Holiday rentals with outdoor seating in DuPage County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for DuPage County outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Villa Park
4.98 out of 5 average rating, 41 reviews

Executive retreat in Villa Park

BettyRating, 5 stars2 weeks ago
Wonderful place to stay! Highly recommend. Has everything you need for a great stay. Appreciated the garage remote! FYI, all bedrooms are on the 3rd floor. There’s less than 10 steps per staircase. The ground floor has a walk-in shower but no bedroom. Initially a family member with disabilities was supposed to stay with us. Unfortunately they were unable to come. She would have had to sleep on the couch.
Top Guest favourite
Home in Lombard
5 out of 5 average rating, 28 reviews

Cozy Home | King Bed | 10P | Metra |Chicago Suburb

DellaRating, 5 stars7 months ago
Definitely a family home. Spacious inside and out. Outside area was fun for the kids and adults. We enjoyed ourselves for sure.
Superhost
Home in West Chicago
4.9 out of 5 average rating, 135 reviews

The Train Conductor's Cottage

JohannahRating, 5 stars3 weeks ago
Enjoyed our stay in this very cozy place! Highly recommend if you’re in the area or need a small getaway 🤍
Superhost
Home in West Chicago
4.93 out of 5 average rating, 74 reviews

6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace

Eva MarieRating, 5 stars3 days ago
We were a group of 13 women and 5 children, and this location was perfect for us. It was quiet, beautiful, and had enough beds for everyone. The kids had a great time in the tree house and yard, the kitchen was well suited for our meal prep, and the home, was clean and neat. We never heard or saw our hostess who stays on the property, but she communicated by message as needed. The driveway was hard to spot on arrival, but once we knew where it was it wasn't a problem. I would recommend this home for a large group and would stay there again, myself!
Top Guest favourite
Home in Naperville
5 out of 5 average rating, 17 reviews

Executive Residence Corporate Corridor & downtown

EvanRating, 5 stars9 months ago
A very nice home for a family stay. Enjoyed it very much!
Guest favourite
Home in Bolingbrook
4.83 out of 5 average rating, 6 reviews

Bolingbrook 4B 2ba Sleeps 8| LCP Collection

KiaraRating, 5 stars1 month ago
I really enjoyed my stay, I came an hour early and Dawn accommodated me. She responded right away with every question and the home was beautiful. So much space and affordable. I highly recommend.
Top Guest favourite
Home in Elmhurst
4.98 out of 5 average rating, 62 reviews

King Bed - Entire Home - Private corner lot

ElizabethRating, 5 stars2 months ago
Great location near downtown Elmhurst with lots of common space to spend time with family!
Top Guest favourite
Home in Wood Dale
5 out of 5 average rating, 5 reviews

Home in the Woods!

DevynRating, 5 stars1 week ago
We stayed here for my Bachelor Party. It was a golf trip, so having the Preserve at Oak Meadows right next door was great. Jazmin was responsive when we had a small issue with the code to get in. All-in-all a great place!

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Chicago
4.9 out of 5 average rating, 519 reviews

iKlektik House Chicago / Robin

NicolasRating, 5 stars2 weeks ago
Very beautiful apartment in a quiet neighborhood! Lovely to hear the birds sing in the morning and to walk around the neighborhood. The bed is very comfortable! There is also a separate cozy space to read which was very nice. I highly recommend for couples looking for a getaway in an area with amazing restaurants and bars!
Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 107 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

DarenRating, 5 stars1 week ago
A very nice and welcoming place to stay!
Superhost
Apartment in Evanston
4.83 out of 5 average rating, 179 reviews

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

SkylarRating, 5 stars1 month ago
Craig was extremely nice and accommodating when it came to my birthday weekend. He responds quickly to all questions asked and makes sure we’re comfortable at all times. This home was clean, accurately described, and had the perfect “home feeling”. Overall, when visiting the area I will be booking here again !
Superhost
Apartment in Chicago
4.89 out of 5 average rating, 167 reviews

Executive Apartment on Lake Michigan with parking

DevinRating, 5 stars5 days ago
me and my fiance stayed just a few days and I didn’t want to leave! The space was even better than expected. Having almost everything you’d need to cook, plenty of towels, clean bedding. It was so clean and beautiful inside and the view from the balcony was gorgeous. Felt just like home. The neighborhood was very nice and peaceful as well. We will 100% be back!
Guest favourite
Apartment in Oak Park
4.92 out of 5 average rating, 182 reviews

