The Pineapple Retreat

Photo gallery for The Pineapple Retreat

A covered wooden bridge with white railings and columns, leading to a distant view.
A spacious kitchen with white cabinets, a dining area with a table set for four, and a large island.
A swimming pool with blue chairs and umbrellas, a lifeguard tower, and a clear view of the surrounding area.
A modern living room with a large gray sectional sofa, a wooden coffee table, and a kitchen in the background.
A two-story house with a porch and a sign indicating a pineapple retreat.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Discover nearby landmarks
    Walk to Lake Michigan

Popular amenities

  • Balcony
  • Swimming pool
  • Barbecue grill
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Michigan City, IN
  • Place, Central Park
    ‪3 min walk‬
  • Place, Sheridan Beach
    ‪8 min walk‬
  • Place, Washington Park Beach
    ‪18 min walk‬
  • Airport, South Bend, IN (SBN-South Bend Intl.)
    ‪42 min drive‬

Rooms & beds

4 bedrooms (sleeps 11)

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area

Add dates for prices

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  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, (91 reviews)
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About the neighborhood

Michigan City

Located in Michigan City, this vacation home is on a lake. The area's natural beauty can be seen at Lake Michigan and Indiana Dunes National Park. Traveling with kids? Consider Washington Park Zoo and Oasis Splash Pad. Enjoy the area's slopes with cross-country skiing, and don't miss out on the sledding and snowmobiling.
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Map
Michigan City, IN

What's nearby

  • Central Park - 3 min walk - 0.3 km
  • Lake Kai - 3 min walk - 0.3 km
  • Sheridan Beach - 8 min walk - 0.7 km
  • Washington Park Beach - 18 min walk - 1.5 km
  • Washington Park Zoo - 3 min drive - 2.1 km

Getting around

  • Michigan City Station - 5 min drive
  • Michigan City-11th Street Tram Stop - 9 min drive
  • South Bend Intl. Airport (SBN) - 49 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Zorn Brew Works - ‬5 min drive
  • ‪William B's Steakhouse - ‬4 min drive
  • ‪Shoreline Brewery - ‬5 min drive
  • ‪Tavern On Twelve - ‬5 min drive

Frequently asked questions

Does The Pineapple Retreat have a pool?

Yes, this property has a pool.

How much does it cost to stay at The Pineapple Retreat ?

As of Oct 30, 2026, prices found for a 1-night stay for 2 adults at The Pineapple Retreat on Dec 28, 2026 start from $725, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The Pineapple Retreat pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Pineapple Retreat ?

Check-in begins at 4:00 PM.

What time is check-out at The Pineapple Retreat ?

Check-out is at 10:00 AM.

Where is The Pineapple Retreat located?

This family-friendly Michigan City vacation home is located on a lake, within 1 mi (2 km) of Lake Kai and Lake Michigan. Stop 7 Beach and Central Park are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 39 out of 41 reviews
Rating 8 - Good. 1 out of 41 reviews
Rating 6 - Okay. 1 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

9.6/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time at the Pineapple Retreat. I would definitely stay there again.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

Pineapple Retreat is very well maintained, well stocked with necessities, location is perfect between beach and pool, owners were great to communicate with.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Crew at the Pineapple

Very family friendly area. Plenty of activities. Our rental was very nice, and updated. Will definitely reccomend this particularly VRBO, and resort location!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple Retreat

Easy instructions to enter home. Very clean and neat. Only 3 of us, so plenty of room. Enjoyed our stay. Definitely would recommend this property.
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The kitchen area is spacious and very open. The kitchen was well stocked with everything you could imagine you might beed and more. The pictures do not do the house justice.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanks!

Very pleased
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Weekend Ever!

Got some of my best pals together for a long weekend and we had the BEST time at the Pineapple Retreat. The house was the cutest place ever and we absolutely loved the amenities. Our host responded to questions super quickly, and everything was just lovely. Hands down one of the best weekends of my life!
Stayed 3 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had 8 people for a girls’ weekend. This place was ideal. Plenty of space, plenty of beds, great location. The beach chairs/towels were great. Easy walk to the beach or pool. We fit 3 vehicles in the back parking area. We wanted to use the fire pit but never got around to it. We spent most of our time just gabbing on the screened-in porch. We’re already talking about coming back next year.
Stayed 2 nights in Aug 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple Gifts

Very special place. Great location. Caring owners. Many clocks and lightbulbs not working. Maybe a message to be the light and live beyond time? Great energy. Dishes, etc were all labeled to be a certain number in a certain place, but it didn’t compute. All the same, the cluttered cabinets and mislabeled stuff added to the charm of the experience. Practice non-judgment. Owners had soap, toilet paper, garbage sacks, Kleenex and paper towels—all of which we brought with us because most rentals don’t give such gracious hospitality. Thankful. We loved the front porch, especially the swing. Such a gift and a grace to feel welcome in every moment. Pineapple motif everywhere. A reminder that we are called to live with kindness and generosity.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Great host and property, pricing on the high end of acceptable.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location, listing accuracy

Very nice!

