Kid-friendly vacation rentals in Chesterton

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Chesterton kid-friendly rentals

Kid-friendly house rentals

Superhost
Home in Chesterton
4.79 out of 5 average rating, 76 reviews

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home

KieranRating, 5 stars1 month ago
Great house for the value! Clean and lots of amenities! Wish we visited in summer as fenced backyard is great! Stairs to second floor are steep but in good condition with handrail! There are local trains that are present throughout the day/night, but their sound didn’t bother us 😊 Overall a great value and lovely vintage home! Host was very responsive and friendly! Thank you!
Superhost
Home in Valparaiso
5 out of 5 average rating, 10 reviews

Serene Retreat in Beauty Creek

KrystalRating, 5 stars1 day ago
This Airbnb was such a peaceful escape beautifully put together with so much intention. The overall vibe was serene and calming, which was exactly what I needed. One of my favorite parts was the screened-in porch perfect for enjoying the fresh air without worrying about bugs. I also really appreciated the sound machines in every room; it was such a thoughtful touch that made sleeping even more restful. If you're looking for a stay that brings peace and comfort, this is the place. Highly recommend!
Superhost
Home in Chesterton
4.85 out of 5 average rating, 104 reviews

National Park Nature Lover's Paradise

BarbaraRating, 5 stars1 month ago
This location was clean, quiet and comfortable. Perfect spot for enjoying the Dunes, hiking and birdwatching. I own a non-Tesla electric vehicle and there was a reliable set of chargers (6) at the Meijer store 5 miles away.
Guest favorite
Home in Michigan City
4.86 out of 5 average rating, 105 reviews

The Lake Escape - 5 Mins from beach, casino, & zoo

ChloeRating, 5 stars1 week ago
We really enjoyed our stay! the place was nice, spacious and well equipped.
Top guest favorite
Home in Chesterton
4.98 out of 5 average rating, 43 reviews

Pool House near the Indiana Dunes

AlaynaRating, 5 stars2 weeks ago
The location was so peaceful and close to everything (10 mins from the dunes). The house was comfy and had everything you could possibly need. Melissa thought of everything! The pool.. OMG the best! The heater made the water PERFECT! Made it even more special that we could bring our dogs. The fully fenced yard was perfect. Will definitely be coming back.
Superhost
Home in Portage
4.88 out of 5 average rating, 26 reviews

Welcome Home

KathyRating, 5 stars4 months ago
Great place to stay while we were visiting our grandchildren for the weekend! It was nice to have the kitchen to make coffee and breakfast in the morning. Comfortable bed and private, quiet location. Thanks again!
Top guest favorite
Home in Portage
4.94 out of 5 average rating, 211 reviews

Newly Renovated with Finished Basement

DestinyRating, 5 stars1 week ago
Hello the stay was GREAT and the house was very nice , I would definitely recommend a stay at the bnb ! I would also rent again ! Thank you for having us
Guest favorite
Home in Michigan City
4.94 out of 5 average rating, 249 reviews

Cozy House near Beach, Casino, Outlets, & Hiking

AmyRating, 5 stars1 month ago
This was such a cute, cozy, and clean place to stay for a weekend trip! The house provided everything we did need and anything we could have needed. Hosts went above an beyond to make sure we were welcomed, including a personal note and bottle of wine, and they checked in to ensure everything met our expectations. Location were close to all attractions and was in a nice neighborhood. I would definitely stay here again!

Kid-friendly apartment rentals

Guest favorite
Apartment in Hammond
4.84 out of 5 average rating, 149 reviews

Plant MOOD FREE Wi-fi, parking, washer & dryer!

AdamRating, 5 stars4 weeks ago
We really enjoyed our stay. The place was very clean and welcoming. The bathroom had a nice shower with good water pressure. The bed was comfortable and provided a restful sleep. Any questions I had, Siobhan responded very quickly and pleasantly. We went to a beer festival in nearby Munster and this was a great location to stay in.
Guest favorite
Apartment in Michigan City
4.9 out of 5 average rating, 102 reviews

Cute 1 bedroom apt near all MC has to offer

SydneyRating, 5 stars4 weeks ago
This was the perfect weekend stay. The apartment was clean and comfortable. Shopping and eating is all within walking distance. Definitely visit the Washington park zoo!
Top guest favorite
Apartment in Mishawaka
4.96 out of 5 average rating, 485 reviews

Private Entrance Guest Suite on the River

StephenRating, 5 stars3 weeks ago
Great place. I wish I would have gotten there at check-in time, so I could have enjoyed the river more!
Guest favorite
Apartment in Gary
4.83 out of 5 average rating, 229 reviews

Miller Beach Retreat

AmyRating, 5 stars1 week ago
Irene and Martin were very helpful and friendly. The place was cute and clean. It was exactly what I needed, peace and relaxation. The beach was a three minute walk and it wasn’t crowded. We brought firewood and outside by the fire pit there’s nice furniture and it feels like you’re in a little woodland area with nobody around.
Guest favorite
Apartment in Valparaiso
4.93 out of 5 average rating, 120 reviews

Downtown Apartment on Lincolnway

MorganRating, 5 stars1 week ago
The location, space, and comfort of the unit was perfect for our stay in Valpo. You can walk to so many restaurants and local attractions! The place is well stocked with the essentials and the decor is so wonderfully done, which made us feel comfortable immediately. Highly recommend a stay!
Superhost
Apartment in South Bend
4.84 out of 5 average rating, 123 reviews

Cozy 1 bed, 2nd floor with private bath & kitchen.

