
Condo vacation rentals in Chicago River
Find and book unique condos on Airbnb
Top-rated condo rentals in Chicago River
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago River condo rentals
Weekly condo rentals

Private rooftop | Breathtaking skyline view
The space was exactly as advertised, roof top patio was awesome. Location was great and Anna was easy to work with. Definitely recommend, we would stay here again.

Luxe 2BR Cozy Suite | Skyline Views near McCormick
Milan runs a professional Airbnb service and promptly responded to all our queries. We stayed at Apartment No. 605 which, was clean and had all the required amenities for a comfortable stay.

Sun-Soaked West Loop Penthouse - Private Rooftop
We stayed at Reggie’s place for Memorial Day weekend as a family of 5 (2 Adults, a 4 year old, twin 2 year olds). Reggie was very easy to communicate with from the first booking request. He let us know that there couldn’t be loud noise after 10 am (no issue for us) before confirming the booking. We had no issues with check in or check out, and he was responsive to every question. The location was perfect and walkable to so many things, including all the restaurants in west loop and worked well for our family and dog.

Gold Coast/Downtown Hideaway
These hosts were excellent. Our family of four enjoyed our three nights immensely. Quiet neighborhood. Close to everything. Hosts were responsive, accurate in their description of the apartment, and pleasant folks. Highly recommend this place.

Welcome to the Chi! Close to Downtown
Enjoyed my stay at Jasna's. Great unit in a great location

Cozy Condo, Sleeps 2!
I enjoyed my stay. The neighborhood was walkable and quiet. Check-in went smoothly and there were no issues throughout my stay. Thomas was very communicative and responsive.

Rustic Cozy Haven in West Town
Yara was a great host! Very responsive, clear instructions to get into the Airbnb. The place was spacious and very clean, looked exactly like the photos. Would definitely stay there again!

Quick Drive to Downtown Chicago & Early Check-In
Thomas was a wonderful host who truly went above and beyond. He gave us excellent recommendations for vegetarian restaurants, which we really appreciated. It was our first time visiting Chicago, and Thomas’s support throughout our trip made a big difference. The Airbnb was thoughtfully stocked with everything a guest might need—even umbrellas! Highly recommended.
Pet-friendly condo rentals

Chic and Charming Vintage Condominium in Lincoln Park
We had a terrific stay and would definitely recommend it to others. Great location, especially if you are doing anything around Lincoln Park, DePaul, etc. The dedicated parking space was really helpful (there are 2 of them, but we only had one car). We had six people and were very comfortable. Colin is very responsive as well.

816 PLZN Luxury Apt | Rooftop | Garage Parking
The host and team were very communicative. The space was beautiful with high ceilings , clean, spacious, and well equipped.

RockStar Pad W3A BoysTown/Wrigley Field/Parking
I stay in a lot of Airbnbs. At least 3 a year, most of them in Lakeview. This was the best one! I’m originally from Lakeview and have been disappointed how commercialized and impersonal Airbnb has become. This was the opposite of that. It was so homey, I felt like I’d lived there my whole life. Would definitely stay again.

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT
Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.

Urban Oasis | Great for Families w/ Kids
Place was great. Clean and well laid out with plenty of room. Enjoyed our stay. Location was further than we thought from our places we planned to visit. They were cutting down and grinding a tree first thing Saturday morning. Convenient cafe right around corner had good breakfast food and coffee. Ubers were fast getting us and to where we needed to go. Parked car and left all weekend. Neighborhood was a little rough with homeless and panhandlers but they left us alone. Great walks to Soldier field and Northern Island. Alex provided all the amenities you need plus some Heinkens to cool us down. We had no issues so we did not need to contact Alex at all but yoyu got to remember the location is on 17 Place not Street so we almost walked into the wrong house and when the dog started barking at us we knew something was up. LOL!!!

Lincoln Square Gem!
Had a wonderful stay and place was clean with two nice bedrooms. Location was convenient with brown line an easy walk. We were able to get to Wrigley quite easily and downtown. Would definitely stay here again!

