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Condo Rentals in Jackson Station

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, (24)
"We had a great time in this beautiful condo. It is in a great location and we will be staying there again on our next trip to Chicago! "
Gorgeous 3BR River North Condo - Free Parking
Elizabeth by Coast to Cactus | Chic Artists Loft
9.2 out of 10, Wonderful, (23)
"Great place, excellent location and close to the trains!!!!"
Elizabeth by Coast to Cactus | Chic Artists Loft
Fun Downtown Penthouse #3 | Vintage +balcony&gym
9.6 out of 10, Exceptional, (14)
"We went to Chicago for baseball and sightseeing, 4 nights. This place was everything it was represented to be—spacious, very comfortable and well furnished. The location is close to the L and bus lines which made it very convenient for us to get around. Owners checked in with us periodically during our stay and were highly responsive before, during and after the trip. We would definitely return here on a next trip. "
Fun Downtown Penthouse #3 | Vintage +balcony&gym
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
10.0 out of 10, Exceptional, (24)
"The apartment was very clean had all of our needs. Location was great within walking distance of literally everything downtown! Staff was great! Parking was a hassle at timesbut we did get a great discount with our stay because the garage is a separate entity from the apartment building. Overall it was a great stay. "
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba
9.8 out of 10, Exceptional, (43)
"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 #23 2bd/2ba Downtown, Museums w/ Views
9.8 out of 10, Exceptional, (27)
"The apartments was just as described. Perfect location and easy Check-in! "
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
Brilliant Downtown Chicago 3-Bedroom Condominium
10.0 out of 10, Exceptional, (50)
"Great location. Clean. Nice vrbo. "
Brilliant Downtown Chicago 3-Bedroom Condominium
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
10.0 out of 10, Exceptional, (11)
"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)
"Just finished up a four night stay. It’s a great apartment, everything clean and nice bedrooms and bathrooms. Also one of the better stocked kitchens for rentals that we’ve seen. Old Town is also a great part of the city and it was easy to get around, with a train stop nearby and short drives downtown and north. "
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
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
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
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
9.6 out of 10, Exceptional, (31)
"Worked perfect for us as a home base for the weekend. Close to amenities. "
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
9.8 out of 10, Exceptional, (17)
"The condo is gorgeous, and the private balcony is great."
DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
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 MICH AVE#4 King Beds |Grant Park, 2bd/2ba
9.4 out of 10, Exceptional, (26)
"Location was super close to everything downtown Chicago has to offer! Host was super responsive and was communicative the whole time"
Downtown MICH AVE#4 King Beds |Grant Park, 2bd/2ba
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 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 Penthouse Huge Patio with Great View
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great stay at a wonderful property. Hosts were very friendly and helpful. I recommend this property"
Downtown Penthouse Huge Patio with Great View
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 Jackson Station Hotel Reviews

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

At Expedia, you’ll find great Jackson 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” Jackson 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 Jackson Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Jackson Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Condo Rentals in Jackson Station, use our simple search function to help you secure a great deal.

How much do Condo Rentals cost in Jackson Station?

The price per night for Jackson 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 Jackson Station, to name just three. When there’s a high demand for rooms in Jackson 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 Jackson Station, so you can sleep easy without going over your budget.

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Booking with Expedia allows you to browse a wide selection of places to stay in Jackson 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 Jackson Station Condo Rentals?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Jackson 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 Jackson 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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