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 $250 per night (USD)
VRBO
Charming, light-filled 5br Wilmette home
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Light and art filled 5br, 2ba, 2fp, garage, huge fenced backyard. Beautifully designed and landscaped. Kitchen boasts ne ...
From $250 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Studio | Free Breakfast! Heated Indoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This studio condo in Glenview. Comfortable, safe and friendly atmosphere, with all the amenities for an enjoyable visit. ...
From $187 per night (USD)
Expedia
From $383 per night (USD)
VRBO
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Bedrooms:
2
Bathrooms:
4
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 $383 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience city life; Located in Wrigley! Feel like a local! We're experienced! we've hosted more than 1000 reservati ...
From $296 per night (USD)
Expedia
From $108 per night (USD)
VRBO
Great suburban location! Perfect for solo or couple travelers
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Walking distance to several restaurant, grocery store, pharmacy etc. 1st floor suite will be your relaxing retreat. Kin ...
From $108 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spacious Apt close to everything Chicago has to offer Stay includes: *Free Street Parking *Fast Wifi *2Comfortable Quee ...
From $156 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Beautiful Berwyn Bungalow Close to Downtown Chicago
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this beautiful and quiet home just west of Chicago. Driveway for 4+ cars, large yard with ...
From $337 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Family-friendly, stylish Chicago Apartment in Logan Square
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to Hamlin House! The living area has beautifully restored hardwood floors and the bathroom was completely renova ...
From $225 per night (USD)
Expedia
From $317 per night (USD)
VRBO
My Prima Karina BEAUTIFUL 4bd 2ba in quiet Chicago Suburb
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautifully appointed 4bd 2bth nestled in a quiet, tree-lined neighborhood but close to it all! Minutes from Downtown ...
From $317 per night (USD)
VRBO
From $480 per night (USD)
Expedia
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5ba condo tucked on a ...
From $480 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Quick Access to O'Hare and Chicago downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Family-oriented and centrally located home near the Chicagoland area. Minutes away from O'Hare Chicago International Air ...
From $348 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Just remodeled apartment close to airport and mall
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is just remodeled first floor 1 bedroom apartment that has everything you need for a comfortable stay. Conveniently ...
From $254 per night (USD)
Expedia
From $285 per night (USD)
VRBO
3 BD condo near to downtown, Gold Coast and Michigan Avenue.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Situated on quiet side street across from 19c. church, steps from popular bars, restaurants, and public transportation. ...
From $285 per night (USD)
VRBO
$Luxéry Stay \Hollywood\ Downtown/McCormick/WinTrust Area$
From $828 per night (USD)
Expedia
Luxéry Stay \"Hollywood\" Downtown/McCormick/WinTrust Area
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the best of Chicago from this stunning 3-bedroom apartment in the South Loop. With its elegant desig ...
From $828 per night (USD)
Expedia
From $212 per night (USD)
VRBO
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 $212 per night (USD)
VRBO
From $354 per night (USD)
Expedia
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 $354 per night (USD)
Expedia
From $463 per night (USD)
VRBO
DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $463 per night (USD)
VRBO
From $486 per night (USD)
Expedia
Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $486 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $289 per night (USD)
Expedia
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 $289 per night (USD)
Expedia
From $200 per night (USD)
VRBO
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 $200 per night (USD)
VRBO
From $211 per night (USD)
Expedia
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 $211 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.
Bedrooms:
3
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)
VRBO
From $77 per night (USD)
Expedia
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 $77 per night (USD)
Expedia
From $139 per night (USD)
VRBO
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 $139 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Our generously sized rooms and suites are packed with thoughtful extras like comfortable bedding, ergonomic workstations ...
From $161 per night (USD)
VRBO
From $935 per night (USD)
VRBO
Luxury Home With Awesome Master Bathroom & Huge Back Yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This modern luxury home has every thing you need for your home away from home. It has an automatic Secret Harry Potter d ...
From $935 per night (USD)
VRBO
From $137 per night (USD)
VRBO
Short Drive from Cernan Earth & Space Center! Kitchen, Free Airport Shuttle!
