Chicagoland, IL 2-bedroom Vacation Rentals, Apartments, & More - 558 Rentals Available

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1 / 38

Chicago Apartment
2 BR / 1 BA / Sleeps 6 2 6 3 night min stay
Apartment / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We did not stay at this property as there had been a fire which had left damage. The owner's sister let us stay at her property literally across the same road. Or we were offered a full refund. All dealings with the family were professional and courteous,..."
- Sandra Tuttle, NYC
(2) Excellent (2 reviews)
1 / 37

Chicago Condo
2 BR / 2 BA / Sleeps 6 2 6 No min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We spent a week here at the end of September. The apartment is perfectly located for shopping and restaurants on the magnificent mile and for the museums. The building is eclectic and the interior stylish. . The unit is extremely well equipped and the..."
- Steve Hutchison, Crickhowell, UK
(27) Excellent (27 reviews)
1 / 7

Chicago Condo
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
Dishwasher • Microwave • Air Conditioning
"We stayed for 2 weeks. The location is the best of possibles: food market, beach, parks, transportation, most of remarkable places are nearby in a walking distance. Apartment is on the 42nd floor, swimming pool with open air- on 56th. We were wondered..."
- Tanya Miller, Boston, MA
(14) Excellent (14 reviews)
1 / 9

Chicago Apartment
2 BR / 2 BA / Sleeps 5 2 5 3 night min stay
Apartment / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
"I traveled to Chicago for a long business trip and chose to stay in a condo instead of a hotel. One Superior was the perfect place and location. Everything was within walking distance, great views, 7th Floor access to gym, pool, library were awesome!"
- christine grossmith, Carlsbad, CA
(4) Excellent (4 reviews)
1 / 17

Chicago Apartment
2 BR / 2 BA / Sleeps 5 2 5 3 night min stay
Apartment / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
"Love this place! Was reading some of the negative reviews and I can honestly tell you I disagree with them. We can really recommend the Sp Suites Millennium Park apartments. I, my husband and another couple stayed in the two bedroom/two bathroom apartment..."
- Larisa Rabina, Michigan
(3) Excellent (3 reviews)
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