Vintage Apartment in walkable neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and club ...
From $313 per night (USD)
VRBO
$Wrigleyville Condo, Sleeps 10, 1\/2 block from Wrigley Field$
From $610 per night (USD)
Expedia
Wrigleyville Condo, Sleeps 10, 1\/2 block from Wrigley Field
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Wrigleyville condo is located 1/2 block from Wrigley Field and Clark Street. Also close to Southport corridor and Brown ...
From $610 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Best Lincoln Square Location - Spacious 2 bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming apartment in an updated 1800s beautiful brick building. Located in the heart of Chicago's Lincoln Square neighb ...
From $305 per night (USD)
VRBO
$Luxe West Loop 1BR w\/ Gym, Pool, Coworking, walk to UIC, by Blueground$
From $155 per night (USD)
Expedia
Luxe West Loop 1BR w\/ Gym, Pool, Coworking, walk to UIC, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop. with views over the city. It’ll be easy to s ...
From $155 per night (USD)
Expedia
From $1308 per night (USD)
VRBO
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
Bedrooms:
3
Bathrooms:
6
Sleeps:
20
Luxurious Upscale Duplex Penthouse Property - Sleeps up to 14 people with over 5600 sq ft in this Duplex Penthouse! Rec ...
From $1308 per night (USD)
VRBO
$Single Family Home! Sleeps 8 Lincoln Park\/Lakeview$
From $460 per night (USD)
Expedia
Single Family Home! Sleeps 8 Lincoln Park\/Lakeview
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
House located in Lakeview / Lincoln Park - close to other popular Chicago neighborhoods. New furniture throughout house. ...
From $460 per night (USD)
Expedia
From $237 per night (USD)
VRBO
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nicely renovated, modern kitchen and bath, comfortable beds, and solar-powered. Great location in a safe neighborhood, J ...
From $237 per night (USD)
VRBO
$Luxe Near North 2BR w\/ Roof & Gym, close to Red Line, by Blueground$
From $214 per night (USD)
Expedia
Luxe Near North 2BR w\/ Roof & Gym, close to Red Line, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Goose Island furnished two bedroom ap ...
From $214 per night (USD)
Expedia
$Magic Factory Loft 2East 4 Bd\/3 Ba Families Groups$
From $893 per night (USD)
VRBO
Magic Factory Loft 2East 4 Bd\/3 Ba Families Groups
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This is THE place to stay for all things Chicago. Everything you need is here: * Fabulous well stocked chef's kitch ...
From $893 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Cozy & Spacious Guest Suite in Beautiful, Quiet Neighborhood
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 950 sq. ft. guest suite in a quiet, upscale neighborhood is less than a mile from Bartlett Hills Golf Club, a mile ...
From $133 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Cozy 2BR haus inn Pilsen with patio and fire pit 🔥
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Forget your worries in this spacious and serene space. You have many options steps away including a byob pizza parlor, t ...
From $231 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Remodeled Studio Apt in East Lakeview
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: This professionally designed apartment provides a comfortable home base for your visit to the city, offering al ...
From $224 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Lowest Rates! Spacious 2-BR Apt + Free On-Site Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $509 per night (USD)
VRBO
$Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground$
Click For Pricing
Expedia
Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile 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 ...
Click For Pricing
Expedia
$Amazing Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground$
Click For Pricing
VRBO
Amazing Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Lake View East furnished one bedroom a ...
Click For Pricing
VRBO
$Stunning Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground$
From $134 per night (USD)
Expedia
Stunning Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Lake View East furnished one be ...
From $134 per night (USD)
Expedia
$Charming Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground$
From $130 per night (USD)
VRBO
Charming Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Logan Square. with views over the city. It’ll be easy t ...
From $130 per night (USD)
VRBO
From $619 per night (USD)
Expedia
Adorable single family home in Logan Square
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
I bought this house in Spring of 2016 and have been remodeling and updating it. There are 2 bedrooms upstairs with a ful ...
From $619 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Welcome to Your Charming Oasis! Step into this delightful 3-BR, 1-BA retreat in a friendly neighborhood with views of a ...
From $313 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Cozy, Comfortable and Convenient apartment. Close to everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautifully designed space. Very relaxing layout with all the amenities of home. Minutes from Oak Park Arts district. A ...
From $275 per night (USD)
Expedia
From $217 per night (USD)
VRBO
SPRING Special, April-May '24! Contemporary, elegantly styled spacious flat!!!!
Bedrooms:
1
Bathrooms:
4
Sleeps:
4
Well-styled living! Beautiful spacious apartment with a lot to offer - an original piece of Chicago's history! Walk into ...
From $217 per night (USD)
VRBO
$The GUILD Mag Mile-Gold Coast 6bd\/6ba FULL FLOOR Sleep 20$
From $2948 per night (USD)
Expedia
The GUILD Mag Mile-Gold Coast 6bd\/6ba FULL FLOOR Sleep 20
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to The Guild - one of the b ...
From $2948 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Luxury Modern home minutes from Downtown Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Newly rehabbed single family home with parking in Chicago's popular Pilsen neighborhood. Close to transportation, 18th s ...
From $469 per night (USD)
VRBO
$Tasteful Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground$
From $164 per night (USD)
Expedia
Tasteful Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this beautiful two bedroom Blueground apartment. You’ll love comin ...
From $164 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Vintage Wrigleyville Apartment with Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Wrigleyville! 1 block from Wrigley field. Countless delicious restaurants, pubs and nightlife all right out ...
From $381 per night (USD)
VRBO
$Gorgeous NEW 5 BDR\/ 4BA in Logan Square w\/Parking!$
From $980 per night (USD)
Expedia
Gorgeous NEW 5 BDR\/ 4BA in Logan Square w\/Parking!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
In desirable LOGAN SQUARE - 10 minutes from Downtown Chicago, steps away from the new Restaurant Row on Diversey Avenue! ...
