Vacation rentals with outdoor seating in Oak Park

Easy stay in the heart of Oak Park. Our toddler loved the big windows overlooking downtown and the train station. The unit was clean and very safe.

This was a fantastic stay! The space was beautiful, spacious, clean, and well located. Definitely a great option if you're in the area and need a larger space.

Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!

My family and I had a great stay at Bel’s powder blue house. The house matched the pictures and description posted on the website, and was very clean and cozy inside. Bel’s communication was very effective throughout the entire experience, I will definitely be booking with him again in the future!

Michael was a great host. Very responsive and friendly. The property was exactly as described. Very clean and looked just like the photos

Samantha’s home was clean, well kept, and had a lot of thoughtful touches, like snacks and drinks, that were really helpful when we were on the go. I also loved the dimming options for the lights in the rooms, and the bathroom had so much space and was so convenient even with more than one person using it. Samantha was also a great host who responded promptly to questions and concerns. My friend and I had a very peaceful stay here. The only down side to this location is that it’s a little far from the Loop and River North, but we knew that when we booked and were prepared. Would definitely stay here again!

The Maple Place was fantastic! Super comfy and cozy for me and my pup. Really well stocked including snacks and wine. Eddie was an awesome host, quick to respond to a question and provided good suggestions for spots in the area. The neighborhood is AWESOME. Loved walking among the Frank Lloyd Wright houses, and it’s a quick walk to his studio and the Unity Temple if you’re in the mood for a tour. It was also a quick 20 minute drive into the city for a concert at Soldier Field. Highly recommend and would pick this place again if I’m back in Oak Park.

I booked a quick overnight stay for my father, myself and my two sisters so we could have some devoted quality time with our aging father on father's day. We took a quick drive to Oak Park for dinner at Cooper's Hawk, grabbed dessert at a local cookie shop and came back to the house for a movie and time to unwind. The home is lovely and so well decorated that one of my sisters kept saying "you know, I could really live here." Lol. Upon waking in the morning, my dad exclaimed that he had the best sleep he'd had in a very long time in the downstairs bedroom. He loved the mattress. I went to Jill's yoga studio for an early morning practice before checkout and truly enjoyed. Loved that the class was a perk of booking. Great neighborhood. Quiet block. Cozy home. Also loved the backyard (if there'd been firewood, I would've used the firepit) and the front porch swing. Grateful for a lovely little getaway!

The home is really nice and clean. We appreciated the instructions all over the home. There was even a folder with important info and instructions. We appreciated the extra pillows, blankets, and towels. The home is well stocked with whatever we needed during our stay. We really enjoyed our stay and were very comfortable. The hosts are amazing at responding quickly and answering our questions. Also, they are very flexible and accommodating. Would definitely recommend for a family with children. There are books and board games to keep the kids entertained.

Paul’s place was perfect for my large group coming to a conference at North Park University. We enjoyed the indoor/outdoor common spaces as well as the multi-floor setup. Would definitely book again!

A-MAZ-ING stay! My wife and I had such a blast in Chicago. GOGO was very kind and inviting, good energy! The place was exactly what we wanted with all the amenities. Sparking water in the fridge which was a treat after waking 18k everyday. As a runner, there was plenty of sidewalk and things to see. I recommend running up LEAVITT to 18th street and take 18th down for a nice 3 to 5 mile run. The L train “pink line “ was close and walking back at night we felt relatively safe. I would high recommend staying here in Pilsen area the next time you are in Chicago. Mahalo

We had a wonderful stay at Kristin’s place! She was a generous host and very responsive communicator. We traveled with our toddler and Kristin was great about providing everything we’d need, including a few toys. The primary bedroom and bathroom were both amazing, as everyone else has mentioned in their reviews. We had a very busy trip and it was great to come home to a spa-like bathroom and extremely comfortable bed each night. We will definitely be back!

Margarita was super accommodating to last minute adjustments and very responsive. The location was convenient, safe, and there was always parking!

We loved our stay. Not a far drive from downtown Chicago but far enough out of the city that you can escape the chaos. Would definitely stay again.

The house is decorated very warmly and is fully equipped. The host also thoughtfully prepared many little snacks. The check-in process was convenient, and communication with the host went smoothly. Highly recommend staying here!

Joe’s place is exactly as described, and in a fantastic location. The unit is clean, easy to access and spacious. Proximity to the blue line is a major plus, and walkability to all the great things in the Logan Sq + adjacent neighborhoods is a major plus. Highly recommend.

Luke was a responsive, helpful, and friendly host. Stones Throw is a great location for access to the University of Chicago, and it’s a short walk to the Metra for trips downtown. We really enjoyed our stay here, and the highlight was Luke’s invitation to participate in the rooftop honey harvest!

Great accommodations for our family of 5. It's nice to have 3 bedrooms with all queen beds so everyone has ample room. Very clean. Responsive, attentive host. Would stay here again! Thanks!

The condo was a couple’s dream. Made you want to just live there forever. Very clean and felt like home. Hosts were communicative and courteous. Will definitely book again in the future and would highly recommend!

One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

The condo was very spacious and had everything we needed to stay right at home. Adrian was responsive to our questions. It was a perfect distance from the city for exploring through the day but staying in a peaceful place at night. The staircase in the house was a little steep but otherwise it was perfect.

We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!

Great place to stay close to train line. Helpful friendly host He even supplied snacks and water which was very thoughtful. Nice place as described.