
Family-friendly vacation rentals in Michigan City
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Top-rated family-friendly rentals in Michigan City
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Popular amenities for Michigan City family-friendly rentals
Family-friendly home rentals with a pool

Dunescape Beach Retreat, Downtown New Buffalo
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.

Cozy Cottage Steps to Beach, Pool, Hot Tub & More
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!

Union Pier Pool home
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!

After Dune Delight
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.

Modern Farmhouse - Walk to Downtown, beach & pool!
The house was beautiful and clean. It was filled with so many amenities and things one might need. It was a great place for our family to stay for a friend’s weekend wedding in New Buffalo. Close to the beach, restaurants and even a short drive to wineries and breweries. Our host was always quick to respond to our questions. The house is also near the train station for those traveling by train. Would definitely stay here again. Thanks, Geoffrey!

Private Heated Pool and Hot Tub!
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!

Nightingale Dunes - Modern beach town retreat
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.

“Treetops” Charming Country Coach House
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 !
Family-friendly home rentals with a hot tub

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours
Was an absolutely relaxing stay. It was exactly what my husband and I were looking for. An extended weekend away with a bunch of things around us to do. It had a little bit of everything around us, including privacy. It was fantastic.

The Getaway - Hot Tub - 3 BR 1.5 Bath
Our stay in Three Oaks at Ivan & Carly's place was great! they knew we were checking in at night, and when we got to the house, there were lights on, which I thought was a very nice (and helpful!) touch. The instructions to get in the house were clear, and the house was lovely. They knew we were bringing out kids, and had snacks out for them and even a bottle of wine for us! I wish we had been able to stay longer, because the house was very cozy and the location was great! We went to Oaks Eatery for breakfast, and it was the best breakfast we have had in a long time. We would definitely stay at this house again! Ivan & Carly were very communicative, and had we needed anything, I know they would have been responsive. Great stay!

J’s Beach House: Hot Tub & short walk to beach!
Great place to stay and the local area was absolutely gorgeous! We definitely appreciated how the host provided a binder full of local restaurants, instruction manuals, and places to visit! Not to mention, heated bathroom flooring was life changing! Thank you again ♥️

Warren Dunes State Park is Backyard- Hot Tub-WBFPL
This was nice for a long weekend with my wife. Two notes - The location is close to a busy road, however, the road noise isn't too bad. The walk to the bean can be challenging as you have to walk up some significant dunes. It's a great hike, but don't expect to walk to the beach in your flip flops.

Blueberry Fields/ House and Retreat
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!

Dogwood Delight Hot Tub Rest, Relax & Reconnect.
Our group of 8 friends enjoyed our stay very much. The house was nicely furnished and the kitchen well-equipped. Given that the weather wasn’t great for beach days, the hot tub was a very welcome feature. Our only quibble was that closets were lacking or locked, leaving guests without a place to hang clothes. Prospective guests might also want to know that the three upstairs bedrooms share one full bath, with the second bath en-suite in the first floor bedroom. All in all, the house served us well for a long weekend getaway.

The Lake Escape -Cozy Lakefront Cottage Valparaiso
My daughters and I celebrated Easter at Kim’s cottage It’s clean, beautifully furnished and she is extremely responsive (I mentioned I forgot OJ on the phone and she was in the area and she left two OJs at the door) The cottage is cozy and fun We grilled, dyed eggs, watched movies, played a board game and loved the hot tub It’s clean clean !!! Just book it It’s a jewel box

Debs Michigan hot tub house, open all year
We all agreed that Deb’s Place was one of the best places we’ve stayed. The location was perfect…very walkable to all the shops and restaurants of New Buffalo, but also so easy to hop in the car and drive to Art Attack in Three Oaks or Greenbush in Sawyer. We loved that we had our own bedrooms plus two baths to share among 5 of us. The yard was awesome and the only bummer was it was too cold for us to enjoy the fire pit or the hot tub (32 degrees on April 26th? Crazy!). Deb was easy to communicate with and the place was perfectly decorated and had all of the little amenities that made it feel like home. Overall, a great place to stay any time of year!!
Family-friendly home rentals with air conditioning

Kelly Kottage
We had a great time at Candi’s cabin. Everything was very nice and clean. The fire pit was perfect for s’mores and we particularly enjoyed the screen porch.

Cozy Green Cottage with Private Beach
We stayed at the Cozy Green Cottage over the Thanksgiving holiday week. We were looking for a quiet, peaceful cabin to get away to and this spot was perfect. I worked remote for the first half of the week and had no problem with her internet connection. We were able to do Zoom calls as well as stream movies. The cottage is super charming. It's over 100 years old and has many hand crafted details. Kitchen is small but totally functional for 2 people. Bathroom has a claw-foot tub with hand-held shower head. The grounds around the cabin are serene. This cabin is behind private homes but since this was off-season, no one was around. It is a short walk to the stairs that take you to Lake Michigan. We opted to drive down the road to a public access area right on the lake. Also very convenient. If you are looking to get away from the everyday buzz of life or need a no-distractions, quiet space to get a project finished, I recommend this cottage!

Walk to ND/Eddy Street, ProCleaned/Comfy/Updated
This is an awesome home - we came for a get together and a game with friends. The location is fantastic - incredibly walkable to the stadium, campus, and Eddy street. The house was perfect for our group - three TVs all going simultaneously was a great way to experience football weekend!

The Little House at Tryon Farm
The place was clean, compact and modern. We loved our hikes in the surrounding woods. Jason was super responsive. Highly recommend!

Gram's cottage: Convenient to ND, New Buff & AWS
Jacqueline was very helpful and descriptive about everything regarding our visit. Her home felt very peaceful and is a great choice if a lake is what you are looking for. Will likely stay here again.

Close to VU and amazing downtown
I’m always grateful for a chance to return to this place. The house is extremely comfortable and well set up for a short or long stay. I travel with my dog and it is perfect with the big fenced in backyard. The neighborhood is beautiful for walking and all the tulips were in bloom. Deena has thought of everything and it is one of my favorite stays.

Small Clean Home Near Beach, Casino, Outlet Mall
Rina & John’s place really felt like home. The neighborhood is peaceful & the home is walking distance to the park and basically within a 5 minute drive to the restaurants, mall’s & attractions. I will definitely choose to stay with Aruba and John again in the future.

"myhathouse" detached studio downtown Chesterton
Beautiful space and location, had a wonderful time and appreciate Ed’s assistance!
Quick stats about vacation rentals that are family-friendly in Michigan City
Total rentals
470 properties
Total number of reviews
17K reviews
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
140 properties have a pool
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Wifi availability
470 properties include access to wifi
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- Indiana Dunes National Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Warren Dunes State Park
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- University of Notre Dame
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Lincoln Park
- Wicker Park
- Museum of Science and Industry
- Chicago History Museum
- Willis Tower
- Potato Creek State Park
- Brookfield Zoo
- Flossmoor Golf Club
- Garfield Park Conservatory