Family-friendly holiday rentals in Matteson

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Matteson family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Lake Villa
4.84 out of 5 average rating, 44 reviews

Lakeside Getaway

AndreRating, 5 stars11 months ago
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!
Superhost
Home in River West
4.85 out of 5 average rating, 316 reviews

Lux Urban 3BR/3BA Duplex + Parking!

AllisonRating, 5 stars1 month ago
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.
Flat in Near South Side
4.33 out of 5 average rating, 27 reviews

Spacious 2bdm unit 15min to Dwtn

HeavenaRating, 5 stars1 month ago
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.
Apartment in Uptown
4.89 out of 5 average rating, 9 reviews

Bright and Beautiful Penthouse - Close to the lake

GautamRating, 5 stars34 months ago
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.
Home in Miller Beach
4.55 out of 5 average rating, 164 reviews

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

JohnRating, 5 stars1 month ago
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!
Superhost
Home in Beverly Shores
4.91 out of 5 average rating, 134 reviews

Dunes Vacation Rental

AnieRating, 5 stars2 weeks ago
Quiet and peaceful location, our family enjoyed space and attractions nearby. Mark is a great host
Superhost
Chalet in Ingleside
4.84 out of 5 average rating, 389 reviews

"A" Frame Brandenburg Lake

LisaRating, 5 stars2 weeks ago
Stephen was a great host. The grounds are beautiful! Very peaceful and quiet. The house is nice and cozy. I will definitely stay there again!
Superhost
Apartment in Logan Square
4.98 out of 5 average rating, 278 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

JudyRating, 5 stars3 days ago
We had a great stay in Logan Square. The location has walkable access to the Blue Line making downtown easy. While this is a lower level unit, this does not feel at all like your standard “garden level”. It was full of windows and bright. Furniture was very comfortable. Bathrooms well appointed with amazing shower pressure. The bedroom is so quiet you get a great nights sleep. Bonus points for lamps on BOTH sides of the bed. The closet had high quality hangers plus good storage. The kitchen has everything needed for cooking or for storing leftovers from fabulous restaurants in area. The garage is a great bonus. Our young adult children live in the area and it was prefect for them to come over, hang out and visit with us. We spent time outside in the garden area with the fire table. Bryan was very responsive and helpful through our four-night stay. We will be back!

Family- and pet-friendly home rentals

Guest favourite
Flat in Roscoe Village
4.96 out of 5 average rating, 303 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

LetaRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Logan Square
4.9 out of 5 average rating, 405 reviews

Sunny Logan Square Artists' home

KatyRating, 5 stars2 weeks ago
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!)
Top guest favourite
Guest suite in Logan Square
4.97 out of 5 average rating, 294 reviews

Stylish Studio in Historic Logan Square

PeterRating, 5 stars1 week ago
Liz and Martin did a great job providing clear instructions for check in and the place was exactly as described. The room was very clean and provided a lot of privacy. Great location and is convenient to the subway and the area has a lot to do.
Top guest favourite
Guest suite in Portage Park
4.94 out of 5 average rating, 163 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

TerenieRating, 5 stars1 week ago
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.
Superhost
Apartment in Portage
4.81 out of 5 average rating, 168 reviews

Marina Condo near Lake Michigan

AnnaRating, 5 stars6 months ago
Met our needs very well. There was a little restaurant on the premesis.
Guest favourite
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 343 reviews

a SIMPLE place

LisaRating, 5 stars1 month ago
Place was just as described. Easy instructions to enter and house manual was clear. Steve checked in to ensure all was well upon arrival
Guest favourite
Bungalow in Valparaiso
4.91 out of 5 average rating, 365 reviews

Close to VU and amazing downtown

ChanceRating, 5 stars1 week ago
Great historical home in a downtown environment. Comfortable bedding, great front porch and classical interior. Will book again
Superhost
Apartment in Lincoln Park
4.78 out of 5 average rating, 226 reviews

Modern Luxury In Old Town - Sleeps 4

MargaretRating, 5 stars4 days ago
We had a great stay. We love this area of Chicago so we were so pleased with the location. Robert is very responsive and was a great host!

Family-friendly home rentals with a pool

Superhost
Home in Michigan City
4.92 out of 5 average rating, 107 reviews

Beautiful home with Beach views in Beachwalk

SamanthaRating, 5 stars8 months ago
Well-maintained house, spotless upon arrival, great view of the area from the kitchen. Ice machine was a great touch especially with a bunch of people in the house! Would definitely come back!
Flat in Chicago Loop
4.77 out of 5 average rating, 223 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

JaredRating, 5 stars2 weeks ago
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.
Home in Michigan City
5 out of 5 average rating, 11 reviews

Beachwalk Resort - Kid Friendly w/ FREE Golf Cart

HeatherRating, 5 stars10 months ago
Beachwalk Resort was a great place for families! The Anchor house was beautiful and although the fridge was broken, management worked to get a replacement and reimbursed us for the groceries we lost. That was the only issue we ran into! Overall, a lovely home with lots of space and an absolutely amazing kitchen. Would love to return one day!
Superhost
Home in Michiana Shores
4.77 out of 5 average rating, 13 reviews

Private Heated Pool and Pet Friendly!

RichardRating, 5 stars21 months ago
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.
Cabin in Union
4.5 out of 5 average rating, 4 reviews

Trailer- Rental Unit

KarissaRating, 5 stars23 months ago
Absolutely loved staying at Sylvia's! The camper is very conveniently located within the park - close to all the amenities and activities! Easy to access, beautiful grounds and a very peaceful stay for my family and I.
Superhost
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars10 months ago
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!
Home in Michigan City
5 out of 5 average rating, 9 reviews

Pet Friendly Resort Charmer w/ Golf Cart

AhmerRating, 5 stars12 months ago
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.
Cottage in Michigan City
4.86 out of 5 average rating, 43 reviews

Manatee's Retreat Michigan City

LisaRating, 5 stars22 months ago
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.

Quick stats about holiday rentals that are family-friendly in Matteson

  • Total rentals

    10 properties

  • Nightly prices starting at

    $154 SGD 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

Destinations to explore