
Family-friendly vacation rentals in Matteson
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Matteson
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Matteson family-friendly rentals
Family-friendly home rentals with a hot tub

Dunescape Beach Retreat, Downtown New Buffalo
Had a wonderful stay at the Townehouse in New Buffalo. Beautiful home. Loved all the outdoor patios and enclosed seating area. Spacious rooms and fully stocked bedding and linens. Perfect location right downtown. Walking distance to beach and shops and restaurants. Couldn’t ask for a better spot. Mark was very friendly and accommodating. Can’t wait to go back.

Lux Urban 3BR/3BA Duplex + Parking!
Our host was extremely tentative and helpful. We really enjoyed our stay at the home. It was big enough to accommodate our family plus a few other visitors, plenty of beds, plenty of living space so people didn’t have to be on top of each other. Very close to downtown and the blue line which made going to the airport and downtown much more accessible. we didn’t even have to rent a car.

Harbert Home & Guest House
My brother's bachelor party was held at this property. It was an awesome week, the house was perfect. It is a truly beautiful location and property.

J’s Beach House: Hot Tub & short walk to beach!
Great place to stay and the local area was absolutely gorgeous! We definitely appreciated how the host provided a binder full of local restaurants, instruction manuals, and places to visit! Not to mention, heated bathroom flooring was life changing! Thank you again ♥️

Dogwood Delight Hot Tub Rest, Relax & Reconnect.
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.

The Lake Escape -Cozy Lakefront Cottage Valparaiso
My daughters and I celebrated Easter at Kim’s cottage It’s clean, beautifully furnished and she is extremely responsive (I mentioned I forgot OJ on the phone and she was in the area and she left two OJs at the door) The cottage is cozy and fun We grilled, dyed eggs, watched movies, played a board game and loved the hot tub It’s clean clean !!! Just book it It’s a jewel box

Debs Michigan hot tub house, open all year
We all agreed that Deb’s Place was one of the best places we’ve stayed. The location was perfect…very walkable to all the shops and restaurants of New Buffalo, but also so easy to hop in the car and drive to Art Attack in Three Oaks or Greenbush in Sawyer. We loved that we had our own bedrooms plus two baths to share among 5 of us. The yard was awesome and the only bummer was it was too cold for us to enjoy the fire pit or the hot tub (32 degrees on April 26th? Crazy!). Deb was easy to communicate with and the place was perfectly decorated and had all of the little amenities that made it feel like home. Overall, a great place to stay any time of year!!

"A" Frame Brandenburg Lake
Stephen was a welcoming host and the cabin was exactly as described. The location is secluded and quiet, but you’re also close to groceries, restaurants and fun antique stores. Kitchen is well stocked for cooking meals, and the fireplace is cozy and perfect for relaxing. Even with snow on the ground we enjoyed strolling around the property down to the lake. A wonderful stay, we’d love to visit again.
Family- and pet-friendly home rentals

Anna's Cottage
Very clean and well-maintained. Plenty of towels, pillows, supplies, etc. were provided. It was so nice to have a washer, dryer, and dishwasher. There was a book on the desk which the Host put together sharing nearby attractions, breakfast & dining options, wineries, etc., which was so helpful. We enjoyed the screened-in back porch, deck and great backyard. The kitchen and bathroom cabinets provided all the amenities we needed without having to run to the store for things. We loved the close proximity to the beach, restaurants, grocery store and unique local shopping. Great communication from the Host who was very helpful and welcoming. We would love to come back again and next time make use of the backyard grill and firepit!

Sunny Logan Square Artists' home
Loved our stay. Cool neighborhood with lots to do in the direct area. Great advice from Kyle about where to go. Would definitely stay again!

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK
Jamie’s place was a perfect spot to stay in Chicago. There is access to the L within a few miles (with parking structure), and there are many walkable places locally. We highly recommend Caesar Pierogis on West Irving (offers gluten free pierogis). The neighborhood is charming and safe for walking. After long days of exploring, we came back to Jamie’s place and enjoyed watching Netflix and relaxing in the living room. The kitchen is stocked with utensils, and there is a grocery store within walking distance. Jamie is a very thoughtful host, and her home is quite accommodating. We had a lovely get away. Thank you, Jamie!

