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Your perfect Michigan getaway. Your way.

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The Properties

Property No. 1


Coastal Escape

New Buffalo, MI

Property