
Waterfront holiday rentals in Chicago River
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Chicago River
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Chicago River
Waterfront apartment rentals

Sheridan Beach Apartment
Amy is an excellent host! She was so proactive about reaching out ahead of time and checking in on us. The unit was extremely clean! Easiest check in I have had with Airbnb—clear/specific directions. Amy was also super accommodating with our checkout time—we had a late flight (7:45pm) and we were able to check out at 5pm instead of noon which allowed us to maximize the last day of our trip! SO close to Loyola beach and has easy access to public transit. There are just a few improvements that would make this a perfect Airbnb: 1) the mattress is uncomfortable (extremely firm), 2) there is a beautiful kitchen but it is not well stocked with the basics (strainer, cooking utensils, pots, etc)—we made do by getting a little creative! Not a problem if you plan on eating out the whole time. 3) A few end tables would be nice for setting a glass of water/coffee etc, 4) needs a few more towels for being so close to the beach! Nonetheless, I would love to stay again and highly recommend!!

The Wine Down
I absolutely loved my stay at the wine down! The place was decorated beautifully and was equipped with everything I needed. James even went out of his way to give me a couple of courtesy calls during my stay just to make sure everything was going smoothly. I would definitely stay here again in the near future. Thank you for a great experience.

3BR Luxury Modern Apartment
Such a great comfortable place and great for work trips ! Gym was fantastic, and the hosts were so helpful and communicative! Highly recommended

Cozy Chicago Apartment next to the River
Good decent place. Responsive & flexible host. Clean & neat interiors with sufficient utensils to manage basic cooking. Close to UIC, which was our primary requirement. Happy & fully satisfied:)

Cozy 1BR in South Loop | Convenience in the City
Great place to stay! Can get anywhere in the city, its right off the "L". Not far from Michigan Ave, either. Would highly recommend this place to anyone who is traveling to Chicago.

Elegant 2-bed/2-bath in the heart of Uptown
The apartment was extremely clean!!! I loved the attention to detail. Very quiet street for sleeping at night and easily walkable to beach, restaurants, and attractions.

New renovation|1BR|Stylish|Modern|Next to the Lake
Clean, comfortable, and beautifully appointed apt. Emily and Roya are helpful and communicative, and all the instructions and photos made things very easy. Would happily stay there again!

3 Bed 3 Bath Lakefront Oasis, Parking Included
Great stay. The property is tucked away and is away from all the city noise. It was very clean and everyone was really impressed. Thank you Sally for a great stay.
Waterfront house rentals

Renovated space in a historic row house.
We booked this room for my sister who was visiting family with us. Having stayed here ourselves before over the holidays, we knew it was just the right thing for her. She was very comfortable and slept well.

Bike & Kayak: Lakefront Prospect Heights Home
Great stay for me and my friends. Very spacious and beautiful outside space. Plenty of beds and top of the notch kitchen.

CasaNova Modern City Living
Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

Lakefront View Getaway Home! Hot tub! Kayak!
Hugo is a great host. There was one small issue through no fault of his own but Hugo quickly took care of it. The house is huge and we thoroughly enjoyed it. It was so much do we were never bored. Just sitting and relaxing on the deck was great the view is amazing. My friends want to book again for our getaways. It was so peaceful. The rooms are great and all spacious. It was 9 of us and we still had extra rooms left. The dining table was big enough for us to eat our meals there together and we loved that. Thank you Hugo we had a great time and took so many pictures.

Comfortable private room near Lake and transit.
Our stay with Paula was great! Very cozy and so close to the Aragon Ballroom. We walked to a lot of nearby places for food and drinks. Paula was very sweet and responsive for anything we needed!

Lake Home-3 blocks to beach/harbor 10 min 2 Loop!
This place was amazing... They layout was terrific. quiet neighborhood, safe, and had everything we needed. we were celebrating my birthday (pre) My friends 🧡 Even set up a Bday table for me down stairs and we had our in vip golden girlz(ladies) celebrations 🍾 😀 😄 ❤️

House 1 minute from O'hare Airport
Stay went very smoothly and I would recommend for anyone seeing an event at Allstate arena(walking distance) or needing a place to stay flying thru O'Hare. Target and a wide variety of fast casual dining 1 min away. The listing mentioned a grill and that was unavailable, you may want to check with the host in advance if you are planning to use any amenities.

