Family-friendly holiday rentals in Valparaiso

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!

Wonderful cottage in a picturesque part of Union Pier. Will absolutely stay again.

We made a last minute booking and the host was very responsive. The house was great had everything we needed and we had an amazing time.

Booked this for a last minute trip. Home was extremely clean, area was peaceful and quiet, and in walking distance to the lake. Woukd definitely book again!

Such a fun weekend! Location to beach and other fun activities was fantastic! Very cute cottage with all the amenities we needed. Thanks, Jennifer!!

This is the second year I rented this place for my birthday weekend away with friends. The house has so many accommodations for sleeping and different sitting areas. However, the main event is the kitchen. My friends and I love to cook and that's why we came back a second year in a row. The kitchen is unbelievably well-stocked with anything you might need to cook. There are multiple sinks so someone can be cooking while someone else cleans. The layout is perfect for people to hang out with whoever is cooking. There are two ovens. It is a dream. The house feels comfortable and lived-in, and it feels like there has been a lot of thought and intention focused on the user-experience. Cannot say enough nice stuff about this house, cannot recommend enough. Will be coming back for my 29 birthday.

This was a very nice home for our large family of eight adults and nine children for a four night stay. A five minute drive to Weko beach, a beautiful sandy beach on Lake Michigan. We enjoyed visiting the farmer's market, one mile down the road on Sunday, open from 9 a.m.-early afternoon. Mikey's drive-in, serving burgers, fries, ice cream, etc., is directly across the road from the property. The very large back yard with hot tub and fire pit was a bonus. On the couple of occasions that I emailed Rebecca with a question or comment during our stay, she was very promptly responsive. Our family would stay at this property again.

Very peaceful to stay put here--bring what you need and stay in these beautiful surroundings among birds and gardens and an art-filled home. Or spend time on nearby beaches and trails, wander the nearby small-town shops and nice variety of restaurants and look forward to a hot tub soak and campfire. Donna's home is welcoming and inspiring!

This place was super adorable. My friends and I needed a weekend away and this was the perfect place. Everything was super clean. There’s coffee, teas, all sorts of cookware to use, it was just super easy. It’s the name on the board when you walk in was a great touch. Hope to stay here again soon and highly recommend!!

We loved Rob’s house and would stay here again. The backyard and screen porch were wonderful. The house was clean and the beds were comfortable. It was a short walk to restaurants, shopping and the beach. Highly recommend!

We had a last minute stay for one night in this cozy little log cabin and had a great experience. The space was spotless and had everything we needed for a comfortable stay. Perfect for a quiet, short getaway. The host was responsive and check-in was smooth. Would definitely recommend for solo travelers or couples looking for a peaceful stay!! Our puppies loved it too!!

We love this house! It’s an older house but very well kept! I am up working in the area and needed a place to stay on short notice! Luckily the host was very responsive and accommodating! We booked the place and moved in the same day! Wish we could have stayed longer!

We had a wonderful stay and will definitely be returning! The house was beautiful and extremely clean, the master bed was so comfy and the backyard was perfect for our pup to run around in. The location was also perfect and in a peaceful area, but also only about 10 minutes to New Buffalo and some amazing restaurants! I would definitely recommend and can’t wait to book our next trip back here!!

The Place was clean and quiet. Beautiful trees surround the area. I am familiar with the New Buffalo and Union pier area. It was right in the middle of all the Restaurants. Sunroom was a great hang out. Yard was a large and private space to hang out and get a fire going. Of course, the koi fish was an extra bit of enjoyment, watching them. Would highly recommend this rental.

Crystal's place was clean and comfortable and had everything we needed. Crystal sent us all the information we needed for check in and responded to any messages very quickly. The house is very nice and lots of room. It had a lot of restaurants nearby and was a great place to stay to visit the Indiana Dunes. Would definitely stay again!

Jill’s place was lovely. Very nicely nestled into a cozy community. Close to Indiana Dunes and Michigan beaches. Would definitely stay again.

Rented this property for a celebration with my book club. There were 10 of us and we were all very comfortable with our accommodations. The hot tub was great. Location was close to the Lake and we were able to walk the shore. The kitchen was well appointed. We ate most of our meals in and were able to cook quite easily. Would rent again

We had a great stay! The house was perfect. It was nice and clean with a great rooftop deck and screened in porch. The location could not have been better, walking distance to everything in town. Everything was easy as far as check in and check out with a book explaining everything in the house. Mark was great at responding to questions. I would highly recommend staying here.

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!

My girlfriends and I had a great stay! Ann’s place was peaceful and beautiful. We enjoyed relaxing outside, watching the animals and soaking in the hot tub. We will definitely be back!

Such a cute home. Right across the road from the Warren dunes. Easy to get back and forth with a bicycle. The cutest little ice cream shop right next door. Bed was comfortable and the bunk beds are roomy. Would definitely stay here again.

Beautiful house with a stunning view, and walking distance from the beach.

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 !

We had an absolutely amazing stay at this beautifully decorated and incredibly comfortable home. From the moment we arrived, we felt right at home — every detail was thoughtfully designed, creating a warm and inviting atmosphere. The space was spotless, stylish, and perfectly equipped for a relaxing getaway. One of the highlights of our experience was the exceptional management team. They were extremely kind, friendly, and responsive, making everything seamless from check-in to check-out. It’s rare to find such genuine hospitality!