Great space, clean, close to the beach!
Stayed 2 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family vacation

We love staying at the Pineapple Retreat! Everything you need for young kids!
Stayed 7 nights in Aug 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Review

Overall we had everything we needed to give us a very happy week.
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very cute house in a cute neighborhood

The property manager was always available to answer any questions. The place was in neat order and located in a cute enclave. I am giving four stars to the accuracy of the listing because the enclave’s beach was not Lake Michigan’s but their own lake which sufficed for us but was not expected.
Stayed 2 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple retreat the best

The pineapple retreat was great great location cleanliness welcoming I enjoyed myself I had friends and family with me and we had a great time we will return again and I will be telling other friends and family members about what a great place this is.
Stayed 2 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quite a retreat, indeed!

Spacious rental with everything you could possibly need. The home is equipped with everything you could want in the kitchen (all the standard pots/pans/utensils plus spices, condiments, foil wrap, etc and even a griddle for making pancakes). They also provide linens, toilet paper and paper towels, hand soap, and laundry detergent. Best of all was the beach chairs, pool rings for the kids to dive after, sand buckets and shovels for the beach, and 2 adult bicycles, a child bicycle and a couple scooters! The location was perfect - a short walk to the beach and the only road you have to cross has stop signs where the crosswalk is at. Or, walk less than 10 houses in the other direction and you're at the resort's pool with splash pad, the cafe with coffee, a few food options, and ice cream, as well as billiards table on the second floor and ping pong on the first floor. Close enough that the kids didn't complain about the walk and far enough that we didn't hear the noises right outside our window. I do think it's important to note that you have to purchase a $5 parking pass per vehicle and to use the amenities within the resort, each person needs to wear a $15 wristband (that you keep on for you entire stay). If those extra fees were mentioned in the listing, I didn't make note of it so it was a surprise to me; however, I felt it was well worth it for those perks. Great stay overall and can't wait to come back!
Stayed 5 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, great property, great rental

Just perfect
Stayed 3 nights in Sep 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple Retreat Getaway

We absolutely loved the Pineapple Retreat!!! It was perfect for our family of 10. A little piece of heaven on earth. Plan to return next summer🙂 Excellent location for both the beach and pool. Screened in back porch was a favorite as well as the front porch and swing.
Stayed 3 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Beach House!

Our family had a great time here. Close to the beach, pool, pond, ice cream shop and more. Kids had a blast.
Stayed 5 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super enjoyed our time.

Great location & walk to Lake Michiobeach.
Stayed 4 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend trip for family of 10

This rental was a great option for us. Perfect location to access the beach, and 50 feet or so from the community pool, coffee shop, tennis courts and bball court. We definitely would choose to stay at this property again and it’s larger in person than the pictures reflect. Great experience!
Stayed 2 nights in Jun 2021
Verified review

6/10 Okay

Liked: Check-in, communication, location
Disliked: Cleanliness

A Shame this Beauty is being let go

Great location, great property, great immunites, HOWEVER, needs one heck of a cleaning up. Great property, but not great for families with infants. My daughter swept the entire first floor the first afternoon, my son in law mopped the entire first floor the next morning. After this cleaning the entire perimeter of this property, both downstairs tile and upstairs carpet, still has a 1/4 line of crude along and on the baseboard (photos available). We have stayed in a Beachwalk property last year and it was great too, but without cleanliness issues. Don't count this one out, the kitchen, bathrooms and bedrooms were clean and the location and property is great, but I can't recommend if infants are along.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience at the Pineapple Retreat

The Pineapple Retreat was a great rental for our family's stay! The owners were very response to any questions or communication I had. The listing was very accurate. It was very nice to use the provided basic strollers and wagons as well as toys, chairs and blankets to take to the beach, as we didn't have to get ours sandy. There were plenty of towels, dishware, etc. for our group and we stayed comfortably in the home. The walks to the beach and also the pool were very reasonable, and we loved the location. I would recommend this property to others.
Stayed 4 nights in Jul 2019
Verified review

10/10 Excellent

Comfortable and accommodatibg

Great stay and great location for families!
Stayed 4 nights in Aug 2018
Archival

10/10 Excellent

Another awesome vacation

My family and I had another great vacation at the Pineapple Retreat! We couldn't believe it had already been 5 years since we had been there before and we don't know why we waited so long. The house is SO nice. They provide everything you might need including a wagon, stroller, booster seat, beach bag, beach blanket, movies, you name it! We enjoyed the pool a lot! The kiddie pool was great for my toddler. The beach is a 5 minute walk away. And we also enjoyed the Washington Park Zoo that is a 3 minute drive, if that. Thank you, again!
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