Cozy 5-bedroom with lake views and spacious deck
The house amenities were well thought out and had everything we would find and need in our our home. extra linens, convenient and safe location, and even toys and pack and plays for the kids. would absolutely recommend for any and everyone.
Waterfront apartment rentals

Modern Wrigley Oasis with Parking!
The Airbnb was clean, exactly as described, and in a great location. Check in was easy and we were able to get settled right away. William was very proactive in communicating instructions well before our arrival. Overall, we had a lovely time visiting Chicago and would recommend staying here!

Studio flat in the heart of Chicago's Gold Coast
everything was extremely nice, unfortunately the knob to change from shower to faucet was detached so we could not utilize the very large beautiful bathtub. The front porch light also needs to be replaced, we opted to leave the front door open to be able to see outside after dark. Other than that everything was extremely nice. Still worthy of a five-star review.

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Wendy and Matt's place was comfortable and homey. The location was great, the apartment comfortable, and we had essential amenities. The building is mid-century modern and designed by famed architect Harry Weese that incorporates thoughtful references to Chicago architectural history throughout while still remaining visually cohesive. One minor issue is the stove, which is electric and somewhat underpowered. It's good enough for minor work like breakfast or heating leftovers but you may struggle producing more elaborate meals. It was a very minor quibble but worth noting for those culinarians wanting to prepare their own meals. The oven is decent but there is only one. Overall, my stay was excellent and I recommend Wendy and Matt's place wholeheartedly. They are excellent hosts as well.

HUGE Modern, 1BD Home Office, Chef's Kitchen Patio
If you're looking for a place in Chicago that is gorgeous to stay in with easy access to public transit, this is it! The hosts were super helpful with recommendations and quick to answer with any questions. I would definitely stay there again!

Where you want to BE! Stylish, Comfy, Luxe
This was truly one of the best Airbnb experiences I’ve ever had. From the moment I arrived, everything felt warm, welcoming, and thoughtfully prepared. The space was not only beautiful and impeccably clean, but it also had so many special touches that made it feel like a true home away from home. What made this stay exceptional, though, was the host. They were incredibly kind, attentive, and genuinely cared about making my visit as perfect as possible. Every question I had was answered so promptly, and they offered wonderful local recommendations that made my trip even more memorable. It’s rare to find someone who goes above and beyond with such sincerity, but that’s exactly what this host did. I left feeling not just like a guest, but like a friend. I am so grateful for this experience and would return in a heartbeat. Highly, highly recommended to anyone considering this stay — you will be in the very best hands!

Spacious Wicker Park Hideaway with Parking!
This place is near so many spots it was awesome! to go down and get food right below or just walking across the street and grabbing some food. the place was very well cleaned, had great spots just to sit and chill. beds very comfortable, rooms very spacious. water pressure can be very in and out sometimes but water was warm/hot and lasted a full shower.

Bronzeville Tribe Palace Loft
Richard was a great host and very responsive! The air bnb looked exactly like the photos, very beautiful home.

Elegant Hideaway in the Heart of Andersonville
Loved the look of the place and the decor. The wallpaper and artwork were so cool. The space has been updated nicely. I would definitely recommend this location to a friend staying near the city. Instructions to get in were clear and host communicated promptly. A great place to stay for the weekend!
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- South Side Holiday rentals
- Saugatuck Holiday rentals
- Lake Michigan Beach Holiday rentals
- Chicago Holiday rentals
- Fitness-friendly rentals Chicago River
- Rentals with a firepit Chicago River
- Rentals with an EV charger Chicago River
- Rentals with a washing machine and dryer Chicago River
- Rentals with lake access Chicago River
- Rentals with a patio Chicago River
- Rentals with a fireplace Chicago River
- Family-friendly rentals Chicago River
- Rentals with a sauna Chicago River
- Rentals with a hot tub Chicago River
- Rentals with outdoor seating Chicago River
- Rentals with beach access Chicago River
- Rentals with pools Chicago River
- Pet-friendly rentals Chicago River
- Flat rentals Chicago River
- Hotel rentals Chicago River
- Apartment rentals Chicago River
- Waterfront rentals Cook County
- Waterfront rentals Illinois
- Waterfront rentals United States
- 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
- Lincoln Park
- Museum of Science and Industry
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- 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
- Tours Chicago River
- Sightseeing Chicago River
- Things to do Cook County
- Art and culture Cook County
- Food and drink Cook County
- Tours Cook County
- Sightseeing Cook County
- Things to do Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Tours Illinois
- Food and drink Illinois
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States