
Family-friendly holiday rentals in Michiana Shores
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Top-rated family-friendly rentals in Michiana Shores
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Popular amenities for Michiana Shores family-friendly rentals
Family-friendly home rentals with a hot tub

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!

The Getaway - Hot Tub - 3 BR 1.5 Bath
My wife and I and our twin 2 year olds stayed here over Mother's Day weekend. This home was perfect for us and had everything we needed as a family of 4! We really enjoyed all of the living space the home had to offer. From the front porch, to the 3 Seasons room, to the back deck. Our girls especially like the stoned area! They loved picking up the rocks and making piles lol. Don't forget the hot tub! It was super clean and we loved using it. The beds were super comfortable, and the bedrooms had everything we needed. A huge plus was having robes and slippers in every closet to use to go out to the hot tub! This location is at the end of a street and felt very private even though it was in a neighborhood. You are about a 2 minute drive to downtown Three Oaks. We would definitely stay here again. Also, Three Oaks is such a cute town and everyone was so nice! We can't wait to go back!

Warren Dunes on Lake Michigan-Hot Tub-WBFPL
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!

Beautifully eclectic Sawyer cottage
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.

Private Retreat w/Hot Tub - Beaches & Wine Tours
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.

Blueberry Fields/ House and Retreat
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!

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
I would recommend this place to anyone!!! Truly an above and beyond host and space was clean and inviting! Cannot wait to come back
Family- and pet-friendly home rentals

SoulShine Inn • Pets Welcome•Fully fenced backyard
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!!

The Bright Yellow Retreat
We loved how close this cute little house was to the downtown area. It was clean and tidy, beds were firm, but ok. It has a nice big yard, with plenty of outdoor seating. Would recommend.

Anna's Cottage
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!

The Hideout near Warren dunes Red Arrow Cabins
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!!

Lakeshore Manor
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!

Secluded Log Home - Private Lake!
I wish would could have stayed longer! This is an absolute beautiful, comfortable home with everything one would ever need for a wonderful get away.

Secluded Garden New Buffalo/Lakeside MI
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 Koi Cottage - Union Pier- Dog Friendly!
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.
Family-friendly home rentals with a pool

Dunescape Beach Retreat, Downtown New Buffalo
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.

Beautiful RETREAT in the country
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!

After Dune Delight in Sun Coast Park
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 home with Beach views in Beachwalk
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!

Private Heated Pool and Pet Friendly!
We enjoyed our stay with our son and his family. The house, yard and pool were perfect for our grandson and their two dogs. The neighborhood was very quiet and walkable. Our only possible concern was the lack of communication about the lawn being mowed and the pool being serviced on the Friday of our stay. It would have been nice to know so we could have had the dogs inside before people came into the yard.

Nightingale Dunes - Modern beach town retreat
Great place for New Buffalo. Close to the downtown. Place is spacious, good outdoor seating, pool is really nice.

Designer Cottage Relax Beach Pool & Spa—Windjammer
Lovely home, many well thought out perks like fans in upstairs rooms and beach toys for kids! Info said it was an easy short walk to beach so I spent a whole lot more than I usually would. With children it would not be pleasant and is really not a short walk (and is on a semi busy road) & beach is down a whole lot of steps. BUT there are parking spaces so it was fine. Within the house, the steps are fairly steep at parts & there are 2?big ones going into house &!these were hard for my 70 year old mom w knee issues. So if person reading reviews is one of those people, this might not be THE place. That being said, it is very short walk to community pool & host is very responsive & house is beautiful! My mom mostly stayed within first floor including an awesome bed/bath on ground floor. There are games (although I didn’t love the Ouija board 🫣😂) . This would be a great place for multiple family / friends to split cost ;) Its very beautiful & community pool & hot tub are great!

Perfect Get Away - Private Hot Tub - Lots of Room
This is our 5th year of vacationing in New Buffalo and have stayed at Missy's place on 3 of those visits! The house works beautifully for our family (7 adults and 4 kids under 6 yo) and you're never tripping over each other, which makes it so relaxing! We'll be back!!
Quick stats about holiday rentals that are family-friendly in Michiana Shores
Total rentals
10 properties
Nightly prices starting at
$235 NZD before taxes and fees
Total number of reviews
630 reviews
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Stop 50 Wood Fired Pizzeria, Dunes Arts Foundation and Red Arrow Stables Inc
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Lincoln Park
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Washington Park Zoo
- Potato Creek State Park
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center