Holiday Homes in Chicago Station

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Check prices for these dates

In two weeks
12 June - 14 June
In two months
24 July - 26 July
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Chicago Station (Brown Line) holiday homes

Exterior detail

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Near North Side
9.4 out of 10, Exceptional, (112 reviews)
"Great location in Old Town. We loved walking to restaurants, cafes, and church! The house was great for our group. "
United States
Paul R.
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Terrace/patio

Private Historical Mansion,Luxury Home in Chicago’s Gold Coast, Event-Capable.

Private Historical Mansion,Luxury Home in Chicago’s Gold Coast, Event-Capable.
Downtown Chicago
10.0 out of 10, Exceptional, (33 reviews)
"Incredible place - pristine, perfect location, all kinds of room to spread out across 4 floors. Would absolutely stay there again "
United States
John B.
Private Historical Mansion,Luxury Home in Chicago’s Gold Coast, Event-Capable.
Beach

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
Downtown Chicago
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful property. Great location. Very accommodating host!"
United States
Nancy C.
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
Exterior detail

Heart of the City Group Hub • Patio • Fireplace • Parking

Heart of the City Group Hub • Patio • Fireplace • Parking
Near North Side
9.2 out of 10, Wonderful, (70 reviews)
"We had a little trouble with the garage door. But other than that everything was great! Great location. Communication was 10/10 and loved how everything was explained beforehand. I was expecting it to be noisy due to the train and previous reviews, but we actually did not hear it at all."
United States
Denice
Heart of the City Group Hub • Patio • Fireplace • Parking
Exterior detail

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Near North Side
9.8 out of 10, Exceptional, (105 reviews)
"Host was welcoming and easily available for communication. "
United States
Kate G.
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Exterior

Historic luxury townhouse on Chicago's Gold Coast

Historic luxury townhouse on Chicago's Gold Coast
Downtown Chicago
9.4 out of 10, Exceptional, (81 reviews)
"Great location and really nice home "
United States
Matthew H.
Historic luxury townhouse on Chicago's Gold Coast
Interior

Luxury House in the heart of Old Town with Parking

Luxury House in the heart of Old Town with Parking
Near North Side
10.0 out of 10, Exceptional, (57 reviews)
"Great house, great location, great amenities!"
United States
Tracey R.
Luxury House in the heart of Old Town with Parking
Outdoor dining

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, (3 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
Exterior detail

Luxury SOHO Styled Two-Level Townhouse - Old Town

Luxury SOHO Styled Two-Level Townhouse - Old Town
Near North Side
10.0 out of 10, Exceptional, (19 reviews)
"Great stay in a great location! "
United States
Greg W.
Luxury SOHO Styled Two-Level Townhouse - Old Town
Smart TV

Spacious 4-Level/4-Bedroom Townhouse in West Loop

Spacious 4-Level/4-Bedroom Townhouse in West Loop
West Town
10.0 out of 10, Exceptional, (63 reviews)
"We had a very nice experience and everyone was comfortable."
United States
Kirk D.
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Interior

GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)

GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
Near North Side
9.8 out of 10, Exceptional, (27 reviews)
"The home was clean and just as advertised. We had a lovely stay."
United States
Emily W.
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
TV

NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage by AllSet Turnover

NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage by AllSet Turnover
Downtown Chicago
NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage by AllSet Turnover
Exterior detail

Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly

Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Near North Side
10.0 out of 10, Exceptional, (5 reviews)
"Great to have so much space for our family of four and a garage to park in. We were able to walk to eat in the heart of Old Town easily. The host was very accommodating with our last minute reservation!"
United States
Michelle H.
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Smart TV, fireplace

Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views

Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Clean, spacious, and well equipped for renters. Our group enjoyed this home immensely and its easy walk to all Fulton Market attractions. Owner is thoughtful and very responsive. I hope to stay again next time I'm in the area!"
United States
C D.
Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views
2 bedrooms

The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
Downtown Chicago
The Chicago Hotel Collection River North
Exterior detail

The Hide-Away | South Loop Apartment

The Hide-Away | South Loop Apartment
Near South Side
The Hide-Away | South Loop Apartment
Fridge, microwave, oven, stovetop

Centrally Located Chicago Townhome

Centrally Located Chicago Townhome
Armour Square
Centrally Located Chicago Townhome
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

Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"We love staying here during the sueños festival! we also appreciate the fact that they give us a discount of the parking lot across from the hotel. Everything is also walking distance from the hotel"
Yamilet 3-night trip
Posted less than an hour ago
Central Loop Hotel

Find out more about Chicago Station

Booking Chicago Station Holiday Homes

What types of Holiday Homes can I find in Chicago Station?

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What is the cancellation policy on booking Chicago Station Holiday Homes?

Each Chicago Station Holiday Homes has its own cancellation policy. Please see the specific Holiday Homes for details. Flexibility is important. That’s why many Chicago Station Holiday Homes available on Expedia offer free cancellation. Look out for options marked “Free cancellation”.

*Prices and availability are subject to change. Additional terms may apply. 

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