Holiday rentals with outdoor seating in Illinois

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Illinois outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite

Home in Alto Pass

4.99 out of 5 average rating, 115 reviews

The Farmhouse in Rhine Valley

AliciaRating, 5 stars3 months ago
The house was beautiful, clean, and had anything and everything you might need to make your stay comfortable. We had a small issue upon check-in(by no fault of the hosts) and they came within MINUTES at 11 o’clock AT NIGHT to quickly resolve the issue. The hosts were very kind and responsive. This house was the perfect stop for our little family on our road trip home. However, it was definitely MADE for a girls weekend. If you want to read, visit wineries, and relax in peace out in the country, this is absolutely the place for you. Just watch for deer if you drive at night. We saw about 12 on our adventures. :)
Guest favourite

Home in Freeport

4.98 out of 5 average rating, 168 reviews

Willow Lake Getaway Cozy for 2 - or large families

DeniseRating, 5 stars1 week ago
We absolutely loved this Willow Lake oasis! Perfect for a few middle aged moms to have a weekend away. Bright, spacious, peaceful, well stocked amenities, things labeled and easy to find, comfy beds and chill spaces, literally everything we needed and a great collection of funny mugs and community pantry cabinet to top it off. We would love to return here for another weekend of R&R, or with our families. Any time of year, this place is a gem. Host Roger was always so responsive - answered questions before the trip, checked in via message to make sure all ok during. We will be back!
Guest favourite

Home in Savanna

4.92 out of 5 average rating, 177 reviews

Mississippi Outlook

KatieRating, 5 stars3 months ago
I really enjoyed the time I was able to spend here and I would like to stay again in the future should the occasion arise. I was sad I wasn't there longer and didn't get to spend more time at the house cause I like it so much. Definitely planning for a full day in next time I stay to really enjoy it.
Guest favourite

Home in Antioch

5 out of 5 average rating, 17 reviews

All seasons country house

ChrisRating, 5 stars2 months ago
Agnieszka's place was perfect for our visit with our son as he graduated boot camp. The home had everything we needed. The minimal decorations made it very easy to clean and easy to find all our stuff when we left. The home is beautifully remodeled on the inside. Much respect to the designer. We brought extra toiletries and paper products and dishwasher tabs because we were staying so many days. There was an adequate amount for a simple weekend stay. Plenty of sleeping space for several people. Just remember there is one bathroom. By the way, there is a great Jewel-Osco grocery store close by. We also visited an exceptional museum in Volo. It was perfect for a family, especially the boys! I really enjoyed the short drive to Kenosha, WI to gather stones by Lake Michigan.
Guest favourite

Home in Antioch

4.92 out of 5 average rating, 113 reviews

Entertain on The Chain! water sports and sauna.

AlyseRating, 5 stars3 months ago
My family had such a nice stay at Waylon’s place! It was incredibly relaxing. All the beds are comfortable. He has a ton of huge tvs! All the custom wood pieces are really cool. Nice bathrooms and the sauna was amazinggggg! We used it multiple times a day. Dogs loved the private backyard area and little canal and we had a lovely bonfire 🔥 in the backyard! 15 mins away from a really beautiful nature preserve and hiking! We had great day trips to lake Geneva. Waylon was an amazing communicator and really flexible during our stay. He truly went above and beyond!!! Thank you, Waylon!! We would 100% recommend!!
Guest favourite

Home in Round Lake Beach

4.9 out of 5 average rating, 197 reviews

Corner Lakefront Property

AshleyRating, 5 stars1 month ago
The property was very clean and cozy. While we were there in winter and couldn’t take advantage of the lake, the location and view were beautiful.
Superhost

Home in Makanda

4.78 out of 5 average rating, 163 reviews

Three bedrooms, natural setting

BenRating, 5 stars4 days ago
This is an excellent getaway for anyone wanting to enjoy the beauty of Southern Illinois. The price point is great, its much better than a hotel. The washer and dryer is awesome, the kitchen is excellent and would allow someone who can cook to do about anything they want to do. The bedrooms looked great and the living space furniture was fine. I honestly never watched the tv, but it looked like a really nice big screen. Its in a rural spot with very little traffic and quiet, but your minutes away from Carbondale, a little farther down the road is Marion, both places have excellent dining and more city atmosphere. Crab Orchard NWR is almost the back yard.
Guest favourite

Home in Mattoon

4.95 out of 5 average rating, 180 reviews

Brickway Retreat

ChristineRating, 5 stars2 weeks ago
Our time at Jill’s place was very enjoyable! Great communication, easy door lock, great parking area in front of the garage. Love the kitchen that appears to be all new. Comfortable beds, spacious, fresh, gorgeous natural wood floor. Everywhere you look you can tell that a perfectionist put a lot of time and effort into this place. Decorating is maybe a little sparse yet but we had everything we needed to be comfortable. Would absolutely stay here again!

Apartment rentals with outdoor seating

Superhost

Apartment in Chicago

4.81 out of 5 average rating, 280 reviews

The Banksy-Greystone Rooftop Firepit United Center

DeannaRating, 5 stars1 month ago
A great location for spending time downtown with easy access to other part of the Chicago suburbs. The space was secure, well decorated, quiet, and had a lot of outdoor areas as well. The host was very communicative and helpful. Would recommend!
Guest favourite

Apartment in Chicago

4.9 out of 5 average rating, 514 reviews

iKlektik House Chicago / Robin

JenniferRating, 5 stars1 month ago
Very responsive hosts, friendly and flexible when we arrived early. Super cute apartment had everything we needed. A perfect landing spot when we had been out exploring all day or needed a little respite from the city activity.
Guest favourite

Apartment in Chicago

4.9 out of 5 average rating, 126 reviews

Modern 3BR with Private Rooftop & Free Parking

DaveRating, 5 stars3 weeks ago
Great space and location, short 5 min walk to the train station. Song was an excellent host and the space was modern, clean, and comfortable.
Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 103 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

AlyssaRating, 5 stars4 weeks ago
Great home in a great area! We loved the house it was just what we needed for our trip to Chicago.
Superhost

Apartment in Evanston

4.82 out of 5 average rating, 169 reviews

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

MarkRating, 5 stars1 month ago
Overall great for our second stay at Craig's place. Walkable neighborhood with easy parking. Comfortable place exactly as described. Easy to check in/out on our own, and Craig is a great communicator who went above and beyond when we messed up on something. Thanks so much!
Superhost

Apartment in Chicago

4.92 out of 5 average rating, 153 reviews

Executive Apartment on Lake Michigan with parking

JennyRating, 5 stars1 week ago
Our hosts were proactive in giving us great restaurant recommendations and remained responsive throughout our stay. This is a beautiful home right on the water with a view and atmosphere you just can't beat. Side note, the beds were very comfortable! We'd love to stay here again.
Guest favourite

Apartment in Washington

4.86 out of 5 average rating, 168 reviews

creek side loft apartment

JamieRating, 5 stars4 weeks ago
We have stayed at Rebekahs place multiple times. We enjoy staying there! We will continue to stay there when we visit our grandchildren. Rebekah is always accommodating! Great place to stay
Guest favourite

Apartment in Palatine

4.96 out of 5 average rating, 156 reviews

Huge Sofa-King Bed-Retro-Free Laundry-Downtown Pal

SuejeanRating, 5 stars1 month ago
Loved my week-long stay at this Airbnb! Location is near a train station that takes you straight to downtown Chicago. The hosts were responsive and helpful whenever we needed it. The kitchen is well stocked and functional - I even got to make a pot roast with their crockpot! The sofa is also worth giving a special shoutout because it’s literally like a cloud! A napper’s biggest frenemy. I totally recommend this place!

Condo rentals with outdoor seating

Guest favourite

Condo in Chicago

4.9 out of 5 average rating, 107 reviews

Convenient & Spacious 3BR Condo w/Free Parking

DonnaRating, 5 stars1 month ago
I have stayed at Yuyi’s place multiple times. It’s big, airy and very comfortable. I had special circumstances this last trip and Yuyi was very accommodating. I highly recommend this place .
Guest favourite

Condo in Chicago

4.92 out of 5 average rating, 108 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

PeterRating, 5 stars1 week ago
Feven's third-floor condo met the billing exactly. We had a ton of space to socialize, everyone got a bed (there are four beds and we could have had 7 people there) - not many AirBnB's can support that many people. Our four people were super comfortable. The kitchen was well stocked and had a big tub of ground coffee for us in the morning. Feven was great at communicating. We'd stay here again.
Guest favourite

Condo in Chicago

4.94 out of 5 average rating, 107 reviews

Urban Oasis | Great for Families w/ Kids

AmandaRating, 5 stars4 days ago
Thank you for a great stay! We loved it and will book again in the future! Very spacious and well equipped! Great location in the city too!
Guest favourite

Condo in Chicago

4.91 out of 5 average rating, 100 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

KendraRating, 5 stars3 weeks ago
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.
Guest favourite

Condo in Chicago

4.84 out of 5 average rating, 423 reviews

Authentic Condo steps from Wrigley Field!

CharlieRating, 5 stars1 month ago
If the first rule of real estate is location, this place is perfect. In view of Wrigley and walking distance to all of Wrigleyville. We loved the decor and found the place very comfortable. Would definitely stay here again anytime.
Guest favourite

Condo in Chicago

4.98 out of 5 average rating, 109 reviews

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

LisaRating, 5 stars4 weeks ago
Allen’s condo is just as described. It is a beautiful space and just right for two couples. Allen was very thoughtful leaving a small Christmas tree and bubbly for the New Years holiday. He was easy to communicate with and always available. It is a very walkable area with great restaurants. The only things I would mention would be that there is a steep set of stairs up to the apartment, the den is open to the living room, so isn’t really a private space and it was loud for the holiday (which we expected). Ideally I would bring earplugs if you’re visiting during a period that the club next door will be loud.
Guest favourite

Condo in Chicago

4.99 out of 5 average rating, 149 reviews

Spacious 4 Bedroom Condo

CathyRating, 5 stars6 days ago
I would say the photos matched what the place looked like but it was larger than we expected! The kitchen / family room area was a very nice space for all of us to hang out. The kitchen was VERY well stocked and we loved the espresso machine. The host was VERY responsive when we had questions. The neighborhood was very walkable with a grocery & Walgreens not too far
Guest favourite

Condo in Chicago

4.98 out of 5 average rating, 127 reviews

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

DaraRating, 5 stars4 weeks ago
This place was great and very accommodating for our for our family of 6 (parents & 4 young adult kids). We were able to walk everywhere. Hosts were very communicative and very responsive. And, what a surprise to wake up to a delivery of Stan's Donuts!!! Definitely would recommend this place to anyone visiting Chicago.

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