Family-friendly holiday rentals in Michigan City

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Michigan City family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Three Oaks
4.97 out of 5 average rating, 178 reviews

The Getaway - Hot Tub - 3 BR 1.5 Bath

KevinRating, 5 stars1 month ago
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!
Top guest favourite
Cottage in Union Pier
4.97 out of 5 average rating, 270 reviews

B's Retreat: Hot Tub & 10-min walk to Beach!

VickiRating, 5 stars2 weeks ago
Such a fun weekend! Location to beach and other fun activities was fantastic! Very cute cottage with all the amenities we needed. Thanks, Jennifer!!
Guest favourite
Home in Sawyer
4.94 out of 5 average rating, 159 reviews

Beautifully eclectic Sawyer cottage

OliviaRating, 5 stars2 months ago
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.
Superhost
Bungalow in Bridgman
4.59 out of 5 average rating, 478 reviews

Warren Dunes,Hot Tub, WBFL,Wineries

MichalRating, 5 stars3 weeks ago
We absolutely LOVED our stay at Patti’s place. This was one of the cleanest AirBnBs we have ever been to. We really enjoyed the open concept living space, thoughtfully put together and decorated. Great open space for kitchen, living and dining all together. It was very cozy and comfortable. Would highly recommend this lovely place. Thank you again, Patti!
Guest favourite
Home in Bridgman
4.85 out of 5 average rating, 149 reviews

Private Retreat w/Hot Tub - Beaches & Wine Tours

MarvinRating, 5 stars5 days ago
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.
Guest favourite
Cottage in Three Oaks
4.87 out of 5 average rating, 187 reviews

Blueberry Fields/ House and Retreat

MartinaRating, 5 stars1 week ago
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!
Superhost
Home in New Buffalo
4.88 out of 5 average rating, 26 reviews

Dogwood Delight Hot Tub Rest, Relax & Reconnect.

KennethRating, 5 stars22 months ago
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.
Guest favourite
Cottage in Valparaiso
4.93 out of 5 average rating, 416 reviews

The Lake Escape -Cozy Lakefront Cottage Valparaiso

SeleneRating, 5 stars3 weeks ago
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

Superhost
Home in New Buffalo
4.87 out of 5 average rating, 172 reviews

The Bright Yellow Retreat

RebekahRating, 5 stars3 weeks ago
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.
Guest favourite
Tiny home in New Buffalo
4.96 out of 5 average rating, 567 reviews

SoulShine Inn • Pets Welcome•Fully fenced backyard

AshleyRating, 5 stars3 weeks ago
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!!
Top guest favourite
Home in New Buffalo
4.95 out of 5 average rating, 240 reviews

Anna's Cottage

BrandyRating, 5 stars4 days ago
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!
Superhost
Home in Sawyer
4.87 out of 5 average rating, 146 reviews

The Hideout near Warren dunes Red Arrow Cabins

ShanonRating, 5 stars1 month ago
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!!
Superhost
Home in Michigan City
4.87 out of 5 average rating, 119 reviews

Lakeshore Manor

GarrettRating, 5 stars2 months ago
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!
Guest favourite
Cabin in Rolling Prairie
4.87 out of 5 average rating, 151 reviews

3 acres of Privacy, Pup heaven! 7 minutes 3Oaks!

Christopher WRating, 5 stars3 weeks ago
We had a wonderful stay at this beautiful home tucked away in a peaceful rural setting. The house was full of charm and character, and the surrounding mature woods made it feel like a true escape. It's conveniently located near Three Oaks and New Buffalo, both of which offered plenty of great activities, dining, and local charm. Our dogs loved the space just as much as we did—especially the nearby dog beach! Highly recommend for anyone looking for a relaxing and pet-friendly getaway.
Superhost
Apartment in Portage
4.81 out of 5 average rating, 168 reviews

Marina Condo near Lake Michigan

AnnaRating, 5 stars6 months ago
Met our needs very well. There was a little restaurant on the premesis.
Superhost
Cottage in Union Pier
4.81 out of 5 average rating, 231 reviews

The Koi Cottage - Union Pier- Dog Friendly!

ErnestoRating, 5 stars6 days ago
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

Superhost
Home in Union Pier
4.75 out of 5 average rating, 51 reviews

Private Hot Tub and Association Pool!

Sjamoore@Netscape.NetRating, 5 stars7 months ago
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
Guest favourite
Townhouse in New Buffalo
4.93 out of 5 average rating, 103 reviews

Dunescape Beach Retreat, Downtown New Buffalo

AmyRating, 5 stars3 weeks ago
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.
Superhost
Home in Union Pier
4.89 out of 5 average rating, 27 reviews

Union Pier Pool home

NickRating, 5 stars10 months ago
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!
Guest favourite
Home in Buchanan
4.92 out of 5 average rating, 202 reviews

Beautiful RETREAT in the country

MelissaRating, 5 stars1 week ago
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!
Superhost
Tiny home in Sawyer
4.77 out of 5 average rating, 137 reviews

After Dune Delight in Sun Coast Park

GabrielaRating, 5 stars9 months ago
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.
Superhost
Home in Michigan City
4.92 out of 5 average rating, 108 reviews

Beautiful home with Beach views in Beachwalk

AvigdorRating, 5 stars2 months ago
Beautiful house with a stunning view, and walking distance from the beach.
Guest favourite
Cottage in Union Pier
4.96 out of 5 average rating, 206 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

EmilyRating, 5 stars2 weeks ago
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!
Guest favourite
Cottage in New Buffalo
4.94 out of 5 average rating, 168 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

TerieRating, 5 stars3 weeks ago
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 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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