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Waterfront holiday rentals in Downtown Chicago
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Downtown Chicago
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
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Popular amenities for Downtown Chicago waterfront rentals
Waterfront apartment accommodation
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Luxurious Lincoln Park Home with Gourmet Kitchen
This rental exceeded our expectations! Daniel was very responsive, and provided clear, helpful instructions. The home was impeccably clean and beautifully renovated, offering upscale finishes, a beautiful kitchen, and a spacious deck perfect for relaxing (although it was too cold when we visited). The location is unbeatable, with easy access to the lake, numerous dining options, Lincoln Park Zoo, and much more. The vibrant neighborhood combines old Chicago architectural charm with serene green spaces, making it ideal for any Chicago getaway. After staying here once, I'd definitely seek it out again for my next visit.
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Sheridan Beach Apartment
Our host responded in seconds with any questions we had! We removed our shoes at the door and our socked feet proved how clean this place is. Super well stocked bathroom and clean comfortable bed. Very quiet location yet less than 2 blocks from the L, restaurants, beach and just steps away from the bus and market. Some evidence of homelessness on Sheridan Rd. and in the park at the beach. We were only approached 1 time in 3 days. Street lighting was abundant especially the ally access. We wouldn’t hesitate to use this location for a return trip.
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The Wine Down
I was aware of the area prior to our stay. This home offered many things to my family It is cold in chicago and providing extra blankets came in handy. The home is beautifully decorated. You have comfortable seating, comfortable beds. All of the decor and finishes made me feel at home. The egg chair. my favorite! As well as all of the additional security that really did bring peace of mind. Thank you for allowing is to stay in your home.
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Cozy Chicago Apartment next to the River
Albert and Monica were great hosts!! The Airbnb location is perfect for people visiting Chicago. It’s close to a lot of activities we did and the uber ride is affordable too. Overall, we enjoyed our stay!
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3BR Luxury Modern Apartment
We had a great stay over NYE. Very cool area of Chicago and well secured especially with phone capability. Do wish we had TV’s in the rooms but due to short stay and it being NYE, no issue. Also, the oldest bar in Chicago is only blocks away so make sure you check that out . Overall, great stay
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2b2b by Water Tower and the Lake
The apartment is spacious, has everything you need and the location is unbeatable. An excellent option in Chicago
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Elegant 2-bed/2-bath in the heart of Uptown
Seun’s place had everything we needed for a couple nights. It was clean and comfortable. The kitchen had everything we needed to use, even a blender! It is on the basement level of the condos but still had decent light come through and there was enough lights to lite his place during the night time. The parking garage attached to the condos was a great advantage of this place and was very convenient. The only thing I would recommend is going through the front entrance and going into the condo to retrieve the garage opener and gate key. Then getting back in the car and going to the back entrance where u can get in through the garage now that you have opener. The gates by garage are locked so you need a key to get through the gates and that’s inside the condo as well. Overall, it’s just what we needed for a couple nights! Thanks Seun for sharing your lovely place.
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New renovation|1BR|Stylish|Modern|Next to the Lake
The place is great and Alex’s got as shown. They really went out their way to get us some space heaters during our stay cause we were too cold in the unit. Thank you!
Waterfront house rentals
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Renovated space in a historic row house.
Our daughter and son-in-law live VERY nearby, and having innumerable times walked past the historic row of houses in which this apartment is located, we jumped at the chance to stay here. This was not only a perfect location for us, but was just the right size. Having an entire library of very interesting books added a lot to our enjoyment. The shower was terrific. The bed was very comfy, too. This was a great place to stay during Christmas week!
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Lakefront Prospect Heights Home: Ice Fish On-Site
The place was perfect for our needs in Chicago. It’s well kept, up to date, and fits the description.
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CasaNova Modern City Living
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!
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Lake Home-3 blocks to beach/harbor 10 min 2 Loop!
It has huge spaces for big family. We enjoyed three nights in Chicago. Rooms on second floor were good for sleeping with good heating but rooms on lower levels were not.
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House 1 minute from O'hare Airport
I was enjoy this house with my family and we had a good time there! The house has everything you need and the location is nearby airport!
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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.
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Exotic House - Few minutes from O'Hare and Chicago
We had a wonderful time and we were so comfortable in the house. We felt like we were at home. Just a few minor cosmetic issues with the home like broken mini blinds and broken window screens but this did not impact our wonderful experience. The neighborhood was perfect - very close to highway, activities in Des Plaines and Rosemont are very close by. We would highly recommend this beautiful home.
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Beautiful 3 Bedroom TownHome in Rogers Park
The place was perfect for our group of six. The host was always very communicative and responsive. 15 min walk to the train station and there is plenty of restaurants and around the area.
Waterfront condo accommodation
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MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
The place was last as described and as the pictures showed. Wendy and Matt were easy to communicate with and accommodating
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Lovely condo studio
Great studio apartment with very friendly neighbors in a great neighborhood with amazing restaurants. Walking distance to Andersonville, a neighborhood with antique book stores, oddity shops, enough to keep you busy all day. Perfect location. I will stay there again.
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HUGE Modern, w/ Home Office, Chef's Kitchen, Patio
Cannot speak highly enough of this space! It was HUGE! Beautiful and very convenient! The Red line and Green Line train stations are both within easy walking distance. From either we could get to anywhere we wanted to go with transfers. The Hosts were responsive and flexible with an early check in(with a fee) and understanding when we woke up late and checked out 20 minutes late. They had several recommendations for places to eat, see and things to do. Hope to be back!
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Where you want to BE! Stylish, Comfy, Luxe
This has to be the best AirBnB we have stayed at. The apartment was like home from home, super clean and exceeded our expectations. The location of the apartment is a short walk from the L, has everything you need within a 5 minute walk and is in a great neighbourhood. John, the host, is outstanding. Nothing is too much trouble and he gives some great recommendations of local restaurants/ activities. I would highly recommend this apartment if you are in Chicago - we are sure to be back!
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Spacious Wicker Park Hideaway with Parking!
This was so roomy. We had our grandkids with us and we felt very comfortable. So many food choices nearby. We had a wonderful visit in Chicago!
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River North Hideaway w/Amazing Views and Parking
My friends and I had a great time at William's place. Check-in directions were easy, and William was very responsive to any questions I had upon arrival. The place was beautiful and very clean. It had great city views from the living area, a fully equipped kitchen, lots of closet space, and spacious bedrooms. The location is also great, about a 2 minute walk to Michigan Ave. I would recommend William's place to everyone!
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Bronzeville Tribe Palace Loft
Beautiful building and a beautiful space! My family and I really enjoyed our stay. We had more than enough space and everyone was comfortable. Richard was very accommodating we would definitely stay again!
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MAG MILE MEGA Entire Floor 4BD/4BA (+Roof/Gym)
My family and I had the best time staying here. The location was perfect with stunning views of Lake Michigan and walkable to so many restaurants, coffee shops and spots for shopping. Thank you Wendy and Matt for hosting us and being so helpful leading up to and throughout our stay!
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