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 $137 per night (USD)
VRBO
From $89 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 $89 per night (USD)
VRBO
From $167 per night (USD)
VRBO
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 $167 per night (USD)
VRBO
From $684 per night (USD)
VRBO
As Seen on TV: Safest Area Lincoln Park Duplex
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
** As featured on upcoming Season 3 of CBS' TV show "Staycation". ** Come stay in a tasteful DUPLEX in the heart of Ch ...
From $684 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy your stay in this 3-BR/2-bath vintage duplex unit located on a serene, residential side street walking distance to ...
From $295 per night (USD)
Expedia
From $255 per night (USD)
VRBO
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $255 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $294 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Sew u wana stay in a storefront?
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
If you're staying in Chicago and want to experience Wicker Park, you gotta stay in a space as unique as the neighborhood ...
From $243 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Bridgeport Boho Chic Vibes
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your new home away from home in this 2 bedroom apartment in the classic Chicago neighborhood of Bridgeport, t ...
From $195 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Free Shuttle to Chicago O'Hare Intl Airport! Pet-friendly Property!
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 $147 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Entire Below Level Studio w/ Private Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Centrally located between Logan Sq., Bucktown, Wicker Park & Ukrainian Village. Easily jump on the 606 walk/bike path or ...
From $197 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Chic & Cozy near ORD>MDW>DT>HOSP
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax with the whole family at this peaceful place to stay. Stay includes: *Free Street Parking *Free Wifi *Comfortable ...
From $178 per night (USD)
VRBO
Click For Pricing
Expedia
4BD Condo w/Parking & Game Room
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our luxurious 4-bedroom, 2.5-bathroom condo unit that's perfect for your stay in Chicago. This stunning unit ...
Click For Pricing
Expedia
From $228 per night (USD)
VRBO
Large Group Home
Bedrooms:
1
Bathrooms:
4
Sleeps:
16
Great accommodations for up to 16 people great for family gatherings and team accommodations it is a very clean and quie ...
From $228 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Spacious 2BR in The Loop + 5-Star Comfort
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: 'The Cooke' is your ideal base for exploring Chicago's vibrant attractions, promising a luxurious stay with uni ...
From $484 per night (USD)
Expedia
Click For Pricing
VRBO
Amazing Edgewater 2BR, nr Lake Michigan, by Blueground
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Edgewater Beach furnished two bedroom ...
Click For Pricing
VRBO
From $214 per night (USD)
Expedia
Luxury Villa 10 minutes to Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Windy City! La Villita is the gateway to Chicago's vibrant Mexican-American area. Super cozy , modern and ...
From $214 per night (USD)
Expedia
From $794 per night (USD)
VRBO
Eddy House, Roscoe Village Haven
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Steps away from Roscoe Village dining & shopping and a short train to the Mag Mile. Enjoy the best Chicago has to offer ...
From $794 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This newly updated 2 bedroom, 1 bath condo has everything you need to make your Chicago stay perfect! The home was thou ...
From $202 per night (USD)
Expedia
From $829 per night (USD)
VRBO
Wrigley 2 bedroom 2 bath with free parking & yard!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: My home is a very large 2 bedroom 2 bath condo 3 blocks (6 minute stroll) from Wrigley Field. It's 20 minutes ...
From $829 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Monthly Specials! Cozy Home away from Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
In the HOMETOWN OF OUR POPE LEO, a cozy home away from home. 7 minutes to the city of Chicago, 22 minutes to Downtown. ...
From $241 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Penthouse Escape + Vibrant West Loop Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Discover 'The Fitz,' a designer 3BR penthouse ideal for your Chicago getaway, with top marks for cleanliness an ...
From $408 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront
Bedrooms:
2
Bathrooms:
4
Sleeps:
20
Lots of room for you to stretch out and enjoy the great location in East Lakeview. Nearby to public transportation incl ...
From $570 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Top floor of Historic Oak Park Villa /Grge: 2Cars
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
We offer an 1,800 SQFT, three bedroom top floor home with spacious dining room, living room, modern kitchen, generous o ...