Alex TynemouthRating, 5 stars2 weeks ago
Great little place which had everything we needed on a one night stop off on a road trip. Theresa was helpful and communicative
Guest favorite
Apartment in Michigan City
4.94 out of 5 average rating, 138 reviews

Charming apartment in Arts District

TiaRating, 5 stars1 week ago
Such a perfect place for a fun quick getaway close to Indiana dunes state park and Washington park beach. Walkable to restaurants, coffee shops, outlet mall and farmers market.
Top guest favorite
Apartment in South Bend
4.97 out of 5 average rating, 257 reviews

Tiny Retro Studio for One Person

RebeccaRating, 5 stars1 day ago
I loved staying at this cosy apartment. All Maggie's instructions were easy to follow and her place is very comfortable and well-appointed. The neighbourhood is quiet and a short walk to downtown. Thanks Maggie!

Kid-friendly condo rentals

Top guest favorite
Condo in Lincoln Park
4.99 out of 5 average rating, 280 reviews

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

MeganRating, 5 stars1 day ago
We loved our stay at Danny's place! This was our first time visiting Lincoln Park, and the location of the home was perfect. We walked to restaurants, the Lincoln Park Zoo, and the beach. We appreciated being able to have our dogs with us and found the area very dog-friendly on our walks. Danny was kind and thoughtful with all the extra touches and responsive communication. He even caught us in person to make sure we had everything we needed. Our family felt safe walking in the neighborhood day and night. We even took the bus to downtown Chicago, which is only a few miles away. The house itself was very clean and large - our family of 4 plus 2 dogs had plenty of room to spread out and feel comfortable. We highly recommend the home to others and hope we can return again someday!
Guest favorite
Condo in Woodlawn
4.87 out of 5 average rating, 238 reviews

A Stones Throw from U Chicago South Campus!

MelissaRating, 5 stars1 day ago
It was a very cozy apartment with a nice set up. Easy access to university of Chicago and the lakefront trail. We really enjoyed our stay!
Guest favorite
Condo in Pilsen
4.94 out of 5 average rating, 126 reviews

Urban Oasis | Great for Families w/ Kids

MelissaRating, 5 stars5 days ago
Alex was very responsive and incredibly helpful throughout this process as it was our first time using Airbnb and in Chicago. The home was clean although there were a few areas that could use more of a deep clean. The neighborhood was very relaxed but there isn’t a ton to do (no coffee shops or any local shopping) However it’s only a 6 minute drive or 20 minute walk (we walked and it was really nice) to china town or just to view the river. We only stayed 3 nights and we definitely would stay again!
Guest favorite
Condo in South Side
4.91 out of 5 average rating, 163 reviews

Ultra clean/cozy condo, 10 mins south of Downtown!

AngeliqueRating, 5 stars2 weeks ago
Great host and great stay! Beautiful home. Thank you so much!
Superhost
Condo in Hyde Park
4.83 out of 5 average rating, 173 reviews

Modern Hyde Park Getaway | UChicago

JoãoRating, 5 stars1 month ago
The apartment was clean and spatious, better than in the pictures. It's located in a corner of Hyde Park, at a 15 minute walking distance from the University of Chicago. It is a very residential area, with not many shops or restaurants near by, but if you walk 15 minutes east you will find bars, grocery stores and a few restaurants. I came to do research in the library's archive so it was very convenient. I had some problems with the door code sequence, but Erika was very helpful and responsive. My only suggestion is that more detailed information about the check in is provided, because not everbody is familiarized with lockers and codes! But my general impression was very positive! I'd definitely stay there again.
Superhost
Condo 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.
Top guest favorite
Condo in Lincoln Park
4.95 out of 5 average rating, 496 reviews

Unique Lincoln Park Duplex Apt

EricaRating, 5 stars2 weeks ago
We had a great stay! The location was beautiful and prime - super walkable and lots to do in the area. The place was the perfect size for two and the apartment was super clean. Fireplace was such a nice touch! Check out was super easy and Bozena was super responsive. Would definitely stay again!
Guest favorite
Condo in Bridgman
4.89 out of 5 average rating, 129 reviews

Chic boutique hotel near the beach & breweries

ReillyRating, 5 stars1 week ago
This is our second time staying in this home! We loved it so much the first time that we came back. Nicole’s home is very clean, in such a lovely part of town, and extremely cozy! We highly recommend!

Quick stats about vacation rentals that are kid-friendly in Chesterton

  • Total rentals

    20 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore