Family-friendly vacation rentals in Gary

Everything was great. The house was very clean, had whatever we needed for our time there, the layout and house were super nice. Absolutely would come back here and recommend this place for sure. Would be great for a family vacation in the summer time I’m sure, although we were here in the winter for work, it was a great house to stay in. The walkway was always cleared of snow, the driveway was plowed enough to get in and out fine. Truly no issues whatsoever. Great size master bed and bath, other bedrooms great size for kids or guests. No complaints. Definitely recommended.

Had a wonderful stay at the Townehouse in New Buffalo. Beautiful home. Loved all the outdoor patios and enclosed seating area. Spacious rooms and fully stocked bedding and linens. Perfect location right downtown. Walking distance to beach and shops and restaurants. Couldn’t ask for a better spot. Mark was very friendly and accommodating. Can’t wait to go back.

Lovely place, very clean, great for families or groups with multiple bedrooms. Very clear instructions from the hosts and easy to check-in and out. We stayed here for Notre Dame football game, and it was easy 35 minute drive to South Bend with no traffic; also easy to exit after the game because no traffic at all in our direction. Cute little town a few blocks away with some local shops and restaurants.

Jen was so sweet, messaged back right away and gave us a list of things to do while we were there on a mini vacation visiting family. Hot tub and deck so clean, amazing and private Thank you and Happy holidays.

My fiancé and I visited Donna’s place over a summer weekend, and we had the most amazing time. Donna’s house is so beautiful and welcoming - we felt at home. Her place was clean and is filled with the most thoughtful decor. It has everything anyone needs for a peaceful, relaxing stay. She was responsive right from the day of booking to our final day and even stopped by to meet us in person. We look forward to staying at her house again soon!

Really liked this house! Spacious, clean, open concept on first floor, lots of windows for daylight. Nestled in a nice neighborhood not far from town. Felt very comfortable in the area and enjoyed our stay!

Beautiful home with a beautiful view. Sitting in the hot tub late in the evening with the cool air and the full moon was amazing! We look forward to returning in the warm weather to enjoy the lake at its fullest. Kim was very responsive during our stay.

We loved staying in this adorable lake house in New Buffalo! It's a perfect location and is within walking distance of many restaurants, coffee shops, and the beach! This house was ideal for a large group and housed 10 adults and 3 children comfortably. I would definitely recommend staying here if you're planning on coming to New Buffalo!

We've stayed at Rob's house before and we've always had a wonderful time. The house is cozy and clean, the furniture is comfortable, and we enjoy the fenced in yard. It's a short walk into town. Rob's house is fun even in the winter.

Cozy apartment that’s perfect for a weekend trip to chicago!

Very nice Victorian home. Great location

We loved our stay at Ann and Tim’s wonderful place! We really needed a weekend getaway, and the barn cabin was perfect to curl up in during a snowstorm. We loved all the books, the fireplace, the piano, and especially the hospitality. From the homemade bakery to the friendly support, Ann and Tim are incredible hosts. We look forward to coming back!

I definitely highly recommend staying at this location. I’ve had an amazing stay. I’m also pleased that this location allows pets so I was very happy to bring my doggo. Jamie is an amazing host. If you are a first timer in chicago, She will have you prepared to explore the windy city.

Place felt bigger than the pictures and was perfect for myself and pup plus Parents & Aunt who were visiting for Christmas. Great location to the wonderful restaurants of Andersonville and kitchen was great for when we wanted to cook. Would definitely stay again!

Great stay! Steve was great and accommodating! Felt right at home!

Comfortable house with all the little details taken care of. Sue thinks of everything, and the plate of fresh muffins is my first stop every time we return to Sue’s Place. We are in the area pretty frequently to see family, and Sue’s will always be our first choice. Thanks Sue!!!

Booked the A unit with friends for a wedding hosted at Lakeside Inn .02 miles away.. The kitchen was great, furniture comfy. Steep stairs so may be hard for older folks, but there are two bedrooms on 1st floor. We did not use the hot tub or pool, so no comments. Loved the front room and screened in porch. Lots of options to sit, visit, play games. Nice to be able to seat 10 at the dining room table. We had the property to ourselves, there is a B side, so no issues with neighbors. Shared some feedback with Frank and he appreciated it. If you have a big group—you would love being side-by-side. The unit was great with two nice bathrooms to get ready for wedding! Thanks Frank!

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!

Stephanie was a great host. The apartment was clean and comfortable and the buildings centrally located. We very much enjoyed our stay.

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.

We had the best time! This home is perfectly located and makes you feel right at home from the second you walk in! Everything is beautifully decorated and the layout is perfect. We cannot wait to come back!

Beautiful home! Easy walk to the beach or stay back and enjoy the pool and hot tub! Spacious backyard and plenty to do for everyone! Everything was clean, very clear directions on how everything worked and even provided some recommendations for things to do nearby. Thanks for the hospitality!

Joel and Kathi's place is beautiful and very spacious. Kitchen is well-stocked. Lots of sleeping options. Be cautious if you have mobility differences as the only way to the second floor is the spiral staircase. However, all amenities (bedroom, bathroom, kitchen) are available on the first floor. Would love to come back!

Beautiful condo in a fantastic location. Great sunsets from the balcony. Would absolutely stay here again.