A grand train station with a large glass dome, ornate columns, and a spacious interior.

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Our top choices for Chicago Union Station vacation homes

1. 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, (120 reviews)
"Parking is very secure"
United States
James
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

2. 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, (78 reviews)
"Very clean and easy to use. Near by accommodations as well."
United States
Richard S.
Heart of the City Group Hub • Patio • Fireplace • Parking

3. Historic luxury townhouse on Chicago's Gold Coast

Historic luxury townhouse on Chicago's Gold Coast
Downtown Chicago
9.4 out of 10, Exceptional, (89 reviews)
"You can’t ask for a better location! We walked to downtown, Millenium Park, and Old Town. The property is gorgeous and a taste of old Chicago with beautiful woodwork and huge bedrooms. The six of us had our own space and were very comfortable."
United States
Angela
Historic luxury townhouse on Chicago's Gold Coast

4. 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, (34 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.

5. Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
Downtown Chicago
9.8 out of 10, Exceptional, (15 reviews)
"Easy check in, property was clean and had tons of space. Communication was speedy and everyone loved the soft comforters on the beds. I would recommend anyone to stay here. "
United States
Cole M.
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

6. 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, (115 reviews)
"Host was welcoming and easily available for communication. "
United States
Kate G.
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

7. 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, (60 reviews)
"The house was in a great area, easily walkable to coffee shops and restaurants, and only a short car ride away from downtown. The host was very responsive and accommodating. "
United States
Jessica W.
Luxury House in the heart of Old Town with Parking

8. 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

9. 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, (29 reviews)
"Great locationGood for families alsoParking is difficult but manageable "
United States
Carletta T.
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)

10. 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, (64 reviews)
"We had a very nice experience and everyone was comfortable."
United States
Kirk D.
Spacious 4-Level/4-Bedroom Townhouse in West Loop

11. 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, (22 reviews)
"Great stay in a great location! "
United States
Greg W.
Luxury SOHO Styled Two-Level Townhouse - Old Town

12. 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, (6 reviews)
"We enjoyed our stay great host "
United States
Janeth G.
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly

13. 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

14. Pristine Gold Coast 3BD - 2BA - Free Parking - Beach.

Pristine Gold Coast 3BD - 2BA - Free Parking - Beach.
Downtown Chicago
Pristine Gold Coast 3BD - 2BA - Free Parking - Beach.

15. Centrally Located Chicago Townhome

Centrally Located Chicago Townhome
Armour Square
Centrally Located Chicago Townhome

16. Chicago Townhome

Chicago Townhome
3.5 star property
West Town
Chicago Townhome

17. Gold Coast Home - Rooftop - PoolTable - Parking - Views

Gold Coast Home - Rooftop - PoolTable - Parking - Views
Downtown Chicago
Gold Coast Home - Rooftop - PoolTable - Parking - Views

18. Gold Coast Pristine 5BR - 3.5BA - Patio - Parking

Gold Coast Pristine 5BR - 3.5BA - Patio - Parking
Downtown Chicago
Gold Coast Pristine 5BR - 3.5BA - Patio - Parking

19. Pristine Chicago Home - 3BD - 2BA - Free Parking - 2

Pristine Chicago Home - 3BD - 2BA - Free Parking - 2
Downtown Chicago
Pristine Chicago Home - 3BD - 2BA - Free Parking - 2

20. Gold Coast Pristine 5BR - 3.5BA - Patio - Parking

Gold Coast Pristine 5BR - 3.5BA - Patio - Parking
Downtown Chicago
Gold Coast Pristine 5BR - 3.5BA - Patio - 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 Union Station Hotel Reviews

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