Search Vacation Homes in Chicago 27th Street Station

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Vacation Homes in Chicago 27th Street Station

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Spacious 2BR Group Stay near McCormick Place & Wintrust Arena

Spacious 2BR Group Stay near McCormick Place & Wintrust Arena

Near South Side
8.8 out of 10, Excellent, (3)
"Communication from host. Amenities. Work out center"
United States
Sue R.
Spacious 2BR Group Stay near McCormick Place & Wintrust Arena
Fridge, microwave, oven, stovetop
Lux Home in Chicago 7mins Downtown

Lux Home in Chicago 7mins Downtown

Bronzeville
9.8 out of 10, Exceptional, (28)
"Larry was super responsive, the property was spotless, the location perfect. Our group of friends loved it. We will be back! "
United States
Kyle B.
Lux Home in Chicago 7mins Downtown
Interior
Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic.

Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic.

2.0 star property
Bronzeville
10.0 out of 10, Exceptional, (1)
"The property was clean. The house was nice and neat. I enjoyed my stay. "
United States
Lamyha S.
Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic.
Fridge, microwave, oven, stovetop
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Chinatown
9.8 out of 10, Exceptional, (10)
"Not one of these fancy, interior-design-focused places by any means, but the beds and pillows were very comfortable, great water pressure, high quality keurig and appliances, and an incredible incredible location. Highly recommended."
United States
Michelle T.
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Fridge, microwave, oven, dishwasher
Family-Friendly South Loop Escape by RedAwning

Family-Friendly South Loop Escape by RedAwning

Near South Side
Family-Friendly South Loop Escape by RedAwning
Dining
Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests

Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests

Bridgeport
9.4 out of 10, Exceptional, (21)
"The owners were SUPER helpful and their communication was SUPERB!"
United States
Juan B.
Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests
Property grounds
Lakefront property , minutes from McCormick Place and Downtown Chicago.

Lakefront property , minutes from McCormick Place and Downtown Chicago.

Bronzeville
9.8 out of 10, Exceptional, (8)
"Overall great stay, great host"
United States
Tyrese M.
Lakefront property , minutes from McCormick Place and Downtown Chicago.
Fridge, microwave, oven, stovetop
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

Bronzeville
9.2 out of 10, Wonderful, (20)
"The house was beautiful and check-in was easy. It was a great place for my family to gather and spend time together. There was plenty of room for everyone and the kitchen was a delight to work in. "
United States
Linda P.
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
Fridge, microwave, oven, stovetop
Hamaline Luxury - Guest House

Hamaline Luxury - Guest House

Bronzeville
9.4 out of 10, Exceptional, (3)
"Good stay close to a lot of bus stops very convenient for what we did on our trip. The host was very accommodating and left great instructions on how to access the home. "
United States
Stephen M.
Hamaline Luxury - Guest House
Fridge, microwave, oven, stovetop
1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Chinatown
9.8 out of 10, Exceptional, (9)
"Just off the red line. Plenty of great food near by"
United States
Steve C.
1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
4 bedrooms, desk, iron/ironing board, free WiFi
4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown

4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown

Armour Square
9.2 out of 10, Wonderful, (13)
"Enjoyed the neighborhood "
United States
Nicole P.
4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
Exterior
Spacious 2BR Unit with Skyline View Near McCormick Place & Soldier Field

Spacious 2BR Unit with Skyline View Near McCormick Place & Soldier Field

Near South Side
9.4 out of 10, Exceptional, (3)
"We enjoyed our weekend in Chicago. Location was easy to get to from the airports, building was secure and the host was great to work with. Great place. "
United States
Greg F.
Spacious 2BR Unit with Skyline View Near McCormick Place & Soldier Field
Smart TV, fireplace
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick

Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick

Bronzeville
10.0 out of 10, Exceptional, (6)
"We were preparing for our organizations annual fundraiser gala. This home was absolutely amazing. The space was appreciated. "
United States
Nancy M.
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
Interior
McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus

McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus

Near South Side
McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus
Fridge, microwave, oven, stovetop
Breeze of Bronzeville Chicago: 3 bedroom 2 bath 9 mins from downtown chicago

Breeze of Bronzeville Chicago: 3 bedroom 2 bath 9 mins from downtown chicago

Bronzeville
7.6 out of 10, Good, (4)
"The place was nice!!!! Joseph( Host) Has great communication skills!!!! The place felt like a nice hideout getaway and nice neighborhood. I would love to come back. Thanks for the stay!!!"
United States
Dante' M.
Breeze of Bronzeville Chicago: 3 bedroom 2 bath 9 mins from downtown chicago
Microwave, oven, stovetop, dishwasher
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

Bronzeville
9.4 out of 10, Exceptional, (11)
"Property matched the pictures perfectly! Loved the updates and appreciated the abundance of towels, dishes, etc! 3rd floor walkup if thats an issue for you. Also felt safe and secure. Great neighborhood too! Host provided detailed, easy to understand instructions for the property and was accessible via the VRBO app! "
United States
Marquita S.
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
Property grounds
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.

Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.

Kenwood
6.0 out of 10, (2)
"Great property"
United States
Anonymous traveler
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.
Fridge, microwave, oven, stovetop
Modern 3BR Near McCormick & South Loop

Modern 3BR Near McCormick & South Loop

Near South Side
Modern 3BR Near McCormick & South Loop
Fridge, microwave, oven, stovetop
Spacious 3BR Urban Getaway w Gym

Spacious 3BR Urban Getaway w Gym

Near South Side
Spacious 3BR Urban Getaway w Gym
Fridge, microwave, oven, stovetop
Stylish 3BR Gem in Prime Location

Stylish 3BR Gem in Prime Location

Near South Side
Stylish 3BR Gem in Prime Location
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 27th Street Station Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"The room was beautiful, the hotel was decorated for Christmas. Clean, felt safe, friendly staff."
Brittney 1-night trip
Posted 11 hours ago
Palmer House a Hilton Hotel

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