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

Lux TriLevel Big 4 BR House Yard & Pond View
Beautiful home and so relaxing. My family and I had a great time, would definitely recommend this home. 😊

Modern & Private Basement Retreat with Kitchenette
Great stay at Crystal's place! She was very responsive and helpful for check in. Even though this was in her home, it felt very private. It is immaculately kept and was comfortable with great amenities.

Chicago River House -BBQ Oasis now open!
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

Modern Boho house in Lombard 7 min to Metra
Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!

Retro Modern Bungalow | fire pit | free parking
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

Big house in the BEST Location!
The house is lovely! Better than the pictures, just as all of the reviews say. The showers are incredible. The master bathroom is a dream. We had everything we needed & more. We don’t have a single complaint. We definitely plan on booking here again.

Home for rent to traveling family and work.
Raul was very friendly and responsive and the listing was just as described. It was very nice to have such a close place to our relatives. The only minor downside is that the master bed mattress, while workable, is a bit lumpy and the headboard squeaks whenever you toss and turn. Everything else was great! Thanks for a great stay, Raul! We'll definitely be back! :)

InstaWorthy! Modern Gem, Perfect Family Getaway-Pe
Well, I must say we had a great time at this Airbnb. The place was exactly how it was described. Very clean very cozy. Jacob responded in minutes and was very nice. I would definitely recommend staying here.
Apartment rentals with outdoor seating

Lovely studio near the beach! (and heated floors!)
We stayed at Ariel and Gabby's place several times and we always had a great experience! Their place is very welcoming and comfortable. The neighborhood is beautiful and peaceful, and the hosts are very nice and helpful. We hope to be back soon.

Designer Avondale Attic
Just wonderful. That was one of the most beautiful accommodations I've ever been to. The apartment is totally lovingly furnished. Everything was super clean and tidy. There are even toothbrushes, toothpaste and a sleeping mask, if you need them. The kitchen is also super equipped with everything you need. The short walk to the metro was also very convenient. We would definitely come back.

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!

Executive Apartment on Lake Michigan with parking
Man this place was awesome! It was so relaxing and peaceful. Everything was the way it was described. Definitely coming back!

Home in Forest Park downstairs.
Sabin's home is amazing and always a perfect stay for me when I'm passing through. Clean, updated everything and HUGE TV, comfy beds and pillows. And he's a great host and responds quickly if anything comes up. This is my 2nd stay and I'll be returning again next time I'm passing through

Private apartment with retro vibe
Place was centrally located with lots to do in walking distance for food and entertainment. We could walk to the venue where we saw our live music. The host is very kind and had a lot of information about the area to share with us. We felt very safe the house was peaceful very clean. The outdoor garden area is really pretty too. We definitely wanna stay here the next time we’re up for a show.

Walk to Oak Park from Our Sunny Turn of the Century Apt
We loved the coziness and privacy of the place, it was such a welcome hideaway after our busy days sight seeing in downtown Chicago. The blue line train stop became our bestie because it got us downtown and back relatively quickly (30-40 min) and direct. The neighborhood was nice, walkable and we got pretty gorgeous weather. The space was clean and welcoming with all the needed necessities. So comfortable and clean, and it smelled so nice when we arrived. The bathroom was clean and bright with plenty of clean linens. We saw Jordan out walking the dog a few times but they made a point to give us good space, and responded quickly when we needed the door lock battery changed after checking. Would absolutely recommend and hope we get to visit again!

Personal Parking, In-Unit Laundry & King Bed
It was a wonderful stay! The place looked exactly like the photos and had everything one could need for a stay. Sharon recommended local restaurants and events that were around as we traveled over a holiday weekend. She was very responsive and helpful. The space is in the basement of her home and she was very respectful with not being super loud or walking hard. A wonderful stay for a wonderful price.
Apartment rentals with outdoor seating

3 BR Summer GetAway, 15mins to Loop+Gated Parking
Close to the green line for easy transportation.

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Always responded quickly. When we had trouble with front door lock they came out quickly and addressed the problem.

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
Great place! Everything was clean, in a good location and they communicated well.

Logan Square Beauty with 2 Bedrooms W/parking
Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.

Susie's Space. 2BR easy parking & pet friendly
Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

Modern Chicago Movie Themed Apt
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

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
Quick stats about holiday rentals with outdoor seating in Des Plaines
Total rentals
30 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- The Beverly Country Club
- Racine North Beach
- Grand Geneva Resort & Spa