Condo vacation rentals in Chicago River

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Popular amenities for Chicago River condo rentals

Weekly condo rentals

Top guest favorite
Condo in Chicago
5 out of 5 average rating, 30 reviews

Private rooftop | Breathtaking skyline view

BrianRating, 5 stars1 week ago
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.
Guest favorite
Condo in Chicago
4.86 out of 5 average rating, 153 reviews

Luxe 2BR Cozy Suite | Skyline Views near McCormick

OommenRating, 5 stars1 month ago
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.
Top guest favorite
Condo in Chicago
5 out of 5 average rating, 57 reviews

Sun-Soaked West Loop Penthouse - Private Rooftop

KendallRating, 5 stars2 weeks ago
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.
Guest favorite
Condo in Chicago
5 out of 5 average rating, 19 reviews

Gold Coast/Downtown Hideaway

JohnRating, 5 stars1 month ago
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.
Guest favorite
Condo in Chicago
4.9 out of 5 average rating, 86 reviews

Welcome to the Chi! Close to Downtown

MartelRating, 5 stars3 weeks ago
Enjoyed my stay at Jasna's. Great unit in a great location
Superhost
Condo in Chicago
4.92 out of 5 average rating, 12 reviews

Cozy Condo, Sleeps 2!

BriannaRating, 5 stars2 weeks ago
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.
Superhost
Condo in Chicago
4.89 out of 5 average rating, 37 reviews

Rustic Cozy Haven in West Town

KatieRating, 5 stars1 week ago
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!
Top guest favorite
Condo in Chicago
5 out of 5 average rating, 27 reviews

Quick Drive to Downtown Chicago & Early Check-In

RupalRating, 5 stars1 week ago
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

Guest favorite
Condo in Chicago
4.84 out of 5 average rating, 361 reviews

Chic and Charming Vintage Condominium in Lincoln Park

PatrickRating, 5 stars2 weeks ago
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.
Guest favorite
Condo in Chicago
4.84 out of 5 average rating, 135 reviews

816 PLZN Luxury Apt | Rooftop | Garage Parking

HasimeRating, 5 stars1 month ago
The host and team were very communicative. The space was beautiful with high ceilings , clean, spacious, and well equipped.
Top guest favorite
Condo in Chicago
4.99 out of 5 average rating, 174 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

PeggyRating, 5 stars4 days ago
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.
Superhost
Condo in Chicago
4.87 out of 5 average rating, 119 reviews

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

AlfredoRating, 5 stars2 weeks ago
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.
Guest favorite
Condo in Chicago
4.94 out of 5 average rating, 124 reviews

Urban Oasis | Great for Families w/ Kids

RichardRating, 5 stars2 weeks ago
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!!!
Top guest favorite
Condo in Chicago
4.97 out of 5 average rating, 411 reviews

Lincoln Square Gem!

MatthewRating, 5 stars1 week ago
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!
Guest favorite
Condo in Chicago
4.92 out of 5 average rating, 239 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

EllenRating, 5 stars2 weeks ago
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.
Guest favorite
Condo in Chicago
4.96 out of 5 average rating, 104 reviews

Large Remodeled Home in Lincoln Park, Sleeps 12!

AndreRating, 5 stars1 week ago
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

Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 97 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

AaronRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Evanston
4.95 out of 5 average rating, 106 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

JasonRating, 5 stars1 month ago
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!
Condo in Chicago
4.33 out of 5 average rating, 9 reviews

voco: Balcony & City View

BrookeRating, 5 stars3 weeks ago
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.
Condo in Lombard
4.84 out of 5 average rating, 56 reviews

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

LelandRating, 5 stars5 months ago
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.
Condo in Chicago
4.33 out of 5 average rating, 9 reviews

30 E. Huron #2603 Private Residence

Diego HernanRating, 5 stars25 months ago
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.
Guest favorite
Condo in Elk Grove Village
4.94 out of 5 average rating, 85 reviews

Just remodeled apartment close to airport and mall

MeagRating, 5 stars2 months ago
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! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️
Guest favorite
Condo in Evanston
4.91 out of 5 average rating, 125 reviews

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

NinaRating, 5 stars2 months ago
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!
Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 99 reviews

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

AileenRating, 5 stars1 day ago
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.

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