From $385 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to MAYORS MANOR, with a 24/7 dedicated team ensuring a comfortable and unforgettable stay. ✔ Spacious & Stylish ...
From $357 per night (USD)
Expedia
From $306 per night (USD)
VRBO
McCormick Place city view 2br/2ba with optional parking/sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
During your stay in Downtown Chicago and enjoying the comfort of our sophisticated apartment we will be doing our best t ...
From $306 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Quiet Area - Revamped Basement
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your cozy retreat! Our 2-bedroom short-term rental is designed to offer you a comfortable and convenient stay ...
From $218 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Elegant 3 Bedroom and 1 Bath Apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Experience top quality in a spacious 3 bed 1 bath apartment during your next visit to Chicago. We are located in West Ri ...
From $240 per night (USD)
VRBO
From $166 per night (USD)
VRBO
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 $166 per night (USD)
VRBO
From $410 per night (USD)
VRBO
STYLISH-LOCAL-COMFY-SAFE 5 night min.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Conveniently located in Chicago to all of Chicago. Located in Chicago’s Andersonville & Edgewater area. Down the stre ...
From $410 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Game Nights, BBQs & Family Fun: Chicago Area Hub
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
24 Mi to Dtwn Chicago | Close to Parks & Restaurants | Dine on the Deck Say ‘hello’ to your new home base for Chicagola ...
From $199 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Modern luxury apartment in West Town Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Looking for a luxurious getaway in the heart of the city? Look no further than this stunning 3 bedroom, 2 bath modern ap ...
From $254 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Your perfect stay! Fenced yard, pets, infants, families welcomed!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy and fully renovated ranch in a great neighborhood. Fenced backyard. 2 bedrooms, 1,5 bath. 2 TVs, dedicated workspac ...
From $385 per night (USD)
VRBO
Click For Pricing
VRBO
Full Modern House Near Downtown Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Fully renovated modern house available for stay. Comes with all silverware, plates, cooking pots and more kitchen essent ...
Click For Pricing
VRBO
From $211 per night (USD)
Expedia
Beautiful 1st floor apartment.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
We have the spot you would love. Perfect for a cozy get away. Our unit is central to the city and has easy access to do ...
From $211 per night (USD)
Expedia
From $379 per night (USD)
VRBO
*Comfortable & Spacious Home Close to Downtown*
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
We are Airbnb Superhosts and have been on the platform since 2016. This is a Comfortable & Spacious beautifully furnish ...
From $379 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Best Value, Quality Stay! Pet-Friendly Property, Close to Water Tower Chicago!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $211 per night (USD)
VRBO
From $552 per night (USD)
VRBO
A Place You'll Surely Enjoy! Near Chicago History Museum, Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $552 per night (USD)
VRBO
From $351 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 $351 per night (USD)
Expedia
From $449 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 $449 per night (USD)
VRBO
From $423 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 $423 per night (USD)
Expedia
From $267 per night (USD)
VRBO
The Neighborhood Hotel - Little Italy Two Bedroom - ADA
Bedrooms:
1
Bathrooms:
2
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 $267 per night (USD)
VRBO
From $268 per night (USD)
Expedia
The Neighborhood Hotel - Little Italy One Bedroom w/ Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 KING BED + 1 QUEEN SLEEPER SOFA + 1 BATHROOM + PATIO This airy, one bedroom suite exudes a mid-century Italian meets ...
From $268 per night (USD)
Expedia
From $434 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 $434 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Great location-King beds-Kids playroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Close to Woodfield Mall. Private office, high speed internet. Spacious, King Beds. Outdoor Oasis, Kids playroom, Indoor ...
From $331 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Beautiful Chicago 2BD 1BA, minutes from Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perfect Humboldt Park location! 2 minute walk to CTA bus on Grand Ave , North Ave, or Pulaski. Minutes from 606 Trail. T ...
