Holiday Homes in Chicago Station

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Featured Holiday Homes in Chicago Station

Historic luxury townhouse on Chicago's Gold Coast
Fridge, microwave, oven, stovetop

Historic luxury townhouse on Chicago's Gold Coast

9.4 out of 10, Exceptional, (78)
"Large houseClean and well furnishedMix-up on checkin but manager on site fixed quickly.I highly recommend and would stay here again"
Historic luxury townhouse on Chicago's Gold Coast
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Terrace/patio

Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!

10.0 out of 10, Exceptional, (23)
"I cannot express how wonderful the stay was! From the communication level of the hosts to the details and cleanliness let alone the beauty of this home, it was absolutely wonderful in every way! We will absolutely be staying here again for any future needs!"
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Exterior

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (92)
"Awesome location, plenty of space, timely communication, clean. We loved it!"
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Full-sized fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (101)
"The house was as described and worked beautifully for my family. "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Fridge, microwave, oven, stovetop

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (60)
"Very clean and comfortable and Inna was SO helpful and responsive! Location is also outstanding, lovely neighborhood, would definitely book again for another family trip or a meet up with friends. "
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Fridge, microwave, oven, dishwasher

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.2 out of 10, Wonderful, (17)
"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."
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
Fridge, microwave, oven, stovetop

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

10.0 out of 10, Exceptional, (5)
"We had a great stay! Inna provided us all the info we needed to check in smoothly when we arrived and the garage spot made it easy for us to park and unload luggage straight into the house. Everything was super clean! The house is big enough that even with so many guests everyone felt spread out and had their own space. We were able to take a 5ish min walk to the beach which was such a bonus! "
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
Luxury House in the heart of Old Town with Parking
Interior

Luxury House in the heart of Old Town with Parking

10.0 out of 10, Exceptional, (53)
"Really great house in very cool neighborhood. There were a few tech issues we had and the owner was very responsive. Great place for big family gathering. Short walk to Lake Michigan. "
Luxury House in the heart of Old Town with Parking
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Interior

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

9.4 out of 10, Exceptional, (101)
"Good for our get together."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Luxury SOHO Styled Two-Level Townhouse - Old Town
Terrace/patio

Luxury SOHO Styled Two-Level Townhouse - Old Town

10.0 out of 10, Exceptional, (16)
"Great location in Old Town! Easy walking to the beach and many restaurants. Ample space and clean property."
Luxury SOHO Styled Two-Level Townhouse - Old Town
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (24)
"Loved everything. A great place to gather family."
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (60)
"We really loved staying at this property. I would definitely book this again. Very clean and comfortable."
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests
Outdoor spa tub

Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests

10.0 out of 10, Exceptional, (2)
"Stayed in Chicago for a trade show. Great location and well kept property "
Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Interior

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

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay great host "
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views
Smart TV, fireplace

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

10.0 out of 10, Exceptional, (3)
"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!"
Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views
Spectacular Gold Coast Villa Near Beach w/ Parking
Terrace/patio

Spectacular Gold Coast Villa Near Beach w/ Parking

10.0 out of 10, Exceptional, (1)
"Great house for our family vacation to Chicago!"
Spectacular Gold Coast Villa Near Beach w/ Parking
Centrally Located Chicago Townhome
Fridge, microwave, oven, stovetop

Centrally Located Chicago Townhome

Centrally Located Chicago Townhome
NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage
Interior

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

NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage
Bright, Cozy Apartment by Downtown & Train Stop; Great for Couples/Small Groups
Fridge, microwave, oven, stovetop

Bright, Cozy Apartment by Downtown & Train Stop; Great for Couples/Small Groups

4.0 star property
8.0 out of 10, Very good, (2)
"To preface my review, I think this place definitely has the **potential** to be a 5 star stay. The location is phenomenal and the apartment as a whole is very nice. I really liked the TV in the bedroom since it was great to watch movies on it. However, this stay earns only 3 stars for the following reasons. First, when I arrived, Kam did not provide any directions on how to get into my apartment or where the apartment would be located within his building, even though I messaged him on VRBO a...
Bright, Cozy Apartment by Downtown & Train Stop; Great for Couples/Small Groups
◆◆◆ Work, Play, Eat , 5B/3BA Near Everything ◆◆◆
Interior

◆◆◆ Work, Play, Eat , 5B/3BA Near Everything ◆◆◆

◆◆◆ Work, Play, Eat , 5B/3BA Near Everything ◆◆◆
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

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"Great hotel - great location. It's a bummer that the view from the restaurant/bar isn't as cool as it used to be, because of the new buildings in front of it, but it's still pretty - and the drinks and food are very good. Room was very nice and clean. "
Sarah 2-night trip
Posted 2 days ago
Holiday Inn Chicago Dwtn - The Mart by IHG

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

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