
Vacation rentals with outdoor seating in West Loop, Chicago
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in West Loop, Chicago
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for West Loop, Chicago outdoor seating rentals
House rentals with outdoor seating

The Banksy-King Bed-Firepit-Rooftop-United Center
Very nice place with ample room for our 11 guests. Robert was quick to respond to questions. The back patio and rooftop deck are an added bonus. Walkable to the United Center and a few blocks from the Blue Line. Great stay.

Enamored in Elmhurst
This home is in a beautiful neighborhood. It was very clean and the decor was simple yet stunning. There was plenty of linen and the kitchen was stocked well enough to cook an entire meal Mark was very responsive and provided clear instructions for check in and out. I would stay here again

Remodeled | Game room | Fire Pit | 5 Min to Zoo
This was our second stay and it as as wonderful as the first time.

Duplex Home RoscoeVillage/Wrigley Free St Parking
We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.

Wrigley classic+trendy+2garage
This is a great property. We had a fantastic stay in Chicago. It was so clean and just like the photos. Very spacious and ideal for families. Thank you.

Animal House near Sox stadium
Very nice home! Very nice host! Would definitely go again. Thank you so much for hosting us.

Casa PLZN Location | Entire Home | Garage Parking
The place was lovely, my family and I loved it. Very spacious and close to downtown Chicago.

Gorgeous and Luxurious 3 BR Home
This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.
Apartment rentals with outdoor seating

Bohemian Moto Inn
Nicole has a wonderful place. It is well located and connected to good public transit. It also has nice touches that you don’t normally see at Airbnbs. Would come back!

The Biddle House (#1)
We really enjoyed staying at this place - it was clean and comfortable, and the location is fantastic. Elizabeth was very responsive and a great host. We would stay here again!

Modern 3BR with Private Rooftop & Free Parking
We really enjoyed our stay. Song was responsive and helpful. The property was as advertised. It was very comfortable, clean and quiet. There is easy access to public transportation and downtown is also within walking distance. Check in and checkout were very simple/easy. We would stay here again and can recommend the property for families looking for a place to stay in Chicago.

Lovely 2bedroom 1bath Apt and outdoor seating.
Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.

Executive Apartment on Lake Michigan with parking
This was a beautiful place with an excellent view of Lake Michigan. Both rooms had comfortable beds and setup with everything you need. Kitchen is well stocked, but we mostly ordered Grub Hub, lol. Loved spending time here and great place to hangout and chat with friends. It is right on the water and we really enjoyed watching the waves crash against the barrier. It is on the 2nd floor, but the stairs are not bad at all. Felt very safe and having the parking space is a great perk. Very commutative and checked in with us to make sure everything was fine. Would definitely stay here again!

Spacious 2 Bedroom in the heart of Lakeview!
Beautiful boho, whimsical space, firm mattresses, all the comforts of home: extra blankets, pillows, towels, books and magazines. Took pictures of how pretty everything was, thinking I want my home to look like this. Toilet flush was tricky in the way of older homes. Super convenient, in a fun neighborhood and easy walk to public transportation, parking available. We had a great time.

Inviting 2 Bedroom Apartment in Roscoe Village
Wonderful stay! From sitting on the front stool as weather was great for a couple of days to being able to walk everywhere we needed. Lara even left us some milk when we inquired about a market to visit. Close to shops, food and all of Roscoe Village- would highly recommend

Victorian Home in Old Town
I really enjoyed my stay! I loved the art and decor of the space. I am a solo traveler and I felt safe being here. There are written instructions on the door and in the home that explain almost everything I needed. I felt safe in the neighborhood! I would get back late and felt safe doing so. There are multiple stores within walking distance so it was easy to grab food or any items I may have needed. I didn't have a car and found it very easy to get to everywhere I wanted to go. Shampoo/Conditioner/Body Wash was a pleasant surprise to have! Along with the teas and coffee items. The space was a great size and I had everything I needed. It was easy to come and go and check in was very easy. I would stay here again, Lynn was super responsive, helpful, and kind! The bedroom area doesn't get much light, but it wasn't an issue for me. Bed was comfy, home was beautiful, and I loved my stay. Thank you so much Lynn!
Condo rentals with outdoor seating

A Stones Throw from U Chicago South Campus!
Great stay at Luke’s place. Walkable to campus, is as described in the listing, snacks saved me after a long evening of travel and the fact there was coffee already there for the morning was lovely. These little thoughtful touches matter! Very grateful to have been able to experience Luke’s place! Thank you so very much Luke!

Convenient & Spacious 3BR Condo w/Free Parking
Great place in a quite neighborhood. Close to the convention center and really close to some awesome restaurants.

Luxuriously bright 3-bedroom condo: The Treehouse
We had a lovely stay. It was very close to everywhere we needed to go.

Urban Oasis | Great for Families w/ Kids
Great spot to stay very clean a spacious space! Great and responsive host!

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
John’s place was clean and cozy. The kitchen was immaculate and we appreciated the nespresso machine and pods. The location was excellent, many food and drink choices right outside the door. It was amazing to have our own parking spot! There are a lot of stairs but that is expected in the city. I would definitely recommend this spot to my friends.

Authentic Condo steps from Wrigley Field!
What a great experience! If you’re looking to check out a game and be in Wrigleyville this is the place. We had such a blast and the place was exactly like the photos! Josh was always responsive and being able to walk to all the places we wanted to go made it even better! Thank you for your hospitality and making it possible to celebrate my birthday in Chicago!

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
This is my favorite place to stay in all of Chicago! I try to come up 1-2 times a year and checking to make sure this spot is available is the first thing I do when planning out my trip(s). The apartment is spacious, comfortable, and clean; central to a lot of fun neighborhoods, and right above (and across) from some of the best nightlife in the city. Allan is an awesome host, always available if something’s needed, and super communicative. I’m already looking forward to my next visit so I can stay here again!

Spacious 4 Bedroom Condo
The place was very nice as anticipated from the photos and the description in the listing. Adrian was friendly and responsive. I would gladly return.
Quick stats about vacation rentals with outdoor seating in West Loop, Chicago
Total rentals
160 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
6.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
100 properties have a pool
Destinations to explore
- Rentals with a sauna West Loop
- Rentals with a patio West Loop
- Condo rentals West Loop
- Rentals with a fireplace West Loop
- Pet-friendly rentals West Loop
- Fitness-friendly rentals West Loop
- Rentals with a fire pit West Loop
- Rentals with an EV charger West Loop
- Kid-friendly rentals West Loop
- Apartment rentals West Loop
- Rentals with a washer and dryer West Loop
- Rentals with a hot tub West Loop
- Rentals with outdoor seating Chicago
- Rentals with outdoor seating Cook County
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses 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
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- The Field Museum
- Lincoln Park Zoo
- Six Flags Great America
- Museum of Science and Industry
- Promontory Point
- Brookfield Zoo
- Humboldt Park
- Skokie Country Club
- Illinois Beach State Park
- 875 North Michigan Avenue
- Skydeck Chicago
- Splash Station
- Flossmoor Golf Club
- Villa Olivia
- Moraine Hills State Park
- Raging Waves Waterpark
- Chicago History Museum
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes