Cook Area Rentals
- From $648 per night (USD)
VRBO
3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Perfectly located with the best of the city at your doorstep. This modern apartment is designed with a sweet co ...
From $648 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Great location-King beds-EV Charger-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 $347 per night (USD)Expedia
- From $100 per night (USD)
VRBO
Culture Hotel \nA Cozy retreat steps away from Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Nice property laundry room inside of building beach and culture center-right across the street. Also there are plenty ...
From $100 per night (USD)VRBO
- From $581 per night (USD)
VRBO
Old Town 3bd 3ba Coach House, Garage Parking Incl by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Experience the charm of Old Town in our spacious 3-bedroom coach house! This comfortable oasis offers a fully equipped k ...
From $581 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Charming Townhome Downtown Oak Park, IL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover comfort and style in our 2BR/2BA Oak Park gem! This spacious townhome apartment boasts modern amenities. Enjoy ...
From $184 per night (USD)VRBO
- From $311 per night (USD)
Expedia
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 $311 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Quite peaceful escape in Northbrook
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Private Part of the house converted garage into two bedrooms ,kitchen, bathroom and laundry with patio and large backyar ...
From $128 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Quite Peaceful Glenview escapes.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a secure, cozy, and peaceful stay in Northbrook. Whether you're stopping over for a few hours between flights, vis ...
From $133 per night (USD)Expedia
- From $128 per night (USD)
VRBO
\"My Quaint Little Escape\"
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
My home was built in 1956 but it is very cozy. The oversized furniture will have you wanting to take a nap during the da ...
From $128 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Cozy townhouse with Home feeling, 2 floors, 2 bedrooms 1.1 bath attached garage.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
For a business trip or just to relax in Chicago north suburbs, Got everything to living in. New washer and dryer,new fu ...
From $86 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Route 66 Apt \/ 5min to HOSP & Metra train \/ 15min to MDW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The whole group will enjoy easy access to everything from this centrally located place. Stay includes: *Fast Wifi *50' ...
From $255 per night (USD)VRBO
- From $74 per night (USD)
Expedia
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 $74 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Cozy retreat in a prime location
- Bedrooms:
- 4
- 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 $225 per night (USD)VRBO
- From $342 per night (USD)
Expedia
King bed, Free Wi-Fi, Burbank
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our brand new remodeled 4 bedroom 2 bathroom house located in Burbank, IL. This stunning home boasts modern f ...
From $342 per night (USD)Expedia
- Click For Pricing
VRBO
Enjoy Martinis on Milwaukee Ave and All the Nightlife Chicago Has to Offer! by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Two bedroom apartment in Logan Square, above an intimate boutique cocktail bar - You won't have to go far to enjoy Chica ...
Click For PricingVRBO
- From $285 per night (USD)
VRBO
Experience the Best Sites in Chicago & Rest Easy at the End of the Day by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bright and open top floor apartment within easy walking distance to many of the best sites in Chicago: Wrigley Field, La ...
From $285 per night (USD)VRBO
- From $361 per night (USD)
VRBO
2-Bedroom 2-Bath Apartment Close to the UC w\/ Free Off Street Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to the UC Commons, your Near West Side apartment just steps away from the United Center! Located minutes from Do ...
From $361 per night (USD)VRBO
- From $171 per night (USD)
VRBO
Logan Square Monthly Apartment\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The apartment features one private bedroom. In addition, there's an open-concept sleeping area, which allows for flexibi ...
From $171 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Trendy 2 bdrm near McCormick Place & Wintrust Arena
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy Chicago via our cozy apartment in the quiet yet friendly Historical Bronzeville community. We are nestled bet ...
From $120 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Coach house in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the allure of Chicago's Jefferson Park in our historic coach house. This charming 2-bedroom, 1-bathroom gem fea ...
From $191 per night (USD)VRBO
- From $2648 per night (USD)
VRBO
The Grand Kimball Lodge, Logan Square, Sleeps 20
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 20
The Grand Kimball Lodge is an award winning property filled with enormous windows, a large, open concept layout, and Wes ...
From $2648 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Family Sized house for 7 Guests in Bartlett
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this charming single-family home located in the desirable Amber Grove neighborhood. This property offers 3 be ...
From $281 per night (USD)VRBO
- From $175 per night (USD)
VRBO
420 zen environment surrounded by boho chic decor~Luv Happii House.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Charming, vintage style canna friendly bed & breakfast. Perfect for a weekend getaway, business trip, work from home alt ...
From $175 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Newly Renovated Apartment! 10 Minutes From Dowtown And The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the charm of our newly renovated Wicker Park Airbnb, nestled in the heart of Chicago. This stylish, cozy retr ...
From $181 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $221 per night (USD)
VRBO
Newly Revamped Home - For privacy lovers
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Discover your perfect escape in this newly constructed VRBO property. This chic entire front unit retreat offers 3 spaci ...
From $221 per night (USD)VRBO
- From $80 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 $80 per night (USD)VRBO
- From $100 per night (USD)
VRBO
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 $100 per night (USD)VRBO
- From $401 per night (USD)
VRBO
Belmont & Racine - Walk to Wrigley Field, Southport Corridor, and Belmont CTA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Belmont & Racine, your getaway location in the heart of the Lakeview neighborhood of Chicago, Illinois! Short ...
From $401 per night (USD)VRBO
- From $957 per night (USD)
VRBO
Large Apt with 2 Car Garage and EV Charger! Walk to Wrigley Field & Brown Line!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
- Garage with 2 spots and EV charger just for you! - 10 Minute walk to Irving Park Brown Line Station - Desirable North ...
From $957 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Wicker Park Duplex: 10 Min 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 $475 per night (USD)VRBO
- From $91 per night (USD)
VRBO
Chic Chicago Abode: Steps from Magnificent Mile!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 ...
From $91 per night (USD)VRBO
- From $291 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 $291 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Ideal & Spacious 1BR Apt: Fully Furnished!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your stylish oasis in the heart of Chicago! This gem offers a perfect blend of modern comfort and urban conve ...
From $150 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Newly Designed 3bd In Heart of Ukrainian Village by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the charm of Ukrainian Village in my beautifully designed home just steps from award winning restaurants, cafes ...
From $380 per night (USD)VRBO
- From $259 per night (USD)
VRBO
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 $259 per night (USD)VRBO
- From $237 per night (USD)
VRBO
Quiet, relaxing 4 bed, 2 bath, 10 mins to Lake Michigan
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with the whole family at this peaceful place to stay in Chicago Pill Hill area . Its a warm and lovely 4bd, 2 ba ...
From $237 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Archways at the Lincoln Park Zoo 2bed\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space The remains of Art Deco arches lend character and historic context to an apartment in a former hotel fr ...
From $145 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious & private apartment on friendly street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Keep it simple at this peaceful and centrally-located spot. This is a cozy & comfortable 1-bedroom apartment on the 2nd ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
Luxury 10PERSON Townhome near Beach and Golf Course 10 Min DT, Private Rooftop!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
HUGE newly constructed townhome with open concept layout with large, updated kitchen and dining room area. Home features ...
From $225 per night (USD)VRBO
- From $149 per night (USD)
VRBO
5 bed 2 full Bath in Avalon park near high park South shore Chatham SouthLoop
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 6
5 bed 2 full bathroom with 2300sqft of living space. Property is located on a quiet street with long time ownership. Res ...
From $149 per night (USD)VRBO
- From $71 per night (USD)
VRBO
Great Place
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
great place, have nice stuff, yadda yadda yadda, hkhbhhbbjjbhjbvghvghcfcggfcdxgnfgfcfgxdfxfchfdxfxfdxfgdxfxdxfxfxdxddddx ...
From $71 per night (USD)VRBO
- From $170 per night (USD)
VRBO
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 $170 per night (USD)VRBO
- From $137 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 $137 per night (USD)VRBO
- From $119 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 $119 per night (USD)Expedia
- From $156 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 $156 per night (USD)VRBO
- From $138 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 $138 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $106 per night (USD)
VRBO
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 $106 per night (USD)VRBO
- From $147 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 $147 per night (USD)VRBO
- Click For Pricing
VRBO
17th-Floor Central Chicago Condo w\/ Skyline Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Make your home away from home in the heart of the Windy City at this Chicago vacation rental. This 2-bed, 2-bath condo i ...
Click For PricingVRBO
- From $149 per night (USD)
VRBO
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 River North. with views over the city. It’ll be easy to ...
From $149 per night (USD)VRBO
- Click For Pricing
Expedia
Great Location in Beautiful Evanston close to NWU!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
No Hidden Fees! Looking for comfortable and convenient accommodations in Evanston? Look no further than this beautif ...
Click For PricingExpedia
- From $299 per night (USD)
VRBO
3 Apartments 1 blk to Metra, EZPark, Grill, Safe
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 17
Summary: Do you have a larger group you're trying to accommodate? This listing offers three modern Apartments in 1 build ...
From $299 per night (USD)VRBO
- Click For Pricing
VRBO
Spacious, Good Location & Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
No Hidden Fees! This fully furnished rental offers a clean, bright, and spacious 2 bedroom/1 bathroom apartment locate ...
Click For PricingVRBO
- From $500 per night (USD)
VRBO
-Lovely 5 BedRoom Unit in Uptown
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Have fun with the whole family at this stylish place. Your family will be close to everything when you stay at this cent ...
From $500 per night (USD)VRBO
- From $288 per night (USD)
VRBO
5 minutes from Midway Int'l Airport Single Family Home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a stylish experience at this centrally-located place. Roomy enough for 6 people. Well equipped kitchen. 2 Hi Def T ...
From $288 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Maywood Vacation Rental w\/ Electric Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home at this cozy 3-bedroom, 2-bathroom Maywood vacation rental house. With a stylish interior, a TV ro ...
