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Condo Rentals in Roosevelt Station

Our top choices for Roosevelt Station condo rentals

Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants

10.0 out of 10, Exceptional, (2)
"I used to live in Chicago and have a short term rental in Ohio myself. This place is legit. This property is in the best location close to beach restaurants and bars. Perfect for college reunion. Rooftop was awesome place for us to catch up over coffee and plan the day. The kitchen has everything we needed. Speakers throughout was a nice touch. I can’t be more complementary of the hosts responsiveness and helpfulness. We would definitely stay here again."
Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (21)
"House was very accommodating and well stocked for a family of 4 including two teenage children. Check in was easy and as described, and location was easy walking distance to restaurants and shopping. Would definitely stay here again when in Chicago!"
Gorgeous 3BR River North Condo - Free Parking

Elizabeth by Coast to Cactus | Chic Artists Loft

9.2 out of 10, Wonderful, (21)
"Great place, excellent location and close to the trains!!!!"
Elizabeth by Coast to Cactus | Chic Artists Loft

MICH AVE #23 2bd/2ba Downtown, Museums w/ Views

9.8 out of 10, Exceptional, (24)
"It was perfect and everything as promised. "
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views

Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba

9.8 out of 10, Exceptional, (41)
"Great view of Sunset and sunrise. Easy access to Trader Joe and public transportation. The apartment was as described, very spacious with 2-full baths, kitchen with cooking utensils. I would definitely recommend it to anyone visiting the area."
Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba

MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

10.0 out of 10, Exceptional, (24)
"The apartment was clean and in a great location. Only a short walk from the lake and several attractions. The beds were king size and spacious. We would visit again. We enjoyed our stay."
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

MICH AVE Downtown, Grant Park, Museums #25 2bd/2ba

9.8 out of 10, Exceptional, (27)
"This apartment was perfect for our stay in Chicago. It was close to everything we wanted to see and had access to bunches of restaurants and such within walking distance."
MICH AVE Downtown, Grant Park, Museums #25 2bd/2ba

Brilliant Downtown Chicago 3-Bedroom Condominium

10.0 out of 10, Exceptional, (48)
"Clean, comfortable and great location for shopping and dining in Chicago"
Brilliant Downtown Chicago 3-Bedroom Condominium

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

9.8 out of 10, Exceptional, (10)
"We had a great time staying in this beautiful condo."
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

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

9.4 out of 10, Exceptional, (14)
"Our stay was wonderful. We had everything that we needed and more! It was very spacious and clean. "
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

9.6 out of 10, Exceptional, (31)
"Everything was good and it was in a great location. Renters were kind and frequently checked in. "
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

9.8 out of 10, Exceptional, (16)
"The condo is gorgeous, and the private balcony is great."
DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

Downtown 3bd #7 near Park+Museums

2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely amazing! Seamless, central! Thank you!!"
Downtown 3bd #7 near Park+Museums

Guild #2 | Gold Coast Mag Mile Best Location

9.8 out of 10, Exceptional, (19)
"We loved our stay at this property. It’s in a fantastic location and is roomy and comfortable. We would definitely stay again!"
Guild #2 | Gold Coast Mag Mile Best Location

Downtown Penthouse #5 | Vintage +gym & balcony

9.8 out of 10, Exceptional, (13)
"This was a fantastic location! Close to all the museums and culture of Chicago! Great accommodations! "
Downtown Penthouse #5 | Vintage +gym & balcony

Fun Downtown Penthouse #3 | Vintage +balcony&gym

9.6 out of 10, Exceptional, (14)
"The location is fantastic with the red L line popping out across the street. Small markets to get necessities nearby with plenty of restaurants. We had a family of four but it worked great for us. We had a few questions that came up and the management was very quick to respond. A"
Fun Downtown Penthouse #3 | Vintage +balcony&gym

Fun Dtown Penthouse #4 | Park, Museums +gym

9.4 out of 10, Exceptional, (13)
"It was a great location, space and host."
Fun Dtown Penthouse #4 | Park, Museums +gym

Downtown 2bd #6 +Gym near Park, Lake, Museums

2.0 star property
10.0 out of 10, Exceptional, (2)
"Clean and comfortable. Great location for walking to museums and parks. "
Downtown 2bd #6 +Gym near Park, Lake, Museums

Downtown Mich Ave #7| Park View Penthouse +gym

9.8 out of 10, Exceptional, (6)
"Great location...host quick response..."
Downtown Mich Ave #7| Park View Penthouse +gym

Downtown 2bd #4 - Near Grant Park, Museums, Lake

2.0 star property
10.0 out of 10, Exceptional, (2)
"Loved coming back to the place after a long day exploring Chicago, easy to get to from just about anywhere. Felt comforting and homey."
Downtown 2bd #4 - Near Grant Park, Museums, Lake
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 Roosevelt Station Hotel Reviews

Find out more about Roosevelt Station

Find out more about Roosevelt Station

What types of Condo Rentals can I find in Roosevelt Station?

At Expedia, you’ll find great Roosevelt Station Condo Rentals for your family vacation, business trip, romantic weekend break, and more. If you’re planning a vacation with kids, try using the traveler experience filter to select “Family-friendly” Roosevelt Station Condo Rentals. Or, if you’re traveling for work, you can check the “Business-friendly” box to find business-oriented places to stay in Roosevelt Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Roosevelt Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Condo Rentals in Roosevelt Station, use our simple search function to help you secure a great deal.

How much do Condo Rentals cost in Roosevelt Station?

The price per night for Roosevelt Station Condo Rentals in 2025 can start from as low as *. The cost of Condo Rentals varies depending on a number of factors: the dates of your stay, the exact location of the accommodation, and whether there are any special events taking place near Roosevelt Station, to name just three. When there’s a high demand for rooms in Roosevelt Station, this can cause prices to increase, whereas traveling during a quieter time of the year can mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Condo Rentals in Roosevelt Station, so you can sleep easy without going over your budget.

How to find the best deals on Roosevelt Station Condo Rentals?

Expedia’s search function can help you find some of the best deals on Roosevelt Station Condo Rentals. You can select a minimum and maximum price per night according to your budget, and filter by guest ratings and star ratings to ensure you find the right Condo Rentals for your needs. Changing the sort order according to price can also help you to view cheap Condo Rentals in Roosevelt Station at a glance, and you can combine this with our own picks to highlight some of the best available offers. Don’t forget, if you’re an Expedia Rewards member, you can use the “Member Prices” filter to make extra savings on your booking.

Why should I choose Expedia to book Roosevelt Station Condo Rentals?

Booking with Expedia allows you to browse a wide selection of places to stay in Roosevelt Station, complete with search filters that make it easy to locate Condo Rentals that best meet your specific requirements. Our clear and easy-to-use search function makes it effortless to compare amenities, prices, property types, neighborhoods, and much more. At Expedia, you can also find flights, car rental, and activities, and you can combine your bookings for greater savings. Plus, Expedia Rewards members accrue points on all eligible purchases. Build your points total to gain discounts on subsequent bookings in the future. Membership is free, so go ahead and join.

What is the cancellation policy on booking Roosevelt Station Condo Rentals?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Roosevelt Station Condo Rentals with a full refund, depending on the rules and restrictions. For example, some Condo Rentals may not give refunds if you cancel your booking within 24 or 48 hours of your arrival date, and some bookings are non-refundable. Be sure to view the policies provided by the Roosevelt Station Condo Rentals, and confirm the exact cancellation window on your selected location’s details page. If free cancellation is important to you, you can filter for the “Fully refundable” payment type when you search for your Condo Rentals.

*Prices and availability are subject to change. Additional terms may apply 

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