Vacation rentals with outdoor seating in Chicago River

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Chicago River outdoor seating rentals

House rentals with outdoor seating

Superhost
Home in Chicago
4.8 out of 5 average rating, 84 reviews

Entire 2 BR home w/ office, deck & no clean fee!

JamelaRating, 5 stars3 months ago
Great host. Very responsive and clear with instructions. Highly recommended
Superhost
Home in Chicago
4.73 out of 5 average rating, 55 reviews

Animal House near Sox stadium

KimberlyRating, 5 stars2 days ago
perfect place to stay if you have pups, with a dog run so they can potty off-leash. clean and well-equipped. bathrobes, nice hot shower. appreciate that the shampoo, conditioner, and body wash were all provided. comfortable bed and quality air mattress w/ plenty of bedding. location could not have been more perfect for reaching chinatown, the museums, white sox stadium. there was always parking available on the street and for free (both things hard to come by in chicago). miranda provided names of some restaurants w/in walking distance w/ dog-friendly patios. and it was no issue leaving the pups for short stints, we just put them in their kennel and let miranda know by text (so she could keep an ear up for them in case they got distressed). will definitely book again when we visit chicago.
Superhost
Home in Chicago
4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

CrystalRating, 5 stars1 week ago
We enjoyed our stay. Clean, nice house, and in a location convenient to everything we wanted to do. Host was very responsive when we had questions. We loved being so close to the train. Great restaurants around, and also a convenience store and Family Dollar right around the corner for anything you need!
Top guest favorite
Home in Chicago
5 out of 5 average rating, 26 reviews

Sunny Historic Cottage on the Park

MichelleRating, 5 stars7 months ago
We loved Megan’s place! It’s adorably decorated and very cozy. We felt at home during our stay. The beds were comfortable and the kitchen was great for cooking dinner one night. Checking in and out was really simple. You’re not immediately by the train, but it’s a quiet safe neighborhood and there’s a little park across the street and a cute coffee shop a short walk from the house. As was clearly indicated by the hosts, it’s notably warmer upstairs than it is downstairs (we stayed in November) but it wasn’t a real issue. Would happily stay here again.
Top guest favorite
Home in Chicago
4.97 out of 5 average rating, 38 reviews

jane's house - a boutique flat in west town -2b/1b

NathanRating, 5 stars5 days ago
We absolutely loved staying at Amy’s place! Easy check in/check out, great communication by the host, and plenty of room for 2 adults and 2 kids to stretch out. The mid century vibe was a nice bonus. Would 10/10 stay here again.
Superhost
Home in Chicago
4.94 out of 5 average rating, 108 reviews

Beautiful Chicago Greystone

KyaraRating, 5 stars2 weeks ago
Michael was a great host. Very responsive and friendly. The property was exactly as described. Very clean and looked just like the photos
Guest favorite
Home in Chicago
4.9 out of 5 average rating, 112 reviews

Kid friendly 2 bedroom w/ private office

AnjaliRating, 5 stars3 weeks ago
Samantha’s home was clean, well kept, and had a lot of thoughtful touches, like snacks and drinks, that were really helpful when we were on the go. I also loved the dimming options for the lights in the rooms, and the bathroom had so much space and was so convenient even with more than one person using it. Samantha was also a great host who responded promptly to questions and concerns. My friend and I had a very peaceful stay here. The only down side to this location is that it’s a little far from the Loop and River North, but we knew that when we booked and were prepared. Would definitely stay here again!
Superhost
Home in Chicago
4.9 out of 5 average rating, 88 reviews

Modern SFH Near McCormick Place & Soldier Field

Sandra Rating, 5 stars2 months ago
Stayed with 4 adults and 5 kids. House was more than spacious and cozy. Furniture was nicely kempt. Beds were comfortable. Neighborhood was quiet. We rented a car and appreciated the garage to keep car in. We did have an issue with water temperature but was resolved quickly with host We loved the house!

Apartment rentals with outdoor seating

Top guest favorite
Apartment in Chicago
4.9 out of 5 average rating, 528 reviews

iKlektik House Chicago / Robin

RobynRating, 5 stars2 weeks ago
Mindy & Tony’s place is well located - easily walkable to transit & the cute West Town neighborhood restaurants & shops. The room was very nice - I especially liked enjoying sunset tea on the wisteria-covered deck. Thanks for a cozy stay!
Guest favorite
Apartment in Chicago
4.94 out of 5 average rating, 141 reviews

Spacious Studio w/Balcony in Bucktown/Wicker Park

HaileyRating, 5 stars1 day ago
I agree with other guests that the pictures don’t do this place justice! It was the perfect spot for our little Chicago honeymoon. During our stay, the smoke alarm had a battery issue, and Doug came out immediately to fix it, and even recommended a local coffee shop that we could spend time in while he handled it. 10/10 would stay again! Thanks!
Top guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 123 reviews