From $236 per night (USD)
VRBO
$Large house in Chicago suburb\n$
From $816 per night (USD)
VRBO
Large house in Chicago suburb\n
Bedrooms:
6
Bathrooms:
4
Sleeps:
12
Large home near the city, but in suburbs. Entire home will be available to you featuring 4 bedrooms all located on the ...
From $816 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Ultimate City Life Experience in Heart of Chicago | 2 Family Ready Roos
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $264 per night (USD)
VRBO
From $138 per night (USD)
VRBO
Cozy Corner in Chicago’s Downtown| Walking Distance to Ohio Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 1200 sq. ft, equipped with complimentary toiletries, TV, avai ...
From $138 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Small hidden Gem
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
“Cozy hidden gem “ Cozy apartment in a great location. A 15-minute drive from downtown, 10 minutes from Midway Airport, ...
From $131 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Loft8 - Unique Design in Prime Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Layout --- 1,500 sq ft, 3 king size beds, 2 full bathrooms, 1 separate room with desk next to patio (great natural light ...
From $426 per night (USD)
VRBO
From $289 per night (USD)
VRBO
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 $289 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Walk to Train & Bus: Updated Chicago Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
5 Mi to Midway | Close to Hospitals | On Main Road in Residential Area Your extended stay in Chicago is made easy at th ...
From $128 per night (USD)
VRBO
From $439 per night (USD)
VRBO
5-minute walk to the largest old school arcade in America! Family friendly.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Bring the whole family to this great place with lots of room for fun. We are located 10 miles from Downtown Chicago. Ple ...
From $439 per night (USD)
VRBO
From $527 per night (USD)
VRBO
Splendid Corner 3BR in the Loop | City Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Stylish 1,300+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fa ...
From $527 per night (USD)
VRBO
From $147 per night (USD)
VRBO
Chicago style apt/Near Hosp/ORD/MDW/DT
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your family will be close to everything at this centrally-located place. Stay includes: *Free Street Parking *Free Wifi ...
From $147 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Cozy retreat in a prime location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a clean and comfortable stay with a luxurious king bed and a private backyard. Located in a peaceful neighborhood, ...
From $308 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Modern 4BR Retreat Near MDW | LCP Collection
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Enjoy a fresh stay in this newly remodeled 4BR, 2BA home in Burbank, IL, perfect for families and groups. With ...
From $293 per night (USD)
VRBO
From $1301 per night (USD)
Expedia
The Grand Kimball Lodge, Logan Square, Sleeps 20
Bedrooms:
4
Bathrooms:
5
Sleeps:
20
Summary: Welcome to The Grand Kimball Lodge — a one-of-a-kind experience that’s been featured in Architectural Digest's ...
From $1301 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Newly Revamped Home - For privacy lovers
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Big family? Group getaway? We’ve got more sleeping space than you’ll know what to do with. Try finding this much space a ...
From $378 per night (USD)
VRBO
From $140 per night (USD)
Expedia
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)
Expedia
From $153 per night (USD)
VRBO
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 $153 per night (USD)
VRBO
From $470 per night (USD)
Expedia
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 $470 per night (USD)
Expedia
From $352 per night (USD)
VRBO
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 $352 per night (USD)
VRBO
From $175 per night (USD)
Expedia
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 $175 per night (USD)
Expedia
From $158 per night (USD)
VRBO
iKlektik House // Robin
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bright, Sunny and Stylish one bedroom, full kitchen, balcony over looking the backyard in West Town. Close to Wicker Par ...
From $158 per night (USD)
VRBO
From $1002 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 $1002 per night (USD)
VRBO
From $298 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 $298 per night (USD)
VRBO
From $215 per night (USD)
Expedia
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 $215 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Convenience & Comfort! w/ Airport Shuttle Service, Pet-friendly Property!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $146 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Your home away from home" is awaiting for your short or extended stay. Entirely updates, and fully equipped for your co ...
From $310 per night (USD)
Expedia
$New renovation-1BR-Stylish-Modern-Next to the Lake\n$
From $297 per night (USD)
VRBO
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 $297 per night (USD)
VRBO
From $299 per night (USD)
Expedia
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 $299 per night (USD)
Expedia

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