Search Vacation Homes in Madison-Wabash Station

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Compare 308 Vacation Homes in Madison-Wabash Station with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (20)
"Great place! "
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!

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

9.4 out of 10, Exceptional, (93)
"Spacious property. Plenty of room and great neighborhood. Wish the larger TV was upstairs. "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Beautiful, Remodeled Penthouse Unit in Old Town!

9.2 out of 10, Wonderful, (22)
"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!

Prime location Historic Chicago Townhouse

9.4 out of 10, Exceptional, (70)
"Always love coming here with family . Perfect location for playing in the city. Great space for togetherness and also time apart."
Prime location Historic Chicago Townhouse

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

9.4 out of 10, Exceptional, (14)
"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

Spectacular NEW Penthouse - Pool, Fireplace, Incredible Views, Top Location

10.0 out of 10, Exceptional, (6)
"This was the perfect stay for me daughters Bachelorette Party weekend. We loved the view and amenities! The hosts and staff were great to work with. We'd definitely do this again. "
Spectacular NEW Penthouse - Pool, Fireplace, Incredible Views, Top Location

50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony

10.0 out of 10, Exceptional, (5)
"Great stay in a fantastic location. Walk out the door to the metro station!"
50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony

Luxury House in the heart of Old Town with Parking

10.0 out of 10, Exceptional, (47)
"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

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center

10.0 out of 10, Exceptional, (187)
"Outstanding location. Very spacious and top notch. I highly recommend the penthouses. "
51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center

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

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

10.0 out of 10, Exceptional, (20)
"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)

50th Floor MagMile forever VIEWS, Balcony, Pool

10.0 out of 10, Exceptional, (24)
"The property was perfect, great views, clean, and spacious. Easily one of the nicest places I've ever stayed at."
50th Floor MagMile forever VIEWS, Balcony, Pool

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (54)
"Apartment was spacious. The 2 1/2 bathrooms were great to have for our group. Location was great for quick Uber to downtown area. "
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

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

9.8 out of 10, Exceptional, (91)
"We had a wonderful visit in Chicago and this VRBO was a great place to stay for our group. There are plenty of bedrooms and bathrooms and it is close to all the restaurants, bars, and an El stop. "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Downtown Goose Island with access to patio - 1

9.2 out of 10, Wonderful, (5)
"Tuvimos una estancia muy buena en este departamento. Está muy cerca de las principales atracciones de Chicago y tiene acceso inmediato a la vía express que recorre toda la ciudad. Muy apto para ir y regresar al aeropuerto O’Hare. Sus instalaciones fueron confortables y limpias y las indicaciones de los servicios fueron muy buenas y sencillas. Sin duda regresaríamos para aprovechar más el verano e invierno. *****"
Downtown Goose Island with access to patio - 1

2 Connecting Suites at a 4⭐️ Hotel

The price is AED 2,036
AED 2,714 total
includes taxes & fees
29 Jun - 30 Jun
2 Connecting Suites at a 4⭐️ Hotel

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, (14)
"Very convenient to the EL and the zoo. Large clean space. Perfect for a family trip"
Luxury SOHO Styled Two-Level Townhouse - Old Town

Stunning Condo #2 - Downtown River North!

9.6 out of 10, Exceptional, (18)
"Great location and communication"
Stunning Condo #2 - Downtown River North!
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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