Cozy 1bdr Rogers Park, Loyola, Northwestern.
What a great find! I'm talking about the room AND the host! The beds were very comfortable and the amenities were all we needed. The artwork was wonderful and the design of the rooms (lamps, table, chairs etc) were great. I especially loved the small room heater, it looked like a mini fireplace, I want one for my room at home! Kaye has thought out what a guest needs with all kinds of extras (covers for the chairs for pets), extra blankets, packet full of local information, and clear instructions. She was responsive when I had questions or needs. I was glad to meet her as well, easy to talk with and a very interesting person who knows Chicago extremely well. If I make it back this way, I would definitely stay here again.

Large Remodeled Home in Lincoln Park, Sleeps 12!
Beautiful place, nicely laid out, two queens in one room instead of common bunk beds was great for this mostly adult group. Excellent location close to the metro, supermarket and beautiful Lincoln park, train passes by, wasn’t an issue and there are white noise machines. Will definitely stay here again, responsive host.
Condo rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
I would highly recommend Michelle's listing! The listing is spacious and perfect for a couple or small family (we had our <1 year old). Michelle is communicative, all the instructions are clear, and the location is convenient.

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!

voco: Balcony & City View
Our stay here worked out perfectly. The host was nice, and the location was centrally located to great shopping and restaurants. Very private and safe. The view at night was beautiful.

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony
Briana was responsive before, during and immediately after our stay, always seeking to ensure our comfort and satisfaction. We would have no reservations about staying with them again if they have an opening during a future visit to the area.

30 E. Huron #2603 Private Residence
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.

Just remodeled apartment close to airport and mall
I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba
We had a great stay at Michelle’s “Heart of Evanston.” I loved the indoor garage parking option with easy in and out. If you have a large vehicle /SUV, maneuvering in and out of the spot may be challenging depending if the spot over is occupied. We have a mid-size SUV and had no issues. The room was easily accessed from the garage and we had no issues getting in. The place was clean and well organized. I loved that it smelled clean and also had a faint hint of bleach in the bathroom. It was a little warm in the bedrooms at night but we used the air conditioning to bring the temperature down. Town is very walkable and we enjoyed the local restaurants (Taco Diablo, Bat 17, Bennison’s bakery). We found the town to be very quiet - almost too quiet for what we expected but after our visit to Northwestern found out it was spring break for the students. Michelle was available for any questions and always replied promptly. We had a great stay and would stay again!

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
Space was clean and in a charming, walkable city. The view in the living room was beautiful. The neighbors were quiet. The coffee in the condo and in the lounge was surprisingly delightful. Our group of friends had a great time, and this would be a perfect place for a family.
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- West Side Vacation rentals
- North Side Vacation rentals
- South Bend Vacation rentals
- Holland Vacation rentals
- South Haven Vacation rentals
- South Side Vacation rentals
- Saugatuck Vacation rentals
- Lake Michigan Beach Vacation rentals
- Chicago Vacation rentals
- Rentals with a patio Chicago River
- Rentals with a fire pit Chicago River
- Rentals with a hot tub Chicago River
- Rentals with lake access Chicago River
- Kid-friendly rentals Chicago River
- Rentals with a sauna Chicago River
- Apartment rentals Chicago River
- Rentals with beach access Chicago River
- Rentals with a fireplace Chicago River
- Rentals with pools Chicago River
- Fitness-friendly rentals Chicago River
- Hotel rentals Chicago River
- Rentals with an EV charger Chicago River
- Rentals with a washer and dryer Chicago River
- Waterfront rentals Chicago River
- Rentals with outdoor seating Chicago River
- Pet-friendly rentals Chicago River
- Condo rentals Cook County
- Condo rentals Illinois
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
- Things to do Chicago River
- Art and culture Chicago River
- Food and drink Chicago River
- Sightseeing Chicago River
- Tours Chicago River
- Things to do Cook County
- Sightseeing Cook County
- Tours Cook County
- Food and drink Cook County
- Art and culture Cook County
- Things to do Illinois
- Art and culture Illinois
- Food and drink Illinois
- Tours Illinois
- Sightseeing Illinois
- Things to do United States
- Sports activities United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Wellness United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States