Waterfront holiday rentals in Downtown Chicago

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Downtown Chicago waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Chicago
4.92 out of 5 average rating, 39 reviews

Sheridan Beach Apartment

KatieRating, 5 stars2 weeks ago
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!!
Superhost
Apartment in Chicago
4.71 out of 5 average rating, 14 reviews

The Wine Down

MalaysiaRating, 5 starstoday
"Our stay at this Airbnb was fantastic! The apartment was clean, stylish, and had everything we needed. The location was perfect, with easy access to public transportation and great restaurants. The host was super responsive and helpful, providing great recommendations for local spots. We especially appreciated the thoughtful touches, like the welcome basket and detailed guide to the neighborhood. Would definitely stay here again!"
Top Guest favourite
Apartment in Chicago
4.98 out of 5 average rating, 52 reviews

Cozy Chicago Apartment next to the River

MadelineRating, 5 stars1 week ago
Very walkable to public transit, super comfortable sleeping arrangements, and beautiful apartment in general!
Apartment in Chicago
4.69 out of 5 average rating, 132 reviews

Cozy 1BR in South Loop | Convenience in the City

DavidRating, 5 stars3 months ago
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.
Superhost
Apartment in Chicago
4.86 out of 5 average rating, 80 reviews

Elegant 2-bed/2-bath in the heart of Uptown

MistyRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Evanston
4.9 out of 5 average rating, 91 reviews

New renovation|1BR|Stylish|Modern|Next to the Lake

AmyRating, 5 stars1 month ago
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!
Superhost
Apartment in Chicago
4.74 out of 5 average rating, 117 reviews

Modern Lakefront Retreat with Breathtaking Views!

MatthewRating, 5 stars3 weeks ago
Great 1st floor town home on the boarder between Rogers Park and Evanston, right on the waters of Lake Michigan. Lots of sunlight (and able to watch the sunrise over Lake Michigan in the morning) and a couple of parks next door. The bathrooms (especially the showers) were great--full size, nice water pressure. I was able to work remotely while I was there without any issues. As others have noted, parking is on the street; but if you're proactive or book with Spot Hero or similar, it's very manageable. I really enjoyed my stay!
Guest favourite
Apartment in Chicago
4.88 out of 5 average rating, 8 reviews

COZY unit near Michigan Lake 2nd floor/no elevator

AliyahRating, 5 stars1 month ago
Loved my stay! There was a little bit of confusion when it came to checking in and they responded to me almost immediately—which I was so grateful for after a long day of traveling. The amenities were great (me and that Keurig got along like a house on fire) and the apartment was, as described, cozy. It was perfect for me as someone who was traveling solo. After I checked out, they saw that I’d accidentally left my glasses behind and reached out to me to make sure I could grab them. Just a stellar experience from start to finish. Will definitely try to stay here again if the opportunity arises!

Waterfront house rentals

Home in Lisle
4.75 out of 5 average rating, 40 reviews

Beautiful and secluded 3 bedroom ranch style home

JohannesRating, 5 stars10 months ago
Very nice place to stay with a family of 5, while visiting friends in the area. The house has all the space and amenities you need.
Top Guest favourite
Home in Chicago
5 out of 5 average rating, 29 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars2 weeks ago
Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!
Home in Prospect Heights
4.91 out of 5 average rating, 56 reviews

Bike & Kayak: Lakefront Prospect Heights Home

GabrielRating, 5 stars4 weeks ago
Great stay for me and my friends. Very spacious and beautiful outside space. Plenty of beds and top of the notch kitchen.
Guest favourite
Home in Chicago
4.88 out of 5 average rating, 51 reviews

CasaNova Modern City Living

HelenRating, 5 stars1 month ago
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!
Guest favourite
Home in Downers Grove
4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

AnnaRating, 5 stars1 week ago
Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!
Home in Chicago
4.82 out of 5 average rating, 79 reviews

Lake Home-3 blocks to beach/harbor 10 min 2 Loop!

DarlaRating, 5 stars3 months ago
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 🍾 😀 😄 ❤️
Home in Des Plaines
4.63 out of 5 average rating, 41 reviews

House 1 minute from O'hare Airport

TomRating, 5 stars2 weeks ago
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.
Home in Westmont
4.76 out of 5 average rating, 33 reviews

Cozy 5-bedroom with lake views and spacious deck

AmandaRating, 5 stars6 months ago
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 condo accommodation

Superhost
Condo in Chicago
4.78 out of 5 average rating, 167 reviews

Modern Wrigley Oasis with Parking!

JosilynnRating, 5 stars1 month ago
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!
Superhost
Condo in Chicago
4.87 out of 5 average rating, 195 reviews

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)

LeannRating, 5 stars3 months ago
WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!
Superhost
Condo in Chicago
4.79 out of 5 average rating, 19 reviews

HUGE Modern, 1BD Home Office, Chef's Kitchen Patio

BrianRating, 5 stars3 weeks ago
Spacious with many amenities! Great place to relax with friends.
Top Guest favourite
Condo in Chicago
5 out of 5 average rating, 59 reviews

Where you want to BE! Stylish, Comfy, Luxe

MichelleRating, 5 stars3 weeks ago
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!
Superhost
Condo in Chicago
4.78 out of 5 average rating, 23 reviews

Spacious Wicker Park Hideaway with Parking!

NicoleRating, 5 stars2 months ago
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.
Condo in Chicago
4.83 out of 5 average rating, 40 reviews

Bronzeville Tribe Palace Loft

DylanRating, 5 stars2 weeks ago
Nice place to stay, quiet at night. Felt secure and well appointed!
Guest favourite
Condo in Chicago
4.94 out of 5 average rating, 108 reviews

Elegant Hideaway in the Heart of Andersonville

CaraRating, 5 stars3 weeks ago
Without question, this was one of the nicest Airbnb properties that I have ever stayed in. It was immaculate, located in one of the best parts of town, quiet and completely enjoyable. I cannot wait to stay there again next time I am in Chicago.
Condo in Chicago
4.88 out of 5 average rating, 17 reviews

Cozy Studio Apt near the lake on the Northside

AllisonRating, 5 stars9 months ago
The place was perfect for a solo stay. Has everything you need and easy to get around the rest of the city or suburbs. Very close to the lake and the el. Parking was also super easy. Niah and Ken were super responsive and helpful for anything I needed.

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