
Holiday rentals with outdoor seating in Illinois
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Illinois
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

The Farmhouse in Rhine Valley
Host was quick to answer questions and check in was easy. Place was very clean, had a lot of space and well stocked for stay. Was ten minutes from Bald Knob Cross and about 25 minutes from Carbondale. Had breakfast at Iron Whisk in Cobden and was great.

Willow Lake Getaway Cozy for 2 - or large families
Lovely home with great amenities. Perfect for the family event in Freeport, which was why we were in Freeport. Roger was on top of everything. Would definitely stay here again, as well as recommend to friends.

Entertain on The Chain! water sports and sauna.
Tucked along the quiet northern edge of Antioch, this house doesn’t just offer a place to stay - it gives you something to feel. Vaulted ceilings, custom barnwood beds, and raw concrete countertops set the tone: warm, solid, and built with intent. The private beach isn’t flashy - it’s better. Soft sand, still water, and no reason to rush. Grill outside, gather at the big family-style table, then sweat it all out in the sauna that feels like it was made to erase stress. The beds hit the sweet spot between firm and forgiving. Every corner of the place feels curated without being pretentious. Jewel is just up the road if you need supplies, but you’ll quickly forget the outside world exists. And Waylon? The kind of host you rarely get - quick to respond, genuinely helpful, and fully dialed in without hovering. This isn’t just a weekend rental - it’s the kind of place that makes you rethink how you spend your time off. You’ll leave better than you arrived.

Corner Lakefront Property
Perfect place to stay for my son's graduation from the Navy Academy. Very flexible to the fact we extended our stay to spend more time with our Sailor.. Felt Right At Home!!! Thank you Jacqueline & Mark.. ;-)

Three bedrooms, natural setting
Rebecca was a great host! This is an amazing place to stay. It is centrally located in Southern Illinois to all the great hikes. Bell smith springs, garden of gods, trail of tears, crab orchard, fernye cliff, and giant city park. Neighborhood is quiet and the wildlife is abundant to watch in the backyard. Couches and beds were all comfortable. Within 10 minutes of a local gym to exercise if you need. I will say this is a very “nice” Airbnb, not a cookie cutter set up with cheapest things you can find at IKEA. I recommend to book this place, especially long term stays!

Little Blue House
Alex is a great host! Dog friendly places are hard to find and his place made my dog feel super comfortable. Love this place and definitely will be back.

Brickway Retreat
We booked this place because it was just a few dollars more than hotels in tue area. What a great call because we had an entire house. This place was perfect for us to come relax with our college son and make him a nice dinner! The house far exceeded our expectations. Everything was perfect! We loved the old feel, with updated touches. Cooked on the grill outside and even had a small fire in the fire pit. Such a peaceful stay! Thank you Jill! You were so quick to respond to any of our messages! We will definitely search for this place in the future!

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

iKlektik House Chicago / Robin
The Iklektik House is an absolute gem! Everything we needed for a relaxing and comfortable stay, just enough space for two in a bright, clean, and cozy space with tons of charming little historic details and charm, while still perfectly accomodating for a modern stay. The neighborhood was fantastic with lots to do and see, and we much appreciated the amenities Mindy and Tony offer in their clean and welcoming space (coffee! Plenty of fresh linens and we could have cooked a meal if we had more time) Parking on the street was always easy but we ended up walking a lot since there are so many shops and places to eat in the neighborhood. 11/10 - would absolutely book again!

Modern 3BR with Private Rooftop & Free Parking
We loved our stay at Song’s place. The host was very responsive and accomodated all our needs. The moment we entered the house we felt right at home. The place looks even better than the pictures. Extremely clean and organized. Would definitely stay here again.

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.

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

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!

Large sunny 3BR apt. in downtown Oak Park
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!

creek side loft apartment
Our stay was very nice and comfortable, a nice place to gather and hang out as a group.

Huge Sofa-King Bed-Retro-Private Deck-Downtown Pal
Shatrel and Ben were excellent hosts. They gave us clear instructions and were very responsive. The unit is tastefully decorated and clean. The unit is upstairs in a house. The location is about a 40-minute drive northwest from downtown Chicago, so it is convenient to the city while also within walking distance to a train stop with its shops and restaurants. After our experience there, we would stay there again.
Condo rentals with outdoor seating

Convenient & Spacious 3BR Condo w/Free Parking
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend

Luxuriously bright 3-bedroom condo: The Treehouse
Great place to stay! Quiet neighborhood and walkable distance from a few shops and food places. We enjoyed our stay very much!!

Urban Oasis | Great for Families w/ Kids
We had a very good stay for a friends wedding a few blocks away in Chicago. As it is very modern, cozy, and clean. Alex's response time is very quick to whatever may arise. We would highly recommend staying there. Thanks for the stay!

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!
Great location. Accommodation just as described-fun decor. Comfortable beds.

💥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
Had a great time with friends and we were all able to comfortably hang out in communal spaces, get around the city. The bathroom to room ratio was ideal for a group of girls to get ready and the neighborhood made us feel safe walking around at all times of the day. Would recommend

Luxurious River North 3BR/2BA- Free Onsite Parking
One of the best airbnbs I’ve ever stayed at. Great condo, great location, and super responsive hosts. Highly recommend!
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