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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Vacation Homes in Chicago Station

Our top choices for Chicago Station (Blue Line) vacation homes

Amazing 3-bedroom house with WiFi and AC in awesome Chicago
Iron/ironing board, WiFi, bed sheets

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Amazing 3-bedroom house with WiFi and AC in awesome Chicago
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Fridge, microwave, oven, stovetop

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Chic and Spacious Bi-level 3BD in Bucktown!
Microwave, toaster, cookware/dishes/utensils

Chic and Spacious Bi-level 3BD in Bucktown!

2.0 star property
9.8 out of 10, Exceptional, (8)
"Property was comfortable, clean, and in a great location."
Chic and Spacious Bi-level 3BD in Bucktown!
Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!
Desk, iron/ironing board, free WiFi, bed sheets

Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay! The property was perfect for kids — safe, clean, and had plenty of space to play. The outdoor space is perfect for morning coffee, lounging, afternoon cocktails, and dinner under the stars. This location was unbeatable, close to everything we wanted to do. Couldn’t have asked for a better spot for a family getaway in the city. Highly recommend!"
Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!
Spacious 5-bedroom house great for large groups
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house great for large groups

10.0 out of 10, Exceptional, (1)
Spacious 5-bedroom house great for large groups
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Fridge, microwave, oven, dishwasher

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.2 out of 10, Wonderful, (17)
"Very quiet and close to CTA , Old Town easy access to the city"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Exterior

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (90)
"Awesome location, plenty of space, timely communication, clean. We loved it!"
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
Outdoor dining

Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover

10.0 out of 10, Exceptional, (2)
"My new go to spot to stay in Chicago. Really loved the space and location, easy to get around. "
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
Beautiful duplex in the heart of bucktown.
Terrace/patio

Beautiful duplex in the heart of bucktown.

10.0 out of 10, Exceptional, (3)
"Great location and host was very responsive."
Beautiful duplex in the heart of bucktown.
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
Fridge, microwave, oven, stovetop

EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE

9.4 out of 10, Exceptional, (22)
"Beautifully maintained property in residential neighborhood proximate to fantastic food and beverage / public transportation and quick cab ride from all major Chicago attractions. "
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Private kitchen

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

8.0 out of 10, Very Good, (7)
"The space - number of rooms and bathrooms - was great for a big group. We were able to sleep multiple families comfortably with no issues getting ready with the number of bathrooms. There was plenty of free street parking close, so we also didn't have any problems finding parking for all our cars. Some more specific instructions on how to use the key pad (to enter and lock) would be helpful, but otherwise no complaints! I would recommend this Vrbo! "
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Wicker Park Entire House, Private Yard and Parking!
Terrace/patio

Wicker Park Entire House, Private Yard and Parking!

10.0 out of 10, Exceptional, (13)
"We came into town for some weekend parties. It was a great location and we were all comfortable. Nice place"
Wicker Park Entire House, Private Yard and Parking!
Private Historic Coach House Wicker Park
Fridge, microwave, oven, stovetop

Private Historic Coach House Wicker Park

10.0 out of 10, Exceptional, (64)
"This place was a perfect rental for a girls trip to Chicago. Great location, walkable to so many amazing shops bars, and restaurants. All of us slept amazing with very comfortable beds, pillows, and quality sheets. We also really appreciated all the extra tiny amenities like a blow dryer, make up mirror, and of course, a wine opener. Thank you so much for the Incredibles stay "
Private Historic Coach House Wicker Park
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Exterior detail

Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops

9.8 out of 10, Exceptional, (37)
"Great location. Great place to stay. "
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Fantastic Home in Wicker Park
Fridge, microwave, oven, stovetop

Fantastic Home in Wicker Park

10.0 out of 10, Exceptional, (12)
"Beautiful house in a lively neighborhood, had a great time."
Fantastic Home in Wicker Park
Cozy 1-bedroom house in charming Chicago with WiFi, AC, Washer/Dryer
Fridge, microwave, oven, stovetop

Cozy 1-bedroom house in charming Chicago with WiFi, AC, Washer/Dryer

2.0 star property
9.8 out of 10, Exceptional, (6)
"This is indeed a cozy 1-bedroom house. It has been remodeled and is very attractive and comfortable. We will stay here again when we visit family in the Wicker Park area."
Cozy 1-bedroom house in charming Chicago with WiFi, AC, Washer/Dryer
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
Property grounds

Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train

10.0 out of 10, Exceptional, (16)
"We had a great stay here. Really added to our enjoyment of Chicago. Marco is a great host. The place is very comfortable."
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
Brand New 4BR in Heart of Chicago
TV, offices

Brand New 4BR in Heart of Chicago

Brand New 4BR in Heart of Chicago
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Property grounds

Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10.0 out of 10, Exceptional, (6)
"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Spacious 5 BR / King Size Beds + Private Parking!
Property grounds

Spacious 5 BR / King Size Beds + Private Parking!

9.6 out of 10, Exceptional, (13)
"The place was wondeful and the host was very easy to communicate with and prompt in his responses. 10/10 would stay here again!"
Spacious 5 BR / King Size Beds + Private Parking!
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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Top Chicago Station Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco Bell , primark , aquarium etccc love it there and would definitely come back another time !!! The city is such a vibe and lots of people walking the street even at 10:00 at night a lot of people out and about and it made me feel safe and not alone ! "
Miracle 3-night trip
Posted 1 day ago
Congress Plaza Hotel

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