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The Pineapple Retreat

Photo gallery for The Pineapple Retreat

A covered wooden bridge with white railings and columns, leading to a distant view.
A modern living room with a large gray sectional sofa, a wooden coffee table, and a kitchen in the background.
A swimming pool with blue chairs and umbrellas, surrounded by a fence, and a lifeguard tower in the background.
A two-story house with a porch, a fenced backyard, and a sign indicating a 'Pineapple Retreat'.
A beach with waves approaching the shore.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 11

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

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

Room options

About the area

Michigan City

A family-friendly stay in Michigan City awaits you at this holiday home. Within steps you'll find Lake Michigan and Lake Kai within a short 5-minute stroll. Highlights at this holiday home include a kitchen, a washing machine and a fireplace. .You can enjoy Smart televisions with a DVD player, and home features 3 bathrooms, a balcony and a coffee/tea maker. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A TV, a hairdryer and an iron/ironing board are also available. .Attractions within a 10-minute drive of this Michigan City holiday home include Indiana Dunes National Park and Blue Chip Casino.
View more Holiday homes in Michigan CityOpens in a new window

What's nearby

  • 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
  • Blue Chip Casino - 4 min drive - 2.5 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Dairy Queen - ‬7 min drive
  • ‪Hacienda Mexican Restaurant - ‬6 min drive
  • ‪William B's Steakhouse - ‬4 min drive
  • ‪Three Sheets Bar - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Pineapple Retreat

The Pineapple Retreat is located in Michigan City's acclaimed Beachwalk Resort Community. Beachwalk hosts a variety of things to do. We have our own private Lake Kai, beach volleyball, heated swimming pool and kiddie pool, splash pad, playground for the kids, tennis courts, basketball court, putting green, and park. A brand new Beachwalk community center located on the shore of Lake Kai five houses from the Pineapple Retreat, we have a Cafe where you can enjoy breakfast, lunch, and dinner and an ice cream parlor if you don't feel like cooking in our gourmet kitchen. Beachwalk offers concerts in the summer along with craft shows on the weekends.

The Pineapple Retreat has a master bedroom, king-size bed, adjoining bath, and private balcony. The second bedroom has a queen-size bed with adjoining bath. The third bedroom has two sets of bunk beds, and the fourth bedroom has bunk beds with a full bottom and twin top. The first floor has a living room with a massive sectional and full size futon, dining room seating for four, island seating for five, kitchen table seating for six, and table on screened-in porch which seats four. We have provided for all your needs by including a hair dryer in each bathroom, a high chair, a stroller, picnic basket, army beach blanket, and beach chairs.

You can walk to Lake Michigan and Sheridan Beach, just one half block away from the Pineapple. On Sheridan Beach you can enjoy swimming, windsurfing, jet-skiing, sailing, fishing, and watching the sunset over the Chicago Skyline. Other attractions in the Michigan City area include Washington Park, a 90-acre public park for walks and family gatherings, Washington Park Zoo and Friendship Botanical Gardens, both within five minutes of Beachwalk.

There is the Barker Mansion to visit, the Old Lighhouse Museum, Four Winds Casino in New Buffalo, The Blue Chip Casino, and the Lighthouse Outlet Mall, all within a short drive or 10 minute bike ride of Beachwalk. Fine dining and family dining can be found in Michigan City as well as the surrounding areas. Nearby Equestrian Facility - Farmer's Market - Saturdays mornings May through September at Eighth & Washington -

We are just 22 miles from the Notre Dame Football Games in South Bend, Indiana and 68 miles from Chicago. Our home is great for family vacations, family reunions, or business meetings.

Just outside of Michigan City is the Indiana Dunes National Lake Shore and State Park, which has 8,500 acres of bogs, coastlines, forests, and Mount Baldy. Activities at the State Park include hiking, biking, picnicking, and walking. The Pineapple Retreat provides putters and golf balls, basketball, tennis rackets and tennis balls, and volleyballs. No Pets allowed and No Smoking. Available Year Round.

For additional information: Contact the agent for this property - this home is individually owned and managed. Sorry, no prom rentals.

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Property amenities

Beach

  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • DVD player
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near a zoo
  • Near an outlet shopping centre
  • Near the marina
  • On a lake

Things to do

  • Bicycles
  • Billiards/pool table
  • Table tennis
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Sledding nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property is also known as

The Pineapple Retreat Property
The Pineapple Retreat Michigan City
The Pineapple Retreat Property Michigan City

Frequently asked questions

Are there any beaches close to The Pineapple Retreat ?

Yep, The Pineapple Retreat is a short 7-minute walk from Sheridan Beach. Fun beach activities include jet skiing, waterskiing and windsurfing. You can also find motor boats.

Does The Pineapple Retreat have a pool?

The Pineapple Retreat has a pool and a communal pool.

Is The Pineapple Retreat family-friendly?

You bet! With amenities such as a playground and laundry facilities, as well as highchairs and children's dinnerware, it's no surprise that The Pineapple Retreat is a winner with our family travellers.

Is there a free airport shuttle available at The Pineapple Retreat ?

No, The Pineapple Retreat does not offer an airport shuttle service.

What time are check-in & check-out at The Pineapple Retreat ?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at The Pineapple Retreat ?

No, pets are not allowed.

The Pineapple Retreat Reviews

Reviews

10

Exceptional

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

Reviews

Verified review

10/10 Excellent

Carly A.

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

Lindsey B.

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

Pamela P.

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

Davi H.

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

Leonard P.

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

Matt T.

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

Thanks!

Very pleased
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

julie A.

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

10/10 Excellent

Natalie T.

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

8/10 Good

Verified traveller

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

Kate M.

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

caroline g.

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

Holly G.

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

Diane C.

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

Dollinda P.

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

Leigh A.

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

Karen S.

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

Carol M.

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

Annette C.

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

Marypat C.

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

Candace G.

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

Dan R.

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

Emily G.

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

Dina Z.

Comfortable and accommodatibg

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

10/10 Excellent

Sarah S.

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!
Archival

10/10 Excellent

Ashley T.

Girls Getaway

We had a girls weekend at the Pineapple Retreat and had the best time. The house is in a perfect location and so close to the beach. The community is absolutely adorable as well. We did the winery tours and were in great location to that. There was a small hiccup in checking in, but the owners were very accommodating and sincere. The owners respond quickly and will help with any recommendations. Even though we did a girls weekend, this house is perfect for families as well. The house is set up in a great way with plenty of beds to sleep. Loved the back patio area and grill! All the linens and kitchen utensils are provided. They have many spices and condiments available for use. I would recommend this to any of my friends and family. Great location, great house, great owners. Thank you for everything!