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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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

Communal Lounge

1. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.6 out of 10, Exceptional, (28 reviews)
"This was a great property. It was easy to access, easy transportation near by, Whole Foods is right around the corner and the neighborhood is very pleasant. Will definitely stay here again."
United States
Josh
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
A modern balcony with a city view, a cushioned chair, a small table with a plant, and a potted plant on the floor.

2. ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.4 out of 10, Exceptional, (31 reviews)
"Super clean great location short drive to everything we wanted to see!"
United States
eric p.
The price is AED 775
AED 1,976 total
includes taxes & fees
14 Oct - 15 Oct
ENVITAE Hotel, 4BR Luxury Modern Apartments
Communal lounging area

3. Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
9.8 out of 10, Exceptional, (6 reviews)
Modern 3BR Apartment Near North Ave Shops
A modern kitchen with a dining area, a flat-screen TV mounted on the wall, and a green sofa in the living room.

4. Cozy 1-bedroom house in charming Chicago Free Easy Parking , AC, Washer & Dryer

Cozy 1-bedroom house in charming Chicago Free Easy Parking , AC, Washer & Dryer
West Town
9.8 out of 10, Exceptional, (21 reviews)
"This was really clean and had everything you need inside. Host was great and fast to communicate and assist. I’d recommend it!"
United States
Tracie
Cozy 1-bedroom house in charming Chicago Free Easy Parking , AC, Washer & Dryer
A modern living room with a ceiling fan, a fireplace, and a television.

5. Beautiful, Spacious 3BR Ukrainian Village Home Room for Groups and Deck

Beautiful, Spacious 3BR Ukrainian Village Home Room for Groups and Deck
West Town
Beautiful, Spacious 3BR Ukrainian Village Home Room for Groups and Deck
Communal lounging

6. Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.4 out of 10, Exceptional, (3 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
Cozy Studio Suite, Steps from River North & Shops
A modern living room with a grey sofa, a glass coffee table, and a leather chair. There is a fireplace, a TV mounted on the wall, and a wooden coffee table with a cowhide rug.

7. 4 Bedroom Penthouse Loft in Heart of Wicker Park

4 Bedroom Penthouse Loft in Heart of Wicker Park
West Town
10.0 out of 10, Exceptional, (6 reviews)
"Nice spacious apartment in a good area."
United States
Therese C.
4 Bedroom Penthouse Loft in Heart of Wicker Park
A cozy outdoor seating area with a fire pit, surrounded by snow-covered furniture and a brick wall.

8. The Banksy-King Bed-Firepit-Rooftop-United Center

The Banksy-King Bed-Firepit-Rooftop-United Center
Near West Side
10.0 out of 10, Exceptional, (5 reviews)
"Just an all around great stay. Clean, stocked and safe. We will be back!"
United States
Beau L.
The Banksy-King Bed-Firepit-Rooftop-United Center
A bedroom with a bed, a TV mounted on the wall, a small table, and a chair.

9. Private Historic Coach House Wicker Park

Private Historic Coach House Wicker Park
West Town
10.0 out of 10, Exceptional, (75 reviews)
"Clean, efficient, great area to stay in!"
United States
Mike H.
Private Historic Coach House Wicker Park
A cozy living room with a neon sign, a fireplace, a television, and a guitar.

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

Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Lincoln Park
9.6 out of 10, Exceptional, (44 reviews)
"Location was great, beds were comfortable, overall the apartment was well appointed. Unfortunately there was a strong musty smell, mainly in the common areas. We opened the windows and tried running the AC, but couldn’t get rid of it. We did report it to our host, who was going to check it out following our departure."
United States
Alison G.
The price is AED 1,142
AED 2,407 total
includes taxes & fees
5 Oct - 6 Oct
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
A brick building with large windows, a black door, outdoor seating with a striped umbrella, and potted plants.

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

Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
Lincoln Park
10.0 out of 10, Exceptional, (16 reviews)
"Location was great. House had everything we needed for our weekend stay."
United States
Pat E.
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
A glass-top table with a book, a vase with flowers, a rock, and a potted plant.

12. Bee's Knees - Ritzy, 1924 Chicago Bungalow

Bee's Knees - Ritzy, 1924 Chicago Bungalow
Humboldt Park
10.0 out of 10, Exceptional, (29 reviews)
"Great stay."
United States
Jonathan B.
Bee's Knees - Ritzy, 1924 Chicago Bungalow
A greenhouse with a glass ceiling, lush ferns, and a small pond.

13. HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Downtown Chicago
9.2 out of 10, Wonderful, (79 reviews)
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
A rooftop terrace with a checkered tablecloth, a sofa with colorful cushions, a fire pit, and a city skyline with fireworks in the background.

14. Last-Minute Chicago home with Rooftop Views +Private HOT TUB -Garage-Sleeps 12

Last-Minute Chicago home with Rooftop Views +Private HOT TUB -Garage-Sleeps 12
West Town
10.0 out of 10, Exceptional, (5 reviews)
"Stayed in Chicago for a trade show. Great location and well kept property "
United States
Aaron E.
Last-Minute Chicago home with Rooftop Views +Private HOT TUB -Garage-Sleeps 12
A modern kitchen with a large island, bar stools, and a vase with branches.

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

EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
West Town
9.0 out of 10, Wonderful, (42 reviews)
"Well furnished and great location"
United States
kirk72966
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
A modern living room with a flat-screen TV, grey sofas, a coffee table, and a ceiling fan.

16. Spacious 5 BR / King Size Beds + Private Parking!

Spacious 5 BR / King Size Beds + Private Parking!
East Garfield Park
9.8 out of 10, Exceptional, (23 reviews)
"Great place! "
United States
Scott A.
Spacious 5 BR / King Size Beds + Private Parking!
A dining area with a table set for a party, colorful drapes, and a sign that reads "Jessie's Bach Party".

17. Aloha 2.0 Tropical Oasis in Wicker Park Sleeps 23 with Backyard Patio

Aloha 2.0 Tropical Oasis in Wicker Park Sleeps 23 with Backyard Patio
West Town
9.8 out of 10, Exceptional, (15 reviews)
"We booked this apartment and their other one for a bachelorette. It was such an amazing time and everything Was so thoughtful . Perfect location too!"
United States
Lita T.
Aloha 2.0 Tropical Oasis in Wicker Park Sleeps 23 with Backyard Patio
A modern living room with a white sofa, a fireplace, and various plants.

18. Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging

Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging
West Town
9.2 out of 10, Wonderful, (5 reviews)
"Very unique and interesting property. Our family loved it!! Great location and an easy walk to coffee, restaurants and bars. Host was very helpful. I would totally recommend this home. DG"
United States
Douglas G.
Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging
An outdoor patio with wooden beams, a staircase, and a brick wall.

19. Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!

Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!
West Town
9.4 out of 10, Exceptional, (14 reviews)
"Great location! Convenient to downtown and many parts of Chicago. The location felt secure & the space felt ample. We hope to return again! "
United States
Aolani M.
Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!
A spacious living room with a wooden dining table, comfortable seating, a fireplace, and large windows offering a view of the outdoors.

20. Chicago West Town Row House

Chicago West Town Row House
West Town
9.8 out of 10, Exceptional, (14 reviews)
"Overall the stay was excellent and exactly as advertised. "
United States
Dan B.
Chicago West Town Row House
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

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Staff was very helpful"
Bryce 1-night trip
Posted 1 hour ago
Hotel Saint Clair- Magnificent Mile

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