Downtown Elegance ✨ Private Yard Parking
Alex was great at communicating and following up. We had some questions and she was responsive. Also goes beyond expectations on things like forgetting coats :0) - thank you! The location is great. Short walk to a Main Street of bars and restaurants, kid friendly too - happy campers pizza joint was a great reco! Also close to the brown line train station and not too far into town - we walked it with children and it was fine. House is really large, spacious. I know some have mentioned about hearing the train, but that is part of city living, it was more than fine. Enjoyed the stay, would recommend it and would go back again if visiting Chicago. Thanks Alex!

Andersonville Living
These hosts are lovely as is this space. The amenities are wonderful and go beyond what they would need to provide - making travel easier! The apartment is spacious, comfy and clean. The area is full of places to go and also right on the Clark bus line, making access to the rest of the city easy peasy. Highly recommend.

a SIMPLE place
This was our first time staying at an Airbnb and it was a very pleasant experience. Place was very clean and we felt right at home. Steve was very responsive with the questions I had.

2nd floor of 1908 brick two-flat in Logan Square
Thank you for sharing your wonderful space. It was perfect to spend time as a family while moving our daughter in Logan Square. The park nearby was so easy to manage for our dog who joined us. Paul was responsive and helpful. Got to meet his pup who was adorable. Will definitely stay here again

DKM Cottage - 15 minute walk to Lake Michigan
What a beautiful location! Loved all the trees, beautiful yard to play games, super big fire pit, deck and grill was spotless! The inside was nice and spacious for the size. Great kitchen and bathrooms. The basement was large! We had an incredible time. Would come back for a longer vacation!
Family-friendly home rentals with a pool

Cozy Cottage Steps to Beach, Pool, Hot Tub & More
This was such a beautiful and relaxing weekend getaway for my friend and I and our pups. The cottage was so cozy, more spacious than expected, and very well maintained. Frank was great at communicating the house rules and everything was laid out clearly. It was clearly off-season for Lakeside because the area was very quiet which was a big bonus for us. We enjoyed some long walks with the dogs and took them to the beach in the evenings to see the sun go down. We also enjoyed soaking in the hot tub and working on the puzzle at the cottage. Would love to come again soon! Thank you Frank!

Union Pier Pool home
Awesome stay! Booked here for a nice relaxing weekend get away where we wouldn’t need to travel to have fun. That is exactly what this place offered. Great pool & hot tub, and house has plenty of room making it feel relaxing and gives everyone plenty of space. Easy walk down to the beach - you get to leverage the private side of the beach which is very very nice. Overall great stay and will look to book again!

Modern Farmhouse - Walk to Downtown, beach & pool!
The house was beautiful and clean. It was filled with so many amenities and things one might need. It was a great place for our family to stay for a friend’s weekend wedding in New Buffalo. Close to the beach, restaurants and even a short drive to wineries and breweries. Our host was always quick to respond to our questions. The house is also near the train station for those traveling by train. Would definitely stay here again. Thanks, Geoffrey!

Private Heated Pool and Hot Tub!
Beautiful home! Easy walk to the beach or stay back and enjoy the pool and hot tub! Spacious backyard and plenty to do for everyone! Everything was clean, very clear directions on how everything worked and even provided some recommendations for things to do nearby. Thanks for the hospitality!

Nightingale Dunes - Modern beach town retreat
Katherine was absolutely amazing! Very quick to redoing to questions. She gave great instructions, along with a lists of recommendations. Her unit was spotless and cozy. So comfortable that we decided to stay in instead of go out.

“Treetops” Charming Country Coach House
Tom and Charyl were amazing hosts ! We had open communication throughout our stay and even got a tour upon our arrival. The airbnb was everything as described and more ! The pool was incredible and the airbnb was only a 5 minute drive to the nearest beach. They even had a binder of recommendations available to us of local attractions/things to do. Our expectations were exceeded for this trip, and we can’t wait to come back !

Beautiful 137 Year Old Farm Home (3night min)
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!

Studio unit with kitchenette #2
There were small things like WiFi not working well and a problem with the shower so we called and within the hour they were over to fix all problems for us and even comped us our first nights stay for the inconvenience, I would 100% reccomend them
Quick stats about vacation rentals that are family-friendly in Matteson
Total rentals
10 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
310 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Hidden Manna Cafe, A. Fusion, and Bocce's Bar and Grill
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Lincoln Park
- Museum of Science and Industry
- Willis Tower
- Chicago History Museum
- Brookfield Zoo
- Flossmoor Golf Club
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center
- Promontory Point
- Washington Park Zoo
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