
Vacation rentals with outdoor seating in Chicago River
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Top-rated outdoor seating rentals in Chicago River
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Popular amenities for Chicago River outdoor seating rentals
House rentals with outdoor seating

Entire 2 BR home w/ office, deck & no clean fee!
Great host. Very responsive and clear with instructions. Highly recommended

Animal House near Sox stadium
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.

Casa PLZN Location | Entire Home | Garage Parking
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!

Sunny Historic Cottage on the Park
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.

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

Beautiful Chicago Greystone
Michael was a great host. Very responsive and friendly. The property was exactly as described. Very clean and looked just like the photos

Kid friendly 2 bedroom w/ private office
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!

Modern SFH Near McCormick Place & Soldier Field
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

iKlektik House Chicago / Robin
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!

Spacious Studio w/Balcony in Bucktown/Wicker Park
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!

Stylish 2BR stunner w/ unbeatable location
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!
Explore the City from an Elegant, Urban Retreat
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.

Logan’s Cozy Inn.
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.

Cozy Studio in Perfect Location
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!

Cozy Urban Getaway East Village Apartment
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!

BRAND NEW Elegant Renovation in Bucktown (Chicago)
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

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.

NEW luxury Old Town 1-Bedroom condo
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!

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
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.

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

Spacious 4 Bedroom Condo
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.

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

Downtown Urban Oasis 3BR + Huge Deck & Parking!
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.

Updated Designer Duplex In Fulton Market W/parking
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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