Holiday rentals with outdoor seating in Bolingbrook
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Bolingbrook
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Bolingbrook outdoor seating rentals
Holiday House Rentals with Outdoor Seating
Home in Algonquin
4.84 out of 5 average rating, 56 reviewsThe River House Sauna/Kayaks/Hot Tub/Fire Pit
This was a lovely choice for our family winter weekend getaway. The hot tub was awesome, but the sauna was the real hit with everyone! A few questions came up and Anna was very responsive and helpful. The only minor negative I would state is that the living room furniture isn't the most comfortable for just lounging about, but it was still like an 8 out of 10. The location is right on the river and although there are neighbors on both sides, it was quiet and felt private. The gas fireplace was cozy and we enjoyed ourselves immensely. Would definitely book again.
Home in Brookfield
4.91 out of 5 average rating, 77 reviewsRemodeled | Game room | Fire Pit | 5 Min to Zoo
Fantastic place can’t wait to come back!
Home in McHenry
4.84 out of 5 average rating, 19 reviews-Waterfront River Getaway-
Beautiful river front home! Clean, updated, spacious. Worked for our family perfectly.
Home in Logan Square
4.95 out of 5 average rating, 39 reviewsGorgeous and Luxurious 3 BR Home
This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.
Home in Worth
5 out of 5 average rating, 8 reviews3 x Queen Beds + Pull Out Sofa Bed - No Stairs !
A beautiful house, absolutely spotless, not too far from anything, everything needed was supplied, wonderful communication with Bart. Couldn’t ask for anything more, perfection!
Home in DeKalb
5 out of 5 average rating, 34 reviewsLuxury Home Away from Home
Another great stay. Cindy was great and the house is awesome.
Home in Cary
4.84 out of 5 average rating, 85 reviewsSpacious 3 Bedroom
This was a great place for my family and I. We have a special needs daughter that we typically need a special place to stay at, mostly that is safe for her. This was the place. We felt at home and cozy. We will definitely keep it on our list of favorites!
Home in Chicago Ridge
4.93 out of 5 average rating, 111 reviewsQuiet cul-de-sac with huge fenced in backyard
Such a great host and so so friendly, Tom responded to our questions very quickly and was always super nice, the house was very cozy so we had a great time staying there. Would highly recommend and definitely come back 5 ⭐️
Apartment rentals with outdoor seating
Apartment in Near West Side
4.81 out of 5 average rating, 280 reviewsThe Banksy-Greystone Rooftop Firepit United Center
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!
Apartment in Ukrainian Village
4.9 out of 5 average rating, 514 reviewsiKlektik House Chicago / Robin
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.
Apartment in Near North Side
4.9 out of 5 average rating, 126 reviewsModern 3BR with Private Rooftop & Free Parking
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.
Apartment in Avondale
4.98 out of 5 average rating, 103 reviewsLovely 2bedroom 1bath Apt and outdoor seating.
Great home in a great area! We loved the house it was just what we needed for our trip to Chicago.
Apartment in Evanston
4.82 out of 5 average rating, 169 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
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!
Apartment in East Rogers Park
4.92 out of 5 average rating, 153 reviewsExecutive Apartment on Lake Michigan with parking
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.
Apartment in Oak Park
4.92 out of 5 average rating, 181 reviewsLarge sunny 3BR apt. in downtown Oak Park
I absolutely loved the home and its aesthetic. The surroundings and neighborhood are wonderful, and the host was very responsive. It was a nice touch to see the Harry Potter and Twilight books in the home—they brought back so many great memories from my childhood. I would definitely recommend this place—it’s perfect for both relaxing and small gatherings.
Apartment in Lake View
5 out of 5 average rating, 109 reviewsSpacious 2 Bedroom in the heart of Lakeview!
Very comfortable space; great location; helpful host; well-equipped. Of note, there is no thermostat within the space, but that did not present an issue. Would return without hesitation in the future.
Condo rentals with outdoor seating
Condo in Bridgeport
4.9 out of 5 average rating, 107 reviewsConvenient & Spacious 3BR Condo w/Free Parking
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 .
Condo in West Town
4.92 out of 5 average rating, 108 reviewsLuxuriously bright 3-bedroom condo: The Treehouse
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.
Condo in Pilsen Historic District
4.94 out of 5 average rating, 107 reviewsUrban Oasis | Great for Families w/ Kids
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!
Condo in Lincoln Park
4.91 out of 5 average rating, 100 reviewsRenovated 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.
Condo in Wrigleyville
4.84 out of 5 average rating, 423 reviewsAuthentic Condo steps from Wrigley Field!
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.
Condo in Lake View
4.98 out of 5 average rating, 109 reviews💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
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.
Condo in West Town
4.99 out of 5 average rating, 149 reviewsSpacious 4 Bedroom Condo
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
Condo in River North
4.98 out of 5 average rating, 127 reviewsLuxurious River North 3BR/2BA- Free Onsite Parking
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.
Quick stats about holiday rentals with outdoor seating in Bolingbrook
Total rentals
20 properties
Nightly prices starting at
$64 AUD before taxes and fees
Total number of reviews
380 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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