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Compare 178 Condo Rentals in Roosevelt Station with updated reviews, rates, and availability.

Downtown Park VIEWS Mich Ave, Museums 2bd/2ba

9.8 out of 10, Exceptional, (31)
"I’m originally from Chicago. I knew the area was nice, but we were genuinely blown away how beautiful the view is from this property. We found ourselves standing in front of the windows, looking outwards for long periods of time. Highly recommend."
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (8)
"Magnificent home! Great location! Amazing host! That's the VRBO trifecta -- what more can you ask for? George took great care of us and we had a wonderful time. We can't wait to get back, and this place will be our first choice the next time we are in Chicago. "
Gorgeous 3BR River North Condo - Free Parking

DOWNTOWN PENTHOUSE #2 Vintage 3BD/1BA Family-Friendly, Grant Park & Museums

9.2 out of 10, Wonderful, (10)
"We stayed here while we were in town for a trade show at the McCormack center. With the easy train access and comfy accommodations this place was perfect for our small group. "
DOWNTOWN PENTHOUSE #2 Vintage 3BD/1BA Family-Friendly, Grant Park & Museums

Art Lake Park #7 - Mich Ave 2bd Penthouse gym+rooftop

10.0 out of 10, Exceptional, (1)
"Used this apartment as a “landing zone” for our three days in Chicago. Perfect for what we needed. Home owner fluidly communicated in a proactive manner which was greatly appreciated."
Art Lake Park #7 - Mich Ave 2bd Penthouse gym+rooftop

The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd/2ba

9.8 out of 10, Exceptional, (15)
"Spacious 2 bedroom apartment, clean and comfortable, located just a few blocks from Northwestern Hospital. Very convenient access to mag mile and hospital. Host communication was very good, and check in process was very easy. Great place to stay on Gold Coast. "
The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd/2ba

Downtown Penthouse Huge Patio with Great View

2.0 star property
Downtown Penthouse Huge Patio with Great View

Brilliant Downtown Chicago 3-Bedroom Condominium

10.0 out of 10, Exceptional, (44)
"Apartment was as shown on Vrbo website - comfortable and clean. Good location, easy access and nearby parking. Kitchen well equipped, bathrooms modern and good towels and bed linens. Only modest issue is that the heating system is really quite loud when on. "
Brilliant Downtown Chicago 3-Bedroom Condominium

Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop

10.0 out of 10, Exceptional, (17)
"My stay was comfortable, thank you "
Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop

3 #3B - Modern 3 bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

9.6 out of 10, Exceptional, (25)
"The property is exactly as advertised. Convenient to downtown Chicago. I took off a little because of the sleeping arrangements. The beds are not particularly wide for 2 people and the placement against the walls emphasizes that. Additionally, the trains were noticeable throughout the night. Otherwise, everything was good. "
3 #3B - Modern 3 bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd/1ba

9.4 out of 10, Exceptional, (15)
"Was a nice place to stay close to everything downtown that one might need when visiting Chicago. Close to Northwestern's medical campus and short walk to almost anything. Really just used as a place to sleep and make coffee, but was cheaper than any hotel and more room than that. This is a nice one bedroom apartment that is just like the pics. :) Enjoyed my short stay!"
The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd/1ba

Art Park #10 - Mich Ave Penthouse gym+rooftop

9.2 out of 10, Wonderful, (11)
"Fantastic location and host!"
Art Park #10 - Mich Ave Penthouse gym+rooftop

Elizabeth by Coast to Cactus | Chic Artists Loft

10.0 out of 10, Exceptional, (12)
"I would stay here again anytime. The hosts were responsive, the location was convenient and the loft design provided for a fun experience. "
Elizabeth by Coast to Cactus | Chic Artists Loft

Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover

9.4 out of 10, Exceptional, (8)
"Beautiful property in an amazing neighborhood. So many great places in walking distance. It was a little difficult to regulate the temp of the house. The lower level was pretty cold compared to the rest of the house. "
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover

The Guild #3 Mag Mile, Gold Coast, Downtown 1bd/1ba

10.0 out of 10, Exceptional, (13)
"Our first time visiting Chicago. Mother and son trip. Communication was excellent and the apartment was very clean. Looked exactly like the pictures and the location was the best. We walked everywhere. "
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd/1ba

Downtown 5bd Penthouse - Sleep 12

Downtown 5bd Penthouse - Sleep 12

DTown Penthouse - 4bd/4ba +Parking, Gym, Pool, Gym, Private Patio

9.8 out of 10, Exceptional, (8)
"We loved our stay here! From booking to check-out, the host was incredibly helpful, guiding us through each step with a great attitude and quick responses. Both units are beautiful, and the terrace view is unbeatable. There are fantastic restaurants, coffee shops, and nearly any business you might need right in front of the building or just around the corner. We’ll definitely stay here next time we’re in town!"
DTown Penthouse - 4bd/4ba +Parking, Gym, Pool, Gym, Private Patio

Downtown Mich Ave Penthouse - FULL Floor, Sleep 25

10.0 out of 10, Exceptional, (2)
"This property was perfect for our large family. Each family had their own condo and we could meet on the roof when the kids were put to bed. Excellent communication and very clean! Highly recommend this property!"
Downtown Mich Ave Penthouse - FULL Floor, Sleep 25

DOWNTOWN PENTHOUSE #1 Vintage 2BD/1BA Grank Park, Museums

9.0 out of 10, Wonderful, (22)
"We had a good stay. Only issue was that the air didn't work too well in either bedroom. It got hot at night."
DOWNTOWN PENTHOUSE #1 Vintage 2BD/1BA Grank Park, Museums

Converted Store Front Home Lets You Live Like a Local in the Heart of it All! by AllSet Turnover

9.0 out of 10, Wonderful, (2)
"One of the best places I’ve ever stayed in in Chicago. The listing was spot on. Only downside is, it has one TV"
Converted Store Front Home Lets You Live Like a Local in the Heart of it All! by AllSet Turnover

Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!

8.0 out of 10, Very Good, (1)
Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!
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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Other property types in Roosevelt Station

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (645)
"I really liked the unit and loved the amount of space the unit had"
The price is SAR 412
SAR 594 total
includes taxes & fees
7 Jan - 8 Jan
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (347)
"The property was very clean, it had everything we needed, the communication was excellent prior and during our stay. I will be recommending to others. "
Kasa Magnificent Mile Chicago

Sonder South Wabash

3.5 star property
8.8 out of 10, Excellent, (410)
"Beautiful Hotel with lots of amenities and entertainment in a walking distance "
The price is SAR 391
SAR 458 total
includes taxes & fees
30 Jan - 31 Jan
Sonder South Wabash
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.