Stylish 2BR stunner w/ unbeatable location

KathleenRating, 5 stars2 weeks ago
We had the absolute best experience staying at Eric’s place in Ukrainian Village. The parking was a huge plus, it was walkable and felt so safe and charming! The space was stunning and matched the listing perfectly. Will definitely be staying here next time we come to Chicago!
Superhost
Apartment in Chicago
4.86 out of 5 average rating, 407 reviews

Explore the City from an Elegant, Urban Retreat

YvonneRating, 5 stars2 weeks ago
Really enjoyed our stay! We found it easy to get everywhere we wanted. If you get a chance check out Move Along Coffee a few blocks away.
Guest favorite
Apartment in Chicago
4.86 out of 5 average rating, 113 reviews

Logan’s Cozy Inn.

LawrenceRating, 5 stars2 weeks ago
Joe’s place is exactly as described, and in a fantastic location. The unit is clean, easy to access and spacious. Proximity to the blue line is a major plus, and walkability to all the great things in the Logan Sq + adjacent neighborhoods is a major plus. Highly recommend.
Top guest favorite
Apartment in Chicago
4.98 out of 5 average rating, 106 reviews

Cozy Studio in Perfect Location

RachanaRating, 5 stars2 days ago
This is a super-convenient and comfortable place and the hosts are incredibly helpful with recommendations about the neighbourhood, great to communicate with, flexible, and generally wonderful. Highly recommended!
Guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 155 reviews

Cozy Urban Getaway East Village Apartment

BarbaraRating, 5 stars1 week ago
I can't say enough on how quaint and lovely Hannah's place is. The space was perfect for 2. The entire space was totally updated (super bathroom and kitchen) with nice furnishings and every area was spotless. The location was key - easy walk to the train. And the Unit is walkable to good restaurants, bars, and coffee shops in the area. Hannah has a detailed folder for things to do and places to see - very helpful. She also had the place well stocked. The washer/dryer was a plus. I would definitely stay here again!
Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 128 reviews

BRAND NEW Elegant Renovation in Bucktown (Chicago)

CharlotteRating, 5 stars3 days ago
We absolutely loved our time in Dusanka’s flat, it was spotless clean, with everything you might need. The area is very lovely, lots of cafe and restaurants and very easy to get into the city, the airport and the lake.

Condo rentals with outdoor seating

Guest favorite
Condo in Chicago
4.89 out of 5 average rating, 161 reviews

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

SanjayRating, 5 stars1 month ago
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.
Guest favorite
Condo in Chicago
4.94 out of 5 average rating, 103 reviews

NEW luxury Old Town 1-Bedroom condo

AmyRating, 5 stars4 days ago
We would stay here again in a heartbeat. Excellent location, very walkable, unit was bright and clean, quiet. Katherine and Dimi were very responsive … even had an iron delivered as the previous iron had gone missing. Truly can’t say enough about our stay! Thank you!
Guest favorite
Condo in Chicago
4.91 out of 5 average rating, 111 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

JayRating, 5 starstoday
This is our go-to place when we come to Chicago. On this trip, our flight landed early and John was willing to let us check in a couple hours early to accommodate us. John is always very responsive, and this time around was able to work with us on an issue with the electronic thermostat (previous renter had put it in ECO mode so that it would turn itself off when no one was home). The location can't be beat.
Top guest favorite
Condo in Chicago
4.98 out of 5 average rating, 119 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

RebeccaRating, 5 stars3 weeks ago
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!
Guest favorite
Condo in Chicago
4.98 out of 5 average rating, 166 reviews

Spacious 4 Bedroom Condo

MayarRating, 5 stars3 weeks ago
The condo was very spacious and had everything we needed to stay right at home. Adrian was responsive to our questions. It was a perfect distance from the city for exploring through the day but staying in a peaceful place at night. The staircase in the house was a little steep but otherwise it was perfect.
Guest favorite
Condo in Chicago
4.99 out of 5 average rating, 139 reviews

Luxurious River North 3BR/2BA- Free Onsite Parking

AmiRating, 5 stars6 days ago
We had a really good stay here! The hosts were super responsive and helpful, which made things easy from start to finish. The place was clean and had everything we needed. It’s also in a great spot — close to everything, which made getting around convenient.
Guest favorite
Condo in Chicago
4.79 out of 5 average rating, 234 reviews

Downtown Urban Oasis 3BR + Huge Deck & Parking!

GenevieveRating, 5 stars2 days ago
We really enjoyed our stay here for our first time visiting Chicago! The location isn’t too far from downtown, and the nearest CTA station is just around the corner and easy to find. The space was exactly as described, just may feel a little crammed with more than 6 people. Hosts were fantastic and easy to communicate with and gave great local recommendations.
Guest favorite
Condo in Chicago
4.96 out of 5 average rating, 231 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars1 month ago
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

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