Family-friendly holiday rentals in Bolingbrook

Christine’s place was the perfect get-away for a family vacation close to home. The lake was beautiful and the place was spotless and inviting. It felt like you walked in to your own home. It’s close to places to eat and there is even a community space just a few houses down that is lively if the weather is nice. I’m hoping to come back again!

Loved our stay. Right in the middle of everything we wanted to do in Chicago. If we couldn't walk to it, public transportation was readily available. Stephanie was always friendly and responsive. Would definitely stay here again.

Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.

Great place to stay! Fausto was very responsive and left treats/drink in the fridge for us. He was a wonderful host and would go back!

Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!

i loved this airbnb, great spot if you just want to explore chicago. max was super quick with responses and helpful with any questions i had.

We had a great stay at Delphine's place in Uptown. The location is excellent, being on a tree-lined street, but very close to the Red Line, the Broadway bus, Andersonville, Little Asia, grocery stores and more. As we had a little kid, being right on top of the little park downstairs was also very convenient. On the flipside, it can get noisy in the summer with lots of kids/playgroups coming there, but as parents, we didn't mind. Delphine herself was very quick to respond via Whatsapp to all our queries before and during our stay. One thing to keep in mind at her place is that you are very much living in their home. If you are looking for an apartment that is only intended for guests, this is not it. While it is plenty big as a 2BR/2BA, it is full of stuff, furniture, photos, books, toys, etc. They have made a very nice office space in the main living area, but the drawback is that the living area is now very cramped. The main bedroom has 2 queen size beds in it, which is a bit weird, so we just ended up using one bed to keep our clothes on. The other bedroom with bunk beds is excellent for kids and more spacious. So overall, a great place and a great stay, and especially good if you are a couple with 1 or 2 kids. Just a bit cramped and crowded with stuff. We stayed for 2 weeks.

This was a lovely cottage and a great getaway from a busy Chicago life. We only spent a couple nights but we brought my dog and we just wanted to chill for a bit. Soaking in the hot tub was a must! The backyard was completely fenced in so my dog could roam and investigate while we enjoyed the hot tub under strings of yard lights, creating a peaceful vibe. Loved it! We cooked a lot (inside) since the weather was cool and windy and the well-stocked kitchen was much appreciated. Great coffee machine (bring your own coffee!) and dishwasher. They came in very handy. Comfortable beds, clean linens, adjustable thermostat with easy instructions, extra blankets and pillows... all you'll need to feel at home. Thank you for a great time and we can't wait to come back. Next time we're bringing our friends!

I would highly recommend Dennis' place. It was super clean. Had all the amenities you may want. Close to a lot of places yet quiet. We felt totally safe and loved the balcony.

We loved our stay at Kyle’s place - it was decorated SO cute (I went with two girlfriends and I’m pretty sure we all squealed with joy when we first opened the door). The location was perfect - just a quick walk to all the shops and restaurants Logan Square had to offer - and to public transportation (which we used the whole time in Chicago). The neighborhood was very peaceful and quiet; we all felt very safe. When I come back to Chicago, I will absolutely be staying here again. Thanks for sharing your space with us, Kyle! We loved it! (Side note: you gave me so many ideas for house decor, your style is impeccable!)

⭐️⭐️⭐️⭐️⭐️ 5/5 We had a wonderful stay! The space was clean, cozy, and exactly as described in the listing. The host was super responsive and made check-in seamless. We especially appreciated the little touches and great local recommendations. The neighborhood felt safe and was close to everything we needed. Would absolutely stay here again and recommend it to anyone visiting the area!

Just like the description! Pet friendly with a beautiful fenced in back yard!

Jamie was a really amazing host! She was friendly, helpful, caring and went over and beyond to make sure me and my kids were comfortable and had everything we need. Gave us lots of great recommendations to restaurants and as a first timer in Chicago she made sure I was aware of the traffic and other helpful information! My kids LOVE her she was vey nice, patient and gentle with them. Kid friendly house/area VERY quiet. The beds are the BEST after a long day of traveling very comfortable. The place was beautiful very nice decor and nicely maintained. We will definitely be staying here on our next visit to Chicago.

Keith's place was exactly what we were looking for! We could walk from the Blue Line (which we took to/from O'Hare and to/from the Loop), and within a mile or so there were a ton of fun shops and dining options. We were there in the midst of a heat wave, and the basement apartment + AC unit keep us cool and comfortable the entire time.

Great place! Felt homey and comfortable. Though I stayed on my own, my family would have enjoyed the games and nook areas to hang out. This is a basement apartment that feels like a cabin or summer get away. Note that the kitchen is not a full kitchen (this is described on the listing) but is equipped very well for a kitchenette.

Susan was a wonderful host! Susan left yummy pastries for me on the table when I arrived. Susan is very friendly, very responsive and flexible The place is quaint and comfortable. Very peaceful and calming there. The deck is a very peaceful and quiet. There’s so much nature all around. The meadow path is beautiful and I was lucky enough to see a deer in the meadow. I would definite stay with Susan again!

Beautiful views, great layout, and extremely dog friendly with nice touches make this place stand out! Very close to all the state parks in the area, but there’s plenty to do on site as well. Check in was seamless, we had clear instructions throughout, and the place was perfect!

Harbor Inn, Captain’s Quarters was a great get away. Wonderful host and nice home. Great waterside community with close proximity to great bars and restaurants!

Absolutely loved our visit! House was perfect for our family of 5. Kids loved the lofts. We loved the cozy home, view, and proximity to Starved Rock & Matthiessen State Parks. Thank you for a wonderful stay!

We come from Chicago a couple times a year to hike at Starved Rock, Matthiesen, etc, so we thought we would try staying for a full weekend. This place was the perfect fit. It was pet friendly, so our dog could come along, and it had great amenities at the resort. The staff was very responsive and easy to communicate with.

Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!

This apartment had everything that I needed during my work-and-play trip to Chicago. Easy access to public transportation, pleasant walks to the river and the west loop, and the gym and pool were awesome. Stephanie was extremely quick to respond and friendly from start to finish. I would be very comfortable staying here again next time I’m in Chicago.

Rosie was the perfect host. Before our arrival. Lots of recommendations to do and see off at the use of her bikes across to use at no charge. On arrival offered to pick us up at the airport but we were delayed. During our stay of six days, Rosie and her husband were always on hand to help with recommendations what to do and see About a 30 minute cab drive from the airport and 30 minutes downtown or 10 minute walk to the train and 30 to 40 minute ride which is no stress It was clean and comfortable the kitchen had everything you needed

Beautiful place all same picture to private