From $980 per night (USD)
Expedia
From $399 per night (USD)
VRBO
NEW in 2022! The CHICAGO GAME ROOM
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
There is no other rental like this in the Chicago area! This 4-bedroom, two-level private apartment is brand new and rea ...
From $399 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a ...
From $508 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a ...
From $516 per night (USD)
VRBO
From $276 per night (USD)
Expedia
New&Modern Apartment only 4 miles away from Midway Airport.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located 4 miles away from Midway Airport in Chicago, SeatGeek Stadium 4 miles away, 20min to Down Town, and 15min to Amp ...
From $276 per night (USD)
Expedia
From $403 per night (USD)
VRBO
❤️ Modern 2BR Apt Right next to Wrigley Field & Transit
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience city life; Located in Wrigley! Feel like a local! ✔️Right Next to Wrigley Field (1 block away); Home of Chi ...
From $403 per night (USD)
VRBO
$Executively Appointed Condo, w\/resort amenities, IND GAR, Pool, Gym+ Biz Lounge$
From $281 per night (USD)
Expedia
Executively Appointed Condo, w\/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Terrace and resort-like amenities are just steps ...
From $281 per night (USD)
Expedia
$River North 3BR\/2BA: HUGE, Parking, Center Chicago$
From $1058 per night (USD)
VRBO
River North 3BR\/2BA: HUGE, Parking, Center Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience an urban oasis unlike any other: - Complimentary parking for one vehicle in our attached lot - Spacious, re ...
From $1058 per night (USD)
VRBO
From $636 per night (USD)
Expedia
Coach House with Heated Garage and Private Rooftop Deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This charming 1884 coach house sits on Lincoln Park’s most prestigious block. A 7-minute walk to the Red Line, you're ju ...
From $636 per night (USD)
Expedia
$Luxe Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground (ID #CHI371)$
From $123 per night (USD)
VRBO
Luxe Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground (ID #CHI371)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Logan Square furnished two bedr ...
From $123 per night (USD)
VRBO
$Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck$
From $999 per night (USD)
Expedia
Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Summary: 2 stylish corner apartments in a perfect location with fabulous city views in multiple directions. This bright ...
From $999 per night (USD)
Expedia
$Don't miss out on this one! No cleaning fee.\nIdeal for McCormick Center visits.$
From $166 per night (USD)
VRBO
Don't miss out on this one! No cleaning fee.\nIdeal for McCormick Center visits.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Beautiful, comfortable, PRIVATE garden unit of a 3 floor home located in the historic Bronzeville neighborhood of Chicag ...
From $166 per night (USD)
VRBO
$Rad Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground$
Click For Pricing
Expedia
Rad Loop 1BR w\/ Gym, Doorman, walk to L & Parks, 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 ...
Click For Pricing
Expedia
$Smart Loop 1BR w\/ Pool, Gym, nr. Financial District, by Blueground$
From $217 per night (USD)
VRBO
Smart Loop 1BR w\/ Pool, Gym, nr. Financial District, 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 $217 per night (USD)
VRBO
$Gorgeous Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground$
From $202 per night (USD)
Expedia
Gorgeous Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop. with views over the city. It’ll be easy t ...
From $202 per night (USD)
Expedia
$Mod West Loop 1BR w\/ Pool, Gym, nr. Fulton Market & L, by Blueground$
From $168 per night (USD)
VRBO
Mod West Loop 1BR w\/ Pool, Gym, nr. Fulton Market & L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop. with views over the city. It’ll be easy to s ...
From $168 per night (USD)
VRBO
$Roomy Lakeview 1BR w\/ W\/D, Gym, near Lakefront Trail, by Blueground$
From $244 per night (USD)
Expedia
Roomy Lakeview 1BR w\/ W\/D, Gym, near Lakefront Trail, 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 $244 per night (USD)
Expedia
$Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground$
From $218 per night (USD)
VRBO
Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $218 per night (USD)
VRBO
$Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)$
From $394 per night (USD)
Expedia
Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover the best of Chicago, with this three bedroom apartment in River North. with balcony views over the city. It’ll ...
From $394 per night (USD)
Expedia
$Rad West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground$
From $167 per night (USD)
VRBO
Rad West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop. with views over the city. It’ll be easy to s ...
From $167 per night (USD)
VRBO
$Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground$
Click For Pricing
Expedia
Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, 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 ...
Click For Pricing
Expedia
$Smart Loop 1BR w\/ Gym, Pool, near Financial District, by Blueground$
From $232 per night (USD)
VRBO
Smart Loop 1BR w\/ Gym, Pool, near Financial District, 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 $232 per night (USD)
VRBO
From $492 per night (USD)
Expedia
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Beautiful, modern and newly furnished 4br/2 bath condo at a desirable location for business conventions and vacation tra ...
From $492 per night (USD)
Expedia
$1 #12 - 2 Bedroom \/ 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown$
From $257 per night (USD)
VRBO
1 #12 - 2 Bedroom \/ 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Beautiful, newly renovated condo located in the heart of Chicago Chinatown with 2 bedroom, 1 bath, a spacious living roo ...
From $257 per night (USD)
VRBO
$4 #2N - 4 Bedroom \/ 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown$
From $508 per night (USD)
Expedia
4 #2N - 4 Bedroom \/ 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Newly remodeled apartment with 4 bedrooms, 4 bathrooms, a spacious & modern living area, FREE private parking and plenty ...
From $508 per night (USD)
Expedia

Search Your Destination Now!

Cook Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals