Cook Area Rentals
From $464 per night (USD)VRBO
Elk Grove Village Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
1900 SF unit is 5 min away from O'hare, and 12 min from downtown Schaumburg, which is like a bustling mini Chicago, incl ...
From $464 per night (USD)VRBO
From $464 per night (USD)VRBO
Des Plaines Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary - 1400 SF renovated unit is 11 min away from O'Hare Airport! This property has 3 bedrooms, & 2 bathrooms. Master ...
From $464 per night (USD)VRBO
From $318 per night (USD)VRBO
Newly Revamped Home - For privacy lovers
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $318 per night (USD)VRBO
From $464 per night (USD)VRBO
Elk Grove Village Rental - Kingsbridge Rd
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
1800 SF unit is located near O'hare Airport, Schaumburg, and Hoffman Estates, which gives easy access to plenty of bars/ ...
From $464 per night (USD)VRBO
From $140 per night (USD)VRBO
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 $140 per night (USD)VRBO
From $154 per night (USD)Expedia
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 $154 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
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Chic Chicago Abode: Steps from Magnificent Mile!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Discover the best of the Windy City with a stay at this charming 3-bedroom, 1.5-bathroom home. Immerse yourself in the v ...
Click For PricingVRBO
From $464 per night (USD)VRBO
Hoffman Estates Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
1400 SF renovated unit is 7-9 min away from interstate 90, which takes you straight to O’hare Air & downtown! This prope ...
From $464 per night (USD)VRBO
From $802 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 $802 per night (USD)VRBO
From $427 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 $427 per night (USD)Expedia
From $334 per night (USD)VRBO
Pearly Gates | 3 Bed | Sleeps 5 | w\/ 2-Car Garage
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: The Pearly Gates is located in the heart of Forest Park! Located just 10 miles from downtown Chicago, you can h ...
From $334 per night (USD)VRBO
From $333 per night (USD)Expedia
Full suburban home 30 mins from downtown Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the whole family to this great place with lots of room for fun. Full house in quiet suburb with free garage access ...
From $333 per night (USD)Expedia
From $270 per night (USD)VRBO
Chicago Rental - Vernon Ave
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
2600 SF renovated unit in the South suburbs, and only 30 minutes south of Downtown Chicago! This property has 5 bedrooms ...
From $270 per night (USD)VRBO
From $344 per night (USD)VRBO
Berwyn Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: 1800 SF renovated home is only 5 miles away from Midway airport, and approx 26 min from downtown Chicago! This ...
From $344 per night (USD)VRBO
From $86 per night (USD)VRBO
Great Place
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
great place, have nice stuff, yadda yadda yadda, hkhbhhbbjjbhjbvghvghcfcggfcdxgnfgfcfgxdfxfchfdxfxfdxfgdxfxdxfxfxdxddddx ...
From $86 per night (USD)VRBO
From $214 per night (USD)Expedia
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)Expedia
From $580 per night (USD)VRBO
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 $580 per night (USD)VRBO
From $403 per night (USD)Expedia
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 $403 per night (USD)Expedia
From $186 per night (USD)VRBO
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)VRBO
From $246 per night (USD)Expedia
iKlektik House \/\/ Robin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Bright, Sunny and Stylish one bedroom, full kitchen, balcony over looking the backyard in West Town. Close to Wicker Par ...
From $246 per night (USD)Expedia
From $1013 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 $1013 per night (USD)VRBO
From $238 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 $238 per night (USD)Expedia
From $219 per night (USD)VRBO
Maximum Comfort! w\/ Complimentary Airport Shuttle Service, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $219 per night (USD)VRBO
From $222 per night (USD)Expedia
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our generously sized rooms and suites are packed with thoughtful extras like comfortable bedding, ergonomic workstations ...
From $222 per night (USD)Expedia
From $321 per night (USD)VRBO
Best Pick! Spacious and Pet-friendly Unit, Free Airport Shuttle Service!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $321 per night (USD)VRBO
From $230 per night (USD)Expedia
Hassle-free Stay w\/ Complimentary Airport Shuttle, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $230 per night (USD)Expedia
From $281 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 $281 per night (USD)VRBO
From $141 per night (USD)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 ...
From $141 per night (USD)Expedia
From $165 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 $165 per night (USD)VRBO
From $564 per night (USD)Expedia
Spacious, Good Location & Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No Hidden Fees! This fully furnished rental offers a clean, bright, and spacious 2 bedroom/1 bathroom apartment locate ...
From $564 per night (USD)Expedia
From $265 per night (USD)VRBO
13 Mi to Dtwn Chicago: Maywood Home w\/ Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Laptop-Friendly Workspace | 10 Mi to Airport Make yourself at home at this 3-bedroom, 2-bath vacation rental in Maywood ...
From $265 per night (USD)VRBO
From $192 per night (USD)Expedia
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our generously sized rooms and suites are packed with thoughtful extras like comfortable bedding, ergonomic workstations ...
From $192 per night (USD)Expedia
From $332 per night (USD)VRBO
Best Value, Quality Stay! Pets Allowed, Complimentary Airport Shuttle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $332 per night (USD)VRBO
From $223 per night (USD)Expedia
Convenience & Comfort! w\/ Airport Shuttle Service, Pet-friendly Property!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $223 per night (USD)Expedia
From $321 per night (USD)VRBO
Maximum Comfort! With Airport Shuttle Service, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $321 per night (USD)VRBO
From $247 per night (USD)Expedia
Your Home Away From Home! Pet-friendly Property, Full Kitchen, Free Shuttle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel offers a variety of guestrooms to make visitors feel right at home complete with in-room microwaves, refrigera ...
From $247 per night (USD)Expedia
From $494 per night (USD)VRBO
TWO Comfortable 1BR Suites With Kitchens, Short Drive to Kohl Children's Museum!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The hotel offers a variety of guestrooms to make visitors feel right at home complete with in-room microwaves, refrigera ...
From $494 per night (USD)VRBO
From $160 per night (USD)Expedia
Spacious Unit with Full Kitchen, Free Airport Shuttle! Near Ruby Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel offers a variety of guestrooms to make visitors feel right at home complete with in-room microwaves, refrigera ...
From $160 per night (USD)Expedia
From $758 per night (USD)VRBO
THREE Convenient 1BR Suites with Kitchens, Pets Are Welcome, Airport Shuttle!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The hotel offers a variety of guestrooms to make visitors feel right at home complete with in-room microwaves, refrigera ...
From $758 per night (USD)VRBO
From $974 per night (USD)Expedia
FOUR Large 1BR Suites with Full Kitchen, Free Shuttle Chicago O'Hare Airport!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The hotel offers a variety of guestrooms to make visitors feel right at home complete with in-room microwaves, refrigera ...
From $974 per night (USD)Expedia
From $268 per night (USD)VRBO
Spacious Suites with Swimming Pool, Short Drive to West Meadows Ice Arena!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our generously sized rooms and suites are packed with thoughtful extras like comfortable bedding, ergonomic workstations ...
From $268 per night (USD)VRBO
From $536 per night (USD)Expedia
Memorable Vacation, Short Drive To Arlington Heights Historical Museum!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Our generously sized rooms and suites are packed with thoughtful extras like comfortable bedding, ergonomic workstations ...
From $536 per night (USD)Expedia
From $234 per night (USD)VRBO
Great Pick! With Complimentary Airport Shuttle Service, Pet-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $234 per night (USD)VRBO
From $246 per night (USD)Expedia
Comfort & Convenience! Pet-friendly Property, w\/ Complimentary Airport Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $246 per night (USD)Expedia
From $429 per night (USD)VRBO
Spacious Haven \/ 8-Min to Chicago \/ Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Introducing Spacious Haven; your home away from home in the heart of Forest Park. With luxurious finishes and modern ame ...
From $429 per night (USD)VRBO
From $306 per night (USD)Expedia
New renovation-1BR-Stylish-Modern-Next to the Lake\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LISTING DESCRIPTION - Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully e ...
From $306 per night (USD)Expedia
From $307 per night (USD)VRBO
Modern Spacious New Renovation 1BR Evanston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Listing Description Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equ ...
From $307 per night (USD)VRBO
From $843 per night (USD)Expedia
Spacious 5 BR \/ King Size Beds + Private Parking!
- Bedrooms:
- 3
- 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 $843 per night (USD)Expedia
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
From $252 per night (USD)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 ...
From $252 per night (USD)VRBO
From $244 per night (USD)Expedia
A Dream Home in Chicagoland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with your friends and family at this peaceful home!. This 3 bedroom, 1.5 bath home is perfect for a family getaway ...
From $244 per night (USD)Expedia
From $226 per night (USD)VRBO
Ideal 1-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Summary: Our fully furnished 1-bedroom apartment features a cozy living area, a well-equipped kitchen, and a comfortable ...
From $226 per night (USD)VRBO
From $580 per night (USD)VRBO
Summit Rental
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: 2340 SF renovated home is only 3 miles away from Midway airport, and approx. 16 min from downtown Chicago! Th ...
From $580 per night (USD)VRBO
From $510 per night (USD)VRBO
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 $510 per night (USD)VRBO
From $580 per night (USD)VRBO
Palos Hills Rental
- 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 $580 per night (USD)VRBO
From $580 per night (USD)VRBO
Arlington Heights Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
2000 SF renovated unit is 20 minutes away from O’Hare Airport & 35 min to downtown Chicago! This property has 4 bedrooms ...
From $580 per night (USD)VRBO
From $580 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 $580 per night (USD)VRBO
From $580 per night (USD)VRBO
Lincolnwood Rental\n
- 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 $580 per night (USD)VRBO
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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 ...
Click For PricingExpedia
From $162 per night (USD)VRBO
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 $162 per night (USD)VRBO
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
From $421 per night (USD)Expedia
Unique Chicago Penthouse Loft - Amazing Deal & Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Ideal for a Chicago getaway, a business trip, or to visit family & friends! This comfortable 3rd-floor Penthouse Loft (n ...
From $421 per night (USD)Expedia
From $393 per night (USD)VRBO
Fulton market \/ Noble Square FREE parking, Laundry, 2.5 miles to Mag Mile!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BEST neighborhood in Chicago. This is the 1st real neighborhood west of all the high-rises, walking distance to restaura ...
From $393 per night (USD)VRBO
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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. ...
Click For PricingExpedia
From $315 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 $315 per night (USD)VRBO
From $229 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 $229 per night (USD)Expedia
From $573 per night (USD)VRBO
Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w\/parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Explore The Greenhouse Inn in Evanston! A 3-bed, 3-bath duplex for 6 guests with 2 kitchens, in-unit laundry, and parkin ...
From $573 per night (USD)VRBO
From $209 per night (USD)Expedia
Less is more! Pet friendly Tiny Home near Chicago!\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and ...
From $209 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $59 per night (USD)Expedia
Cosy room near medical district w\/ private balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
***Our space is fully furnished with a co-living experience.*** Welcome to our recently renovated duplex apartment, offe ...
From $59 per night (USD)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 $459 per night (USD)Expedia
Urban Oasis - Kid Friendly - Quiet Street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in a quiet and safe neighborhood, our property offers a unique blend of style, comfort, and entertainment. Step ...
From $459 per night (USD)Expedia
From $255 per night (USD)VRBO
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 $255 per night (USD)VRBO
From $394 per night (USD)Expedia
Windy City Welcome
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The entire group will benefit from convenient access to various amenities from this centrally situated location. This re ...
From $394 per night (USD)Expedia
From $889 per night (USD)VRBO
The Banksy-King Bed-Firepit-Rooftop-United Center
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
The Banksy, a modern 2-story duplex just 3 miles from downtown is ideal for large groups. Host your Bachelor / Bachelore ...
From $889 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 $346 per night (USD)VRBO
A Home Away From Home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the allure of this newly renovated Georgian house. Boasting ample space for family enjoyment. With its close pr ...
From $346 per night (USD)VRBO
From $596 per night (USD)Expedia
River North Central Home With Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Enjoy a stylish experience at @TheDreamRentals centrally-located home in Chicago's River West neighborhood. Rel ...
From $596 per night (USD)Expedia
From $200 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 $200 per night (USD)VRBO
From $165 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 $165 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 $694 per night (USD)Expedia
Villa Noir Chicago Victorian home 7 min to downtown, museums, shops & the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Villa Noir - an expertly designed vacation HOME fully equipped with everything you need for a most enjoyable ...
From $694 per night (USD)Expedia
From $164 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 $164 per night (USD)VRBO
From $886 per night (USD)Expedia
Chic River North Condo 2BR 2BA with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to our riverfront oasis nestled in the vibrant heart of Chicago's trendy River North neighborhood! Thi ...
From $886 per night (USD)Expedia
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Lovely Oak Park Boho Vintage 3bd\/1ba. Located near public transit\/free parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous 3BR 1BA apt near downtown Oak Park & 10 mins from the Medical District, Pilsen & West Loop Chicago! Get the bes ...
Click For PricingVRBO
From $321 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 $321 per night (USD)Expedia
From $201 per night (USD)VRBO
Delightful Cozy Home, 2 Bedroom, 1 full Bath, Conveniently located.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is upstairs part of the house only. This home is located in beautiful Glenview area. Large backyard, 1 car garage ...
From $201 per night (USD)VRBO
From $1070 per night (USD)Expedia
Luxury Loft Collection 903 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $1070 per night (USD)Expedia
From $1028 per night (USD)VRBO
Luxury Loft Collection 902 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $1028 per night (USD)VRBO
From $196 per night (USD)Expedia
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 $196 per night (USD)Expedia
From $257 per night (USD)VRBO
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 $257 per night (USD)VRBO
From $148 per night (USD)Expedia
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 $148 per night (USD)Expedia
From $176 per night (USD)VRBO
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 $176 per night (USD)VRBO
From $252 per night (USD)Expedia
Lovely vintage Oak Park 3bd 1ba perfectly located Chicago loop & public transit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Gorgeous 3BR 1BA apt near downtown Oak Park & 15 mins from the Medical District, Pilsen & Downtown Chicago! Get the best ...
From $252 per night (USD)Expedia
From $458 per night (USD)VRBO
Designer Furnished + Game Room | LCP Collection
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Discover comfort and convenience in this newly remodeled 3BR, 1.5-bath retreat in Des Plaines. Just a 2-min wal ...
From $458 per night (USD)VRBO
From $609 per night (USD)Expedia
McCormick 3B\/2Ba Family Oasis up to 8 guests with Parking-Optional\/Gym\/Patio
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + ...
From $609 per night (USD)Expedia