Madison-Wabash Station Vacation Rentals

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Browse Select Madison-Wabash Station Vacation Homes

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

2.0 star property
9.6 out of 10, Exceptional, (10)
"Everything was as it was described. Very nice "
Walk to the Beach! Theater-Coffee Bar-Games-Gym

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

9.8 out of 10, Exceptional, (97)
"This was so great for our family of five, with three teens. It’s so convenient to public transportation and easy access to all of the Chicago attractions. This is a wonderful property with everything we could have possibly needed. Our kids loved the third level which is so big it’s like another apartment. We’d love to stay here again on our next visit to Chicago."
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

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

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

Historic luxury townhouse on Chicago's Gold Coast

9.4 out of 10, Exceptional, (71)
" Urban location, access to everything"
Historic luxury townhouse on Chicago's Gold Coast

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

Secure, Quiet, Solo Traveler's Fave, Free Coffee!

Secure, Quiet, Solo Traveler's Fave, Free Coffee!

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

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

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

The price is CA $427
CA $642 total
includes taxes & fees
Sep 1 - Sep 2
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

Beautiful, Remodeled Penthouse Unit in Old Town!

9.4 out of 10, Exceptional, (24)
"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!

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (57)
"Super convenient for Old Town and train station, will stay there again."
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

2 Connecting Suites at a 4⭐️ Hotel

The price is CA $748
CA $1,011 total
includes taxes & fees
Sep 2 - Sep 3
2 Connecting Suites at a 4⭐️ Hotel

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 CA $249
CA $359 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Room with Rooftop Lounge & City Views in River North

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

10.0 out of 10, Exceptional, (90)
"We stayed at the property for a bachelorette party weekend. The house was very nice and the host was so accommodating! The coffee maker was also a big plus. Highly, highly recommend for a large group! Great stay! "
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

Spacious Room with Rooftop Lounge & Scenic Views of Chicago

The price is CA $261
CA $372 total
includes taxes & fees
Sep 1 - Sep 2
Spacious Room with Rooftop Lounge & Scenic Views of Chicago

Downtown Goose Island with access to patio - 1

9.0 out of 10, Wonderful, (6)
"Perfect location for a visit with our son. "
Downtown Goose Island with access to patio - 1

Cozy Private Room in Prime Downtown Chicago

Cozy Private Room in Prime Downtown Chicago

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

10.0 out of 10, Exceptional, (15)
"Very convenient to the EL and the zoo. Large clean space. Perfect for a family trip"
Luxury SOHO Styled Two-Level Townhouse - Old Town
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 Madison-Wabash Station Hotel Reviews