Search Vacation Homes in Chesterton

"The house was great! Very clean and perfect for our girls’ overnight"

"We loved our stay and had a relaxing time in the area. Buying groceries to cook was great with a full kitchen to cook with. Rooms were super nice and also had every accommodation we could need. Definitely will be looking to stay again!"

"Very nice house. We had a fun family get-together. Plenty of space for cousins to play. Enjoyed walking to the beach, even though it was bit cold in November."

"Loved everything with this property and stay this was my first time using this app and loved this whole experience!"

"Perfect location and was walking distance to downtown. The host was also quick to respond to any questions I had. Nothing but good things to say about this stay. Definately will be back."

"We usually come to stay at the Troll’s Den at least once a year, sometimes twice! It is the perfect place for our little family! Everything is always perfect on our arrival, and Anders is very communicative during our stay if anything comes up."

"We were in town for a wedding. The home was exactly what we needed!"

"Wonderful secluded, while still close to restaurants, shopping and Lake Michigan. What a perfect place for a getaway! We'll be back again!"

"Overall we loved the jacussi and pool, as they worked very well as all appliances and a/c, etc. The property manager is nice and answered our inquiries, but we should have been informed of key and lockbox well before the travel day. The cleanliness was fair at best. The bathroom has a moldy smell, the shower curtain stained. Kitchen cabinets not very clean, the window sills dirty, especially the back screen door. Take a look. Also, coffee cups had coffee stains which we had to scrub. Yuk. Also,...

"Just right for my two teens and dog and me. Beds were comfy. It had enough kitchenware to cook and serve a couple meals. Neighborhood was cute and quiet. And the beach! The best. Short three block walk to an accessible beach access path."

"2nd story commercial building. Apartment as pictured neat and clean. Need railing on stairs. We are older and it was difficult climbing stairs. It was not near downtown. Close to a mile away. Downtown was fun and beach was nice. Had a good time."

"We spent a wonderful long weekend in this charming cottage, had perfect weather for our multiple outings to the beach, which is steps away as advertised! The cottage was very well equipped with everything we needed, and the neighborhood is outstanding! We will definitely be back!"

"We had a fantastic weekend at this property. It was overly stocked with almost anything you could need from bathroom towels to beach towels to dishes to pool toys and beach gear. The backyard and pool is an oasis in itself which is where we spent most of our time. Location is good and walkable to town but a bit far from the beach but we didn’t need it bc of the pool! We had 2 dogs with us who loved it as much as we did! The back screened in porch is perfect for evenings to stay clear of bugs,...

"The house and backyard was a lovely little getaway from the city and very close to the Indiana Dunes National/State Park. Spent a lot of time on the back deck enjoying the backyard, bird feeders, and listening to the owls beyond the train tracks. The firepit and gazebo made it enjoyable, even as it rained. The house itself was clean and has everything you needed. Highly recommend."

"We enjoyed this house, it was welcoming and bright, all the utensils/plates/cookware we needed and organized nicely. Kids loved the hot tub and owner was incredibly responsive when we reached out about a fix that was needed mid stay. Location in Beachwalk is perfect - close to playground, boats, community pool, green. Liked all the Beachwalk amenities including yoga, paddle board, kayaks, Saturday music series. Thank you!"

"My family and I loved staying at “The Cobblestone House”. It was the perfect size and had everything we needed to enjoy our stay. The location was excellent!"

"This is our 2nd year staying here for Mother's Day weekend & we loved it! It's clean, comfortable, quiet & close to downtown. The owner if very responsive to any questions."

"Very nice location in Michigan City, IN, just a short boardwalk stroll to the Lake Michigan beach. We live in central Missouri and only had a 6-hr drive. Spent good portion of a day and did some hiking at Indiana Dunes National Park, which was less than 20 minutes away. Spent another day taking in the 44th Annual Popcorn Festival in Valparaiso IN, which was very enjoyable. Also went up the Michigan shoreline to New Buffalo, St Joseph and Benton Harbor to some nice beaches and restaurants. Very...