Holiday rentals with outdoor seating in Bolingbrook

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Bolingbrook outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Brookfield
4.91 out of 5 average rating, 80 reviews

Remodeled | Game room | Fire Pit | 5 Min to Zoo

JovanieRating, 5 stars3 weeks ago
I was in town for a few days and this place was perfect for my stay. The home was very clean and had everything I needed. I appreciated the decor in the home, it was very nice and there were some unique pieces that caught my eye. I also loved the quotes on the stairs. The street parking and walkways were clear of snow and ice. The neighborhood was nice and quiet and safe. Giovanni was a great host, very kind and responsive, easy to contact. My stay was peaceful and relaxing. I look forward to staying here again.
Guest favourite
Home in Roscoe Village
4.92 out of 5 average rating, 273 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

marcioRating, 5 stars1 week ago
Sharleen is such a nice person and host. Her place is really accommodating and comfortable, our team had a great time at her home. Thank you, Sharleen.
Superhost
Home in Maywood
4.82 out of 5 average rating, 110 reviews

Maywood Relaxation

JenniferRating, 5 stars1 month ago
Nice place and the host is very responsive.
Guest favourite
Home in Logan Square
4.95 out of 5 average rating, 39 reviews

Gorgeous and Luxurious 3 BR Home

SeanRating, 5 stars4 months ago
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.
Guest favourite
Home in Worth
5 out of 5 average rating, 10 reviews

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !

YoussefRating, 5 stars1 month ago
Great place, beautifully decorated with all the amenities needed and a very accommodating host. It is in close proximity to a bunch of restaurants, cafés and event spaces. We will not hesitate to stay here again.
Top Guest favourite
Home in Elgin
5 out of 5 average rating, 22 reviews

Little Blue House

BriannaRating, 5 stars2 months ago
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.
Superhost
Home in Cary
4.82 out of 5 average rating, 89 reviews

Spacious 3 Bedroom

CarlRating, 5 stars1 week ago
Clean house and Alexandrea was very responsive and easy to work with
Top Guest favourite
Home in Chicago Ridge
4.93 out of 5 average rating, 116 reviews

Quiet cul-de-sac with huge fenced in backyard

LatrinaRating, 5 stars2 weeks ago
Most amazing place to stay 5/5 would recommend.

Apartment rentals with outdoor seating

Guest favourite
Apartment in West Town
4.95 out of 5 average rating, 131 reviews

Bohemian Moto Inn

BrendanRating, 5 stars2 weeks ago
We loved our stay at Nicole’s! It was a very nice place and made you feel at home. It was a great location with a lot of stuff to do!
Superhost
Apartment in Near West Side
4.81 out of 5 average rating, 280 reviews

The Banksy-Greystone Rooftop Firepit United Center

DeannaRating, 5 stars2 months 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!
Superhost
Apartment in Lincoln Park
4.72 out of 5 average rating, 117 reviews

The Biddle House (#1)

SitaRating, 5 stars2 months ago
We really enjoyed staying at this place - it was clean and comfortable, and the location is fantastic. Elizabeth was very responsive and a great host. We would stay here again!
Guest favourite
Apartment in Near North Side
4.91 out of 5 average rating, 129 reviews

Modern 3BR with Private Rooftop & Free Parking

PaulRating, 5 stars4 weeks ago
This place is beautiful. Tons of amazing high end features, and almost like new feel. Location isn’t the most convenient in my opinion, but it makes up for the privacy, and luxury feel!
Guest favourite
Apartment in Avondale
4.98 out of 5 average rating, 103 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

AlyssaRating, 5 stars2 months 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 East Rogers Park
4.92 out of 5 average rating, 158 reviews

Executive Apartment on Lake Michigan with parking

BarbaraRating, 5 stars2 weeks ago
The best thing about this unit is the location - with a close up view of the beach from the living room and kitchen. That did not disappoint. Our flight was delayed five times, so we arrived late. The instructions for the heating panels could be better. It was freezing when we arrived and we could not figure out how to turn on all of the heaters. We got a quick response the next day to turn up the thermostat, but we were looking for wall thermostats. We have electric panels in our home, but I haven't seen wall switches before and we did not notice the remotes on top of the units at night. We bundled up and went to bed, and were able to figure it out the next day. That would be an easy fix to explain that some more. For us, the location was perfect because it was very close to where our new grandbaby lives! But the wonderful view of the lake made it great. It would be even better in the summer.
Guest favourite
Apartment in Oak Park
4.92 out of 5 average rating, 181 reviews

Large sunny 3BR apt. in downtown Oak Park

TylerRating, 5 stars3 months ago
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.
Top Guest favourite
Apartment in Lake View
5 out of 5 average rating, 109 reviews

Spacious 2 Bedroom in the heart of Lakeview!

ThomasRating, 5 stars2 months ago
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

Guest favourite
Condo in Woodlawn
4.9 out of 5 average rating, 225 reviews

A Stones Throw from U Chicago South Campus!

AbrahamRating, 5 stars2 months ago
Had a great stay! The place was super clean and cozy, and the host was super helpful and easy to communicate with. Would totally stay here again!
Guest favourite
Condo in Bridgeport
4.9 out of 5 average rating, 109 reviews

Convenient & Spacious 3BR Condo w/Free Parking

DanRating, 5 stars2 weeks ago
Great place in a quite neighborhood. Close to the convention center and really close to some awesome restaurants.
Guest favourite
Condo in West Town
4.92 out of 5 average rating, 110 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

PamRating, 5 stars1 month ago
We had such a wonderful weekend reconnecting with college friends. The location, the space, the amenities were perfect for a fantastic weekend in Chicago. Fever was such a helpful host! I highly recommend this place!
Guest favourite
Condo in Pilsen Historic District
4.94 out of 5 average rating, 109 reviews

Urban Oasis | Great for Families w/ Kids

ColtanRating, 5 stars2 weeks ago
A great place to stay if you are visiting with a group! The home fit our group comfortably and made a great place for us to relax and unwind for the day. Would definitely stay again if I am in the area.
Guest favourite
Condo in Lincoln Park
4.91 out of 5 average rating, 100 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

KendraRating, 5 stars2 months 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 Wrigleyville
4.84 out of 5 average rating, 423 reviews

Authentic Condo steps from Wrigley Field!

CharlieRating, 5 stars2 months 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.
Top Guest favourite
Condo in Lake View
4.98 out of 5 average rating, 112 reviews

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

RachelRating, 5 stars2 weeks ago
Had a great stay in this Airbnb! The location was fantastic—super convenient for public transit. The place was spotless and very comfortable, making it a great spot to work from home. If the weather had been warmer, I definitely would have taken advantage of the awesome outdoor area. Highly recommend!
Top Guest favourite
Condo in West Town
4.99 out of 5 average rating, 153 reviews

Spacious 4 Bedroom Condo

DavidRating, 5 stars2 weeks ago
Clean, modern townhouse - great all around - there is enough within walking distance to get coffee/breakfast/provisions but its also central to most everything across Chicago so taxi/Uber rides were quick and easy.

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

    390 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

Destinations to explore