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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Vacation Homes in Randolph-Wabash Station

Our top choices for Randolph-Wabash Station vacation homes

Walk to the Beach! Theater-Coffee Bar-Games-Gym
Fridge, microwave, oven, stovetop

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.8 out of 10, Exceptional, (14)
"This duplex in Old Town was very tastefully refurbished and decorated. The kitchen is outfitted with the best appliances, including an electric kettle. (Note to hosts: ALWAYS provide a tea kettle of some kind and you'll get an automatic five-star rating from me!) The house is quite roomy and comfortable and the four of us settled in nicely. It's a bit of a walk to the train, but the neighborhood is nice, so you don't mind. I highly recommend."
Walk to the Beach! Theater-Coffee Bar-Games-Gym
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, (50)
"We stayed for a number of weeks at the property - it was an excellent stay! The property is exactly as advertised and the owner was extremely helpful, communicative, and responsive throughout. The house is modern, in good condition, and is an excellent location."
Luxury House in the heart of Old Town with Parking
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)
"Very quiet and close to CTA , Old Town easy access to the city"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
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, (90)
"Awesome location, plenty of space, timely communication, clean. We loved it!"
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Fridge, microwave, oven, stovetop

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (58)
"Super convenient for Old Town and train station, will stay there again."
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Full-size fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (99)
"Great choice for a weekend with friends in Chicago. We were relatively close to Wrigley, Second City, and the bars up and down Wells in Old Town. Plus we could easily take the L to downtown for museums and a boat tour on the river.The house had great bedrooms, beds were comfy and bathrooms were modern and well-appointed.Would stay here again if I ever had a big enough group.Host was very communicative and helped us throughout our stay with making things easier. Felt very welcome. "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
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, (98)
"Good for our get together."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Historic luxury townhouse on Chicago's Gold Coast
TV, fireplace, books, offices

Historic luxury townhouse on Chicago's Gold Coast

9.4 out of 10, Exceptional, (72)
"All good"
Historic luxury townhouse on Chicago's Gold Coast
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
Property grounds

2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

The price is AED 1,522
AED 2,227 total
includes taxes & fees
1 Sep - 2 Sep
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago
Property grounds

2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

The price is AED 1,075
AED 1,625 total
includes taxes & fees
1 Sep - 2 Sep
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago
Beautiful, Remodeled Penthouse Unit in Old Town!
Fridge, microwave, oven, stovetop

Beautiful, Remodeled Penthouse Unit in Old Town!

9.4 out of 10, Exceptional, (26)
"Super nice property, and the host was so helpful and kind. Super happy with the house overall, would recommend! "
Beautiful, Remodeled Penthouse Unit in Old Town!
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, (2)
"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
Cozy Room with Rooftop Lounge & City Views in River North
Property grounds

Cozy Room with Rooftop Lounge & City Views in River North

10.0 out of 10, Exceptional, (1)
"The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good."
The price is AED 635
AED 927 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Room with Rooftop Lounge & City Views in River North
Spacious Room with Rooftop Lounge & Scenic Views of Chicago
Property grounds

Spacious Room with Rooftop Lounge & Scenic Views of Chicago

The price is AED 667
AED 969 total
includes taxes & fees
1 Sep - 2 Sep
Spacious Room with Rooftop Lounge & Scenic Views of Chicago
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1
4 bedrooms, desk, iron/ironing board, travel crib

Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1

10.0 out of 10, Exceptional, (30)
"Such a great place!!!! Would 100% stay her again!"
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1
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)
"Very convenient to the EL and the zoo. Large clean space. Perfect for a family trip"
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, (23)
"My coworkers and I had a wonderful time at this perfectly located property. The property had plenty of privacy, charming At CB textural character, and was perfectly located for shopping and dining. Would definitely stay here again!"
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, (57)
"Excellent property, excellent location, excellent host!"
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Clean & Modern • Central Location • Free Coffee!
Exterior detail

Clean & Modern • Central Location • Free Coffee!

Clean & Modern • Central Location • Free Coffee!
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, (1)
Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests
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 Randolph-Wabash Station Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco Bell , primark , aquarium etccc love it there and would definitely come back another time !!! The city is such a vibe and lots of people walking the street even at 10:00 at night a lot of people out and about and it made me feel safe and not alone ! "
Miracle 3-night trip
Posted 1 day ago
Congress Plaza Hotel

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