From $343 per night (USD)VRBO
- From $114 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 $114 per night (USD)Expedia
- From $156 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 $156 per night (USD)VRBO
- From $140 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 $140 per night (USD)Expedia
- From $156 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 $156 per night (USD)VRBO
- From $162 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 $162 per night (USD)Expedia
- From $323 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 $323 per night (USD)VRBO
- From $130 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 $130 per night (USD)Expedia
- From $485 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 $485 per night (USD)VRBO
- From $647 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 $647 per night (USD)Expedia
- From $123 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 $123 per night (USD)VRBO
- Click For Pricing
Expedia
Convenient Getaway, Unit with Pool, Near Woodfield Mall, Schaumburg!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Our generously sized rooms and suites are packed with thoughtful extras like comfortable bedding, ergonomic workstations ...
Click For PricingExpedia
- From $247 per night (USD)
VRBO
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 $247 per night (USD)VRBO
- From $144 per night (USD)
Expedia
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 $144 per night (USD)Expedia
- From $143 per night (USD)
VRBO
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 $143 per night (USD)VRBO
- From $148 per night (USD)
Expedia
A Dream Home in Chicagoland
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $148 per night (USD)Expedia
- From $164 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 $164 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Updated Vintage 1883 firehouse 2 br 1 bath cozy quiet clean fully furnished apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Very quiet clean awesome two bedroom apt in a great part of chicago. This was once a horse and buggy carriage interim f ...
From $125 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Welcome to east 93rd
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Make some memories at this unique and family-friendly place. Key Features: Cozy 3-bedroom, 1-bathroom floor Spacious li ...
From $180 per night (USD)VRBO
- From $303 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 $303 per night (USD)Expedia
- From $267 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 $267 per night (USD)VRBO
- From $646 per night (USD)
VRBO
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 $646 per night (USD)VRBO
- Click For Pricing
VRBO
Wicker Parks, Designers Dream, on-trend 2 Bdrm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Wicker Parks, Designers Dream is just that. As a facet of Red Robin Rentals property portfolio, you are ...
Click For PricingVRBO
- From $3150 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 $3150 per night (USD)VRBO
- From $182 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 $182 per night (USD)VRBO
- From $124 per night (USD)
VRBO
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 $124 per night (USD)VRBO
- From $65 per night (USD)
VRBO
Fully Furnished Vintage 1bed\/1bath apartment in Jefferson Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Vintage Chicago large 1 bedroom unit! Quiet and safe neighborhood. Close to public transportation and major expressways ...
From $65 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Cozy Chic 1BR Chicago Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover your ideal urban retreat in our charming 1-bedroom apartment. Whether you're whipping up a gourmet meal in the ...
From $197 per night (USD)Expedia
- From $389 per night (USD)
VRBO
Luxury Modern Condo in Chicago Close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our spacious and luxurious condo located in the vibrant city of Chicago! This magnificent newly constructed ...
From $389 per night (USD)VRBO
- Click For Pricing
VRBO
Private \"Room C\" within shared space in Woodlawn,15 minutes from everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Historic Chicago fully furnished room for rent within a 4 bed/2bed shared space in Woodlawn, 15 minute away from everyth ...
Click For PricingVRBO
- From $376 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 $376 per night (USD)VRBO
- From $427 per night (USD)
VRBO
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 ...
From $427 per night (USD)VRBO
- From $116 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 The Loop furnished one bedroom apartme ...
From $116 per night (USD)VRBO
- From $275 per night (USD)
VRBO
wicker park large apartment perfect for families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Lots of room- three level unit. 2 outdoor patios at rear. Neighborhood is lively and close to some of the best bars and ...
From $275 per night (USD)VRBO
- From $398 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 $398 per night (USD)VRBO
- From $411 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 $411 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Gorgeous two Bedroom Unit-15mins to Downtown!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful two bedroom gem lodged in the heart of Bronzeville,5min drive from McCormick and IIT. Ideal location for a qui ...
From $125 per night (USD)VRBO
- From $309 per night (USD)
VRBO
Historic Chicago Home < 1 Mi to Lake Michigan
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious Chicago home, built in 1893, boasts unique charm in every detail! The 3-bedroom, 2.5-bathroom vacation ren ...
From $309 per night (USD)VRBO
- From $202 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 $202 per night (USD)VRBO
- From $294 per night (USD)
VRBO
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 West Loop. . It’ll be easy to simply show up and start ...
From $294 per night (USD)VRBO
- From $1139 per night (USD)
VRBO
Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to our Two 2-Story Downtown Penthouses (Combined Units) with Million Dollar Views. Guests love staying with us ...
From $1139 per night (USD)VRBO
- From $219 per night (USD)
VRBO
Spacious Chicago Apartment with Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Forget your worries in this spacious and serene space. With three bedrooms, and a ton of space, you will enjoy every min ...
From $219 per night (USD)VRBO