Large sunny 3BR apt. in downtown Oak Park

CraigRating, 5 stars1 month ago
This was a beautiful place! it had everything we needed. Oak Park downtown is walkable and has everything you could want. It is an upstairs unit so be prepared for some steps. Parking was easy. Michelle was great! Downtown Chicago is only 15m (if there's no traffic.). We would definitely come back!
Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 147 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

BiancaRating, 5 stars6 days ago
If you want a groovy place right in the heart of Wicker Park then this is the place! Easy to walk to two blue line stops and if you want groceries it isn’t very far at all! The neighborhood is higher energy than others but welcome to WICKER PARK!!
Top Guest favourite
Apartment in Palatine
4.96 out of 5 average rating, 166 reviews

Huge Sofa-King Bed-Retro-Private Deck-Downtown Pal

BlakeRating, 5 stars6 days ago
It was a great stay and very close to the train station which was a plus. A good ideal spot if you want to walk downtown to grab a bite. The place is quiet and perfect for a pair, me and my partner really enjoyed the stay. Thank you so much for having us!
Guest favourite
Apartment in Chicago
4.9 out of 5 average rating, 104 reviews

Avondale Cozy 1 Bedroom Attic Apartment 4th FL

CatherineRating, 5 stars1 month ago
Great place, beautiful attic and great amenities from host!

Condo rentals with outdoor seating

Top Guest favourite
Condo in Geneva
4.98 out of 5 average rating, 116 reviews

- King Bed - Massive Yard - Fully-Equipped Condo -

PhilipRating, 5 stars1 month ago
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.
Guest favourite
Condo in Chicago
4.92 out of 5 average rating, 114 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

KristinaRating, 5 stars1 week ago
This was a great place to stay while in town with friends for a weekend! Walkable to great restaurants and shops, and the place was extremely clean and filled with natural light. Comfy beds and good shower pressure. Would stay again!
Guest favourite
Condo in Chicago
4.91 out of 5 average rating, 103 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

DebRating, 5 stars1 day ago
Although I did have the address and some information about the entrance way, the lock box for the keys was a tad difficult to figure out. A call to him and his prompt response helped me out. Talking with him on the phone helped me understand where the free parking spaces were (in a gated area) and how to access them. The smart lock box on the door of the "apartment" was confusing to me but I'm of a different generation. Another call to him, again with a prompt response, helped me out. The only complaints would be that the jet tub in my bathroom wasn't able to be used due to the nozzle not working to fill the tub and there was only one box of facial tissues on the fireplace mantle. For people with allergies, a box in each bathroom would have been a plus. My brother and I enjoyed our stay even though it was a tad noisy due to street noise but ... that's a downtown stay, I suppose.
Guest favourite
Condo in Chicago
4.84 out of 5 average rating, 429 reviews

Authentic Condo steps from Wrigley Field!

CodyRating, 5 starstoday
Perfect location. Plenty of space. Comfortable rooms. Easy check in and check out.
Top Guest favourite
Condo in Chicago
4.91 out of 5 average rating, 341 reviews

Susie's Space. 2BR easy parking & pet friendly

zenaRating, 5 stars5 days ago
Susan's place was a great affordable option for a cozy place that isn't too far from downtown! the local places around the unit were also super nice! The space was fairly cleaned and well organized. There's plenty of amenities that made the stay more comfortable.
Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 161 reviews

Spacious 4 Bedroom Condo

LindseyRating, 5 stars2 weeks ago
Adrian’s condo was perfect! We had the most incredible stay! Gorgeous design, comfortable beds, great bathrooms, felt very safe, amazing communication, etc! So impressed! We will definitely be back and will recommend to family and friends!
Guest favourite
Condo in Chicago
4.79 out of 5 average rating, 230 reviews

Downtown Urban Oasis 3BR + Huge Deck & Parking!

MonsellRating, 5 stars3 weeks ago
It is so great beautiful kitchens and so much room . It’s walkable to get to food places and it’s so close to everything downtown. 10 out of 10 would recommend.
Guest favourite
Condo in Chicago
4.93 out of 5 average rating, 103 reviews

Wicker Park/Bucktown condo with large balcony

JaneRating, 5 stars1 month ago
Lauren’s condo is nestled in a quiet peaceful neighborhood. It is an ideal location for us just a 12 minute walk from our family’s condo. It is within walking distance to coffee shops, restaurants, and shopping. Lauren was very responsive to any questions. The condo is pleasing and tastefully decorated. Her condo was clean with a comfortable bed and bed linens. We love the neighborhood and look forward to our next visit.

Destinations to explore