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Check prices for these dates

Next weekend
11 July - 13 July
In two weeks
18 July - 20 July
In one month
1 Aug - 3 Aug
In two months
29 Aug - 31 Aug

Featured Condo Rentals in Chicago Station

NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (169)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK
Classic Lincoln Park 2 bedroom condo- parking included
Outdoor dining

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (70)
"We had a great stay at the rental. Stacy was an amazing host. We would definitely stay there again. "
Classic Lincoln Park 2 bedroom condo- parking included
Entire 2 bedroom with Office & Deck!
Property grounds

Entire 2 bedroom with Office & Deck!

8.6 out of 10, Excellent, (12)
"Good stay"
Entire 2 bedroom with Office & Deck!
NEW LUXURY PENTHOUSE CONDO
Terrace/patio

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (183)
"A perfect place to stay. The rooftop bar has the BEST views of the city, especially around sunset. I would definitely stay here again! "
NEW LUXURY PENTHOUSE CONDO
Bucktown Private Condo
Fridge, microwave, oven, stovetop

Bucktown Private Condo

9.8 out of 10, Exceptional, (9)
"Great location… quiet, safe, with plenty of restaurants in the area. Would definitely recommend."
Bucktown Private Condo
Elizabeth by Coast to Cactus | Chic Artists Loft
Dining

Elizabeth by Coast to Cactus | Chic Artists Loft

9.4 out of 10, Exceptional, (18)
"Great place, excellent location and close to the trains!!!!"
Elizabeth by Coast to Cactus | Chic Artists Loft
Prime Location! Modern 3 Bed 3 Bath Rental in Chicago
Fridge, microwave, oven, stovetop

Prime Location! Modern 3 Bed 3 Bath Rental in Chicago

10.0 out of 10, Exceptional, (30)
"Beautiful modern home. Great location and host. Definitely recommended "
Prime Location! Modern 3 Bed 3 Bath Rental in Chicago
Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District
Interior

Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District

10.0 out of 10, Exceptional, (1)
"Jorie was wonderful she was really helpful with navigating the area and finding food. She was also very accommodating and made tasty popcorn. And although it’s a shared space she was very happy to offer what ever was needed to make you comfortable I really enjoyed her company and staying in her house only downside is the fire station which isn’t too bad just they are there but the location is great the bus to get downtown is right outside the building and to get to most attractions is just a 2-3...
Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District
Trendy West Town Flat - 2 bed / 1.5 bath with parking
Fridge, microwave, oven, stovetop

Trendy West Town Flat - 2 bed / 1.5 bath with parking

10.0 out of 10, Exceptional, (22)
"Great place, had everything we needed and was really comfy"
Trendy West Town Flat - 2 bed / 1.5 bath with parking
4BD Condo w/Parking & Game Room
Game room

4BD Condo w/Parking & Game Room

9.6 out of 10, Exceptional, (4)
"Property was great. Super clean with everything needed for a short stay. Close to the Red Line and is three stops away from Wrigley Field. Would definitely book again."
4BD Condo w/Parking & Game Room
Stylish & Comfy 2BR/2.5BTH condo w/ Pool and Poker table near Med/United Center
Fridge, microwave, oven, stovetop

Stylish & Comfy 2BR/2.5BTH condo w/ Pool and Poker table near Med/United Center

10.0 out of 10, Exceptional, (1)
"Spacious place to stay with friends. Place was very clean and nicely laid out. Separate bedrooms gave quiet spaces for people that wanted to head to bed earlier than others. Couch also made a comfortable sleeping arrangement. Only complaint is there were not enough linens stocked for the advertised number of guests, even though we didn’t have the max occupancy. I would absolutely book this place again in the future. "
Stylish & Comfy 2BR/2.5BTH condo w/ Pool and Poker table near Med/United Center
Spacious Wicker Park Hideaway with Parking!
Fridge, microwave, oven, stovetop

Spacious Wicker Park Hideaway with Parking!

8.8 out of 10, Excellent, (12)
"Very clean with new appliances, cute kitchen and beds were comfy. The location was perfect for visiting our Wicker Park family. Walkable neighborhood. Drove or ubered to the downtown sites. Lots of restaurants and bars nearby. The host was very responsive. Overall great visit. to any questions. "
Spacious Wicker Park Hideaway with Parking!
The Exclusive- 7 Bed, 6 Bath Retreat
Smart TV, computer monitors

The Exclusive- 7 Bed, 6 Bath Retreat

9.6 out of 10, Exceptional, (18)
"Great place to stay with a large group!"
The Exclusive- 7 Bed, 6 Bath Retreat
Hidden East Village Gem
Smart TV

Hidden East Village Gem

9.4 out of 10, Exceptional, (41)
"Great property, host, location and stay!"
Hidden East Village Gem
Spacious & Modern 3BD/2BA Home- Garage Parking!
Private kitchen

Spacious & Modern 3BD/2BA Home- Garage Parking!

Spacious & Modern 3BD/2BA Home- Garage Parking!
Updated Designer Duplex In Fulton Market W/parking
Smart TV

Updated Designer Duplex In Fulton Market W/parking

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay! The place was spotless and looked exactly like the photos online—no surprises, just as advertised. The space was well-appointed with everything we needed, from stylish cocktail glasses to quality pans and bowls. The beds were super comfortable, and the outdoor area was a really nice bonus. We felt right at home and will definitely be back the next time we're in Chicago!"
Updated Designer Duplex In Fulton Market W/parking
Bucktown Condo Just Two Blocks from the L by AllSet Turnover
Fridge, microwave, oven, dishwasher

Bucktown Condo Just Two Blocks from the L by AllSet Turnover

9.8 out of 10, Exceptional, (9)
"This was the perfect location for going out with our friends! The apartment was clean and well stocked. And even though it was within walking distance to nightlife, it was quiet inside. We enjoyed our stay!"
Bucktown Condo Just Two Blocks from the L by AllSet Turnover
The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown
Fridge, microwave, oven, stovetop

The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown

9.8 out of 10, Exceptional, (29)
"Great stay, great value. Awesome neighborhood with plenty of shopping and restaurants nearby. Easy communication and we loved the character of the vintage building. Would stay here again!"
The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown
Luxe Penthouse with Home Theater and Amazing Views
Fridge, microwave, oven, dishwasher

Luxe Penthouse with Home Theater and Amazing Views

9.6 out of 10, Exceptional, (4)
"Very nice and spacious home!! They did a outstanding job with the showers as well as two Jacuzzi tubs where available in the guest room and the master bed room! They have a theatre room which was perfect for me and my family to watch movies and get the movie feel without having to leave home. Everything is controlled through tablets and all rooms had one available, 10/10 Highly recommend!!!!"
Luxe Penthouse with Home Theater and Amazing Views
Chicago-Themed Apartment in West Town, Close to transportation and shops.
Outdoor dining

Chicago-Themed Apartment in West Town, Close to transportation and shops.

9.4 out of 10, Exceptional, (3)
"Great place & neighborhood to stay in! "
Chicago-Themed Apartment in West Town, Close to transportation and shops.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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