
Holiday rentals with outdoor seating in St. Charles
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in St. Charles
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in St. Charles
House rentals with outdoor seating

Heart of Downtown Luxury 4 Bed 3.5 Ba 2400sf $1M+
This home was amazing. The photos are great but when I got to the home, I was wowed! Huge and cozy and it made me and my partner feel welcome and right at home. I tend to be anal with cleanliness and this home totally met my expectations...it still has that new home feeling. Lori was super responsive...she answered all of my questions and even allowed me to have a late checkout for my birthday. This was a wonderful staycation for me. Thank you so much Lori...I truly appreciate it! I definitely recommend this home to others to stay!

The River House Sauna/Kayaks/Hot Tub/Fire Pit
The house was great! Everything was clean and well supplied. We loved having the hot tub already hot when we got there.

Enamored in Elmhurst
We had a great stay. The house was perfect for our group - 4 adults and 1 baby. Very clean, with great facilities. The wireless chargers were so helpful as we were international visitors. Also, the provision of tooth brushes, mouthwash and razors in the bathroom was a great bonus. Plenty of towels, comfortable beds and lovely location near the Prairie path made it a wonderful stay.

Remodeled | Game room | Fire Pit | 5 Min to Zoo
Best Airbnb we’ve stayed at yet! Thanks to Giovanni we were able to visit with our family for Easter. The previous Airbnb we booked cancelled on us at the last minute; hours before we were set to arrive in Chicago from Detroit. The space was just like the pictures. It was clean and we felt right at home. The backyard was spacious and is fenced.

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !
Amazing house and location. Great host. Highly recommend.

BoHo House - A Chic, 1903 Chicago Workers Cottage
Adam’s house was amazing, the location, the decor, the back yard. Everything was clean and comfortable and he went above and beyond to help us with a random request. Highly recommend.

Luxury Home Away from Home
We were very pleased with our accommodations. Clean, just about anything you needed to make a meal, bake, or just sit back and order in. many restaurants just a short drive away.

Spacious 3 Bedroom
The home is a great place for a family, we were able to stay a week comfortably with younger kids .
Apartment rentals with outdoor seating

Bright & Spacious Victorian-FREE PKG walk to train
The neighborhood is very nice and a lot restaurants by walking, everything is perfect.

Lovely 2bedroom 1bath Apt and outdoor seating.
A very nice and welcoming place to stay!

Logan Square 2nd Floor Chicago Victorian
Loved the vintage charm of Kitty’s Place. It is located in a quiet neighborhood, steps away from a trail where we walked to Wicker Park to enjoy local coffee, vintage shopping, and had lunch. You can catch the train or a bus nearby to head down to the loop. Kitty was very accommodating and was a wonderful host.

Cozy & Convenient Oak Park w Parking / Transit
Elizabeth’s unit is cozy and quaint and has anything one could need. Bed is comfortable, shower is strong, kitchen is functional, and there is a small workspace for those in town for their job. A 15 minute walk to public transportation to downtown and elsewhere and there are two areas for restaurants, one just a 10 minutes walk. There is a small back porch for use in nicer weather and a dedicated parking space. Elizabeth is always available for questions and take pride in her rental. You won’t be disappointed.

Peaceful apartment close to everything
Wonderful peaceful stay. Very private. Comfortable surroundings and it felt like home. I would highly recommend if planning needing a stay in the area.

Walk to Oak Park from Our Sunny Turn of the Century Apt
Beautiful clean home in a quiet neighborhood. It was perfect for our family and the hosts were helpful and hospitable. When we return to Chicago in the future we know we have a perfect place to stay!! 😊

Waterfront Stay w/ Walk to Downtown Entertainment
Great location with nice water views and a little town area for eats and drinks nearby. Area feels safe. We walked around to the other side of the water from the house. The layout was a little awkward at first, going through one bedroom to get to the bathroom and other bedroom. Farther bedroom can exit directly into main entry of building. Once we got our head around it, it worked out just fine. The beds and bedding are comfortable with a nice sitting area with a view. Kitchen is well appointed. Hosts are fantastic!

Avondale Cozy 1 Bedroom Attic Apartment 4th FL
Great place, beautiful attic and great amenities from host!
Apartment rentals with outdoor seating

West Town: Sleeps 6, Near Downtown, 90 Walk Score
Great spot to host my family for a visit!! Great location and Kathleen was super responsive throughout.

Bright Zen 2 BR Chicago Retreat w/ Jetted tub!
This was my second time staying at Carly’s place in Chicago. I love it here!! Very comfortable and stocked with the essentials, Lots of natural sunlight and cute decor - I felt right at home. Safe neighborhood with free street parking options and coffee shops/restaurants within walking distance. Another thing I really love about this place is the rooftop, it has a great view of the city! Thank you Carly for hosting me again, you’re the best!

Rarely available 3 BR, 15mins to Downtown
As described, clean, responsive host.

- King Bed - Massive Yard - Fully-Equipped Condo -
The condo is exceptional, very well furnished and very spacious. It is conveniently located in Geneva with easy access to restaurants, shopping, etc.. There were only four of us staying there, but I think it could sleep ten. Unfortunately the weather was chilly and we could not enjoy the expansive screened-in porch which would be fantastic in warmer weather. The price was a little expensive but was reasonable for the space and accommodations, and would be a great deal for six or eight. If we can get to Geneva again we would definitely book this condo again.

Logan Square Beauty with 2 Bedrooms W/parking
We really enjoyed our three nights in Matt's roomy upstairs apartment. Great to have a space in his garage; the car stayed parked there while we took the blue line downtown each day. It was an easy 10 minute walk to the Logan Square station. If you're flying into or out of O'Hare, it would be convenient, since the airport is the last stop on the blue line.

Amazing Fun Condo, City view next to 606 Trail!
What a fun, funky, comfortable condo! Ken's condo is spacious and so easy to "live"in! The location is perfect with easy access to so much of Chicago! Communication with Ken was always fast and accurate. The convenient access to the 606 trail is great for a quick walk or long run. And to top it off, the view of the city and neighborhood from the balcony makes this condo perfect!

East Garfield Park 2 Bedroom
This a wonderful place to stay and the place looks like as it is shown in the pictures

Parking Terrace Near Universities Up to 20%OFF
This Airbnb was conveniently located 10 minutes from our relatives. It was clean, roomy and comfortable for my husband and me. It's an attractive place, we recommend it and would definitely stay again.
Quick stats about holiday rentals with outdoor seating in St. Charles
Total rentals
40 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Wilmot Mountain Ski Resort
- Six Flags Great America
- The Field Museum
- Lincoln Park Zoo
- Lincoln Park
- Wicker Park
- Museum of Science and Industry
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Chicago History Museum
- Willis Tower
- Brookfield Zoo
- Flossmoor Golf Club
- Illinois Beach State Park