Kid-friendly holiday rentals in Chesterton

For our trip this home was perfect. It was near the friends we were visiting, short drive to Lake Michigan, great restaurants in the area, and we loved having a kitchen so we could grab some groceries and save some money on meals. The home is older but so is ours so we felt right at home. Everything was clean as well. We hope to stay here again.

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!

We all walked in and said WOW! It was beautiful and had so much charm. We have stayed in many rentals and this was by far the cleanest and most organized. We traveled with 3 couples and there was plenty of room to gather and socialize and room to just chill by yourself. The boardwalk made for a wonderful morning walk. Brittany was a terrific host answering any questions I had and providing a list of thing to do in the area. Certainly worth the money! We would definitely stay again. Rita

Really enjoyed Tim's place. It was very spacious and clean and the space had a great vibe. It was centrally located to a lot of restaurants and places and the hot tub was huge. Nice quiet location. Would definitely stay here again.

Very spacious and just as described. Perfect location for visiting family and would be great in the summer!

Great place and as the description suggests, it’s pup friendly! We lacked nothing during our time there and would highly recommend.

We stayed at Mary’s place while in town for the college football playoffs. The first thing that stood out was that Mary left us handwarmers for the game, knowing that it’d be chilly on a mid December night. Her house is beautiful, and it has many other thoughtful touches. The food and drinks she left for us came in handy for a snack, and the heated bathroom floor was amazing, especially after a full day in 25 degree weather! It was an easy drive to campus, and I would definitely stay at Mary’s place again. Go Irish!

The place was exactly as described, loved it was pet friendly so we could bring Ivy with us. Nice fenced backyard, we even had a fire one night. Plenty of room for us and very clean. Would definitely stay here again.

The accommodation is nice. It is clean, and the space is cosy and well kept. Catch the sunset from the sitting rooms, they are beautiful.

Nice location with nearby supermarket, cafes and restaurants. The nearby busstop to go downtown is also very nice and near. Great apartment with all the necessary amenities for short stay. 😁

The place is was very nice and clean! Price is worth it and it’s also very relaxing. The hosts were very nice and welcoming too! Would stay here again if in the area!

We were incredibly pleased with our stay at Gary & Laura’s! Their apartment looked exactly like the photos, was incredibly clean, and had added amenities that made it extra special! Thank you for the snacks and fresh danish, along with the abundance of clean linens and a well-appointed kitchen for cooking! The apartment was private and comfortable, and Gary & Laura sent very clear instructions for finding their place and checking in. Would highly recommend!

Very cute place to stay for a few nights! We stayed here for a figure skating competition at ND and this place was very close—about 10 mins driving. Looked just like the pictures and was very clean. It’s right beside a road so it can be a little loud, but once we settled in for the night we didn’t really notice too much. Overall, had a great stay here and would stay again!

Maggie’s studio is compact, manageable, and well maintained. Maggie always responded very quickly, which was much appreciated!

Really comfortable sweet accommodations... great for friends wanting to gather for get away per space and ... also privacy per down time when desired. love the porches sitting area, and the out deck even though not utilized. this would be great relaxing place if you want to not be busy...

Have stayed here multiple times. Love it and will continue to come back!

Great location within walking distance of University of Chicago and in a safe neighbourhood. Basement apartment with 2 bedrooms. Bed was comfortable & extra pillows & blankets were provided. Toilet & kitchen facilities were slightly dated but functional. Appreciated the use of washer/dryer & complimentary coffee/tea. Very hospitable host!

Nicole’s place was exactly as described. We loved how clean and open it was. We only stayed for a weekend, but would love to come back for a longer stay. Thanks for sharing your home, Nicole.

Host was friendly and responsive. I found the kitchen to be well stocked. I spent most of my time watching Netflix on the big screen in the living room, with the blackout curtains! Everything was clean and well kept, you can tell the owner takes good pride in the condo. I especially liked the secure garage parking!

Erika's place is wonderfully clean and neat. She's created a lovely, calming space. The bed was comfortable and we had good nights' sleep. The location is close to good grocery stores and coffee places.

Dave made us feel right at home and answered any questions we had. His place is near restaurants and stores which were very convenient! It is also a 12 minute drive to the national park and there are so many places to check out. It’s about a 45 minute drive to Chicago and there’s a train nearby if you want to take that instead into the city. I highly recommend staying here Dave’s place was clean and he was an amazing host!

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.

I couldn't have asked for a better place to spend my vacation. The location was outstanding. Beautiful Place! The neighbors were absolutely wonderful and welcoming... they treated my family and friends as if we lived there permanently. Highly recommend!

Loved The Space! Everything Was Perfect! Any Problems Or Any Questions Daniel Was Very Helpful! THANK YOU DANIEL