Family-friendly vacation rentals in Matteson

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

Ideal location for both business and leisure trips. The close proximity to the convention center is a big plus of you are attending a conference. You will find everything you need in the apartment and more. We were impressed by the attention that was given to every detail. You get stunning views of Chicago's skyline which makes it quite hard to leave the apartment at all.

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.

Our group of 8 friends enjoyed our stay very much. The house was nicely furnished and the kitchen well-equipped. Given that the weather wasn’t great for beach days, the hot tub was a very welcome feature. Our only quibble was that closets were lacking or locked, leaving guests without a place to hang clothes. Prospective guests might also want to know that the three upstairs bedrooms share one full bath, with the second bath en-suite in the first floor bedroom. All in all, the house served us well for a long weekend getaway.

Where to begin - this place was a gem!! I spent my 30th birthday with friends at Kim's place and it was nothing short of amazing. The neighborhood and lake are serene and peaceful and Kim's unobstructed view is incredible. The sunroom is charming, bright and so cute; I could've spent my entire trip in that room looking out the lake, lol. The hot tub and pontoon were the cherries on top and I cannot wait to visit again. All my guests were buzzing about the house and how they want to book here for their own future trips. Thank you so much for everything, Kim!! Your house made my 30th so memorable & I will absolutely be back :) :)

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!

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.

Very nice place right by the Indian Dunes; property is very nice with lots of great landscaping, outdoor furniture and open spaces. Outside had a large 8+ person hot tub, grill, upscale fire pit, nice landscaping/frog ponds, and lots of deck space/lawn space. House itself was very well appointed and clean -- worked great for our group (6 adults, 8 kids). Mark was quick to respond whenever we reached out.

I’ve been to Chicago many times but never to Wrigley Field. This place was amazing, just what we needed! It was faster to walk (20 minute walk) to and from the concert at Wrigley Field than to drive and park, taxi or Lyft. I communicated with the host about safety of walking at night. No problem. I had sent a message and he called me immediately. And also gave me recommendations on food and shopping that were spot on! We met locals and had a blast! The neighborhood is quiet and easy to park (but you do need to be able to parallel park and no one in the area drives big vehicles,.. only a few minute drive to downtown (Navy Pier area or take the L train for fast and cheap transportation without the hassle of parking). We were busy the entire time in the Chicago area so didn’t spend much time at the Airbnb but it was quiet, we slept great and just what we needed!

Had an amazing stay. Would definitely recommend. Very cool and unique spot.

Jamie's place was absolutely adorable—just as pictured and described. The bedrooms were very nice, and the beds were super cozy. The kitchen was fully stocked with all the gadgets you’d need to prepare whatever you'd like, plus a few condiments, which was a nice touch. The bathroom was tidy and well-kept, with fresh, clean towels and linens provided. Jamie was more than welcoming and very accommodating to any requests. Even though she lives below the rental, she was incredibly respectful of our space—warm, friendly, and never intrusive. It truly felt like having my own little apartment. Overall, a wonderful place to stay, and I will definitely be returning.

Met our needs very well. There was a little restaurant on the premesis.

Lovely flat, excellent collection of games and books. Very well stocked, super clean. Hosts were very friendly and responsive.

Lovely place! The backyard was great for our kids and dog, walking distance from downtown, but so peaceful and the neighborhood seems so safe. Would definitely stay here again!

Keith’s place in Bucktown is a great find. The place itself is just as described- a spacious lower level apartment with a separate sitting area and well-stocked kitchen. The location is in a very walkable area among beautiful townhouses and plenty of restaurants, coffee shops and bars. Conveniently located to public transit to get to downtown and the airport. Would definitely stay here again!

Lovely town house. Very comfortable and inviting. This was the perfect location. We parked our car for the duration and could walk almost everywhere. Excellent host who provided good info in a very timely manner. Very happy this was the place we chose.

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.

The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely stay here again.

We enjoyed our stay with our son and his family. The house, yard and pool were perfect for our grandson and their two dogs. The neighborhood was very quiet and walkable. Our only possible concern was the lack of communication about the lawn being mowed and the pool being serviced on the Friday of our stay. It would have been nice to know so we could have had the dogs inside before people came into the yard.

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!

Phenomenal option for vacation!!! Beautiful home thats 5 minute walk to a beautiful beach on Lake Michigan. Lots of things to do for family, including a pool, small lake swimming, fishing, shuttleboard, pool table, ping pong, kayacking, stand-up paddle board, movie room, basketball court and tennis court!!! I'm sure I'm missing a bunch of things. Oh and coffee shop with snacks too on the ground. The homes are beautiful and well-taken care of. Kids told me they want to come back next summer!!! Indiana Sand Dunes is also just a 15 minute drive to the east end of the national park.

The house is great! Being so close to the park was perfect for our kids. The golf cart is a must when you are in this part of the resort. There were beach chairs and a few beach toys there. The house was spacious. We have stayed many times in the Beachwalk resort and have loved it every time. So much to do and our kids have a blast.

A great stay right near a Main Street. Tons of options for going out but still quiet in your space. Warning. You will smell the BBQ restaurant and you will salivating.

Beautiful house and surroundings. Great place to relax with a large family gathering. Lots for kids to do inside and out. We enjoyed the pool, fire pit, and sports areas. Hosts were very responsive and friendly.