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Vacation Homes in Chicago Station

Vacation Home in West Town

2.0 star property
NEW to the market! Relax with family in a super Lux Custom SFH. West town.

Vacation Home in Bucktown

2.0 star property
9.8 out of 10, Exceptional, (15)
"Location is good. Close to the city, but not too close. Good access to CTA. Check in was straightforward and host promptly responsive to a minor issue with WIFI. Would stay here again. "
United States
Tim R.
Chic and Spacious Bi-level 3BD in Bucktown!

Vacation Home in West Town

10.0 out of 10, Exceptional, (2)
"The property was lovely and there was plenty of space to sleep, even for a large group. I would absolutely stay here again."
United States
John M.
Spacious 5-bedroom house great for large groups

Vacation Home in Humboldt Park

10.0 out of 10, Exceptional, (16)
"Good"
United States
William C.
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

Vacation Home in West Town

10.0 out of 10, Exceptional, (15)
"Excellent home in a great location. We loved it. "
United States
David F.
Wicker Park Entire House, Private Yard and Parking

Vacation Home in Bucktown

9.8 out of 10, Exceptional, (33)
"Great location to get to all the things we wanted to do. The house is perfect!"
United States
Anonymous traveler
The Bucktown House - Heart of Bucktown/Wicker Park, 10 Min Uber to Downtown

Vacation Home in Bucktown

10.0 out of 10, Exceptional, (5)
"Great location and host was very responsive."
United States
Morgan F.
Beautiful duplex in the heart of bucktown.

Vacation Home in West Town

10.0 out of 10, Exceptional, (92)
"Awesome location, plenty of space, timely communication, clean. We loved it!"
United States
Julia D.
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

Vacation Home in West Town

6.0 out of 10, (5)
"We stayed at this property for the holiday weekend and the experience was very disappointing. The home was not as advertised and was in poor condition, making the stay uncomfortable and even unsafe.When we arrived, there was a large hole in the bathroom wall with drywall debris all over the floor, which was an immediate red flag. Cleaning supplies were scattered throughout the house, and the overall cleanliness was lacking—floors, counters, and even the coffee maker had to be cleaned before...
United States
Happygail
Heart of Chicago 5 Bedroom Modern 12 guest West Bucktown Home

Vacation Home in West Town

9.0 out of 10, Wonderful, (24)
"The property was great and accommodated 11 people nicely "
United States
Marni S.
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE

Vacation Home in West Town

9.0 out of 10, Wonderful, (6)
"Very convenient to the Metra blue line, lots of bars and restaurants in the neighborhood. "
United States
John D.
Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover

Vacation Home in Near North Side

9.4 out of 10, Exceptional, (19)
"Overall, our stay was great! Checking in and out was easy and speedy, and the location is fantastic for those who like to spend time downtown (the property is within walking distance of the Brown and Red lines). A garage space was greatly appreciated for those who would drive, but traveling to/from O’Hare on the L was easy. We (6 adults) enjoyed our time and the neighborhood."
United States
Jordan R.
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Vacation Home in West Town

10.0 out of 10, Exceptional, (66)
"The property was charming, clean, and it contained anything you would need for your stay. The neighborhood was lovely with wonderful restaurants. We truly enjoyed our stay."
United States
Denise E.
Private Historic Coach House Wicker Park

Vacation Home in West Town

9.8 out of 10, Exceptional, (8)
"Wonderful stay! The property was clean, super comfortable and very well equipped with everything we needed! The location was perfect! The host was very responsive and all information/ instructions about the property were easy to understand. We will definitely stay again next time we’re in Chicago! "
United States
Jeanne A.
Vital Urban: Spa Inspired Retreat

Vacation Home in Lincoln Park

9.6 out of 10, Exceptional, (15)
"Fantastic stay. Comfy beds, great location, clean and plenty of space. Tons of walkable restaurants and shops. We had so much fun and would definitely return. It is close to the L, however the sound machines drowned out any noise. We slept so good!! "
United States
Shannon B.
LUXURIOUS LINCOLN PARK Home w/ Rooftop +parking

Vacation Home in Lincoln Park

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."
United States
Julie S.
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train

Vacation Home in West Town

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."
United States
Walter E.
Cozy 1-bedroom house in charming Chicago with WiFi, AC, Washer/Dryer

Vacation Home in West Town

10.0 out of 10, Exceptional, (3)
"My new go to spot to stay in Chicago. Really loved the space and location, easy to get around. "
United States
demi c.
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover

Vacation Home in Near North Side

8.0 out of 10, Very Good, (1)
"I live in the far west suburbs and occasionally need to visit the city for work a couple days in a row which prompts me to stay the night. This property was absolutely perfect, safe, and clean. The price was appropriate. My only 2 suggestions would be to have a hairdryer and include parking. Those are the two things that dropped my score. The location was fantastic as it sits near shopping, Whole Foods, and restaurants but in a quiet neighborhood. I plan on staying again!"
United States
Bridgett K.
Cozy Studio Suite, Steps from River North & Shops

Vacation Home in Near West Side

10.0 out of 10, Exceptional, (8)
"Great Location, beautiful home and Aaron was very helpful"
United States
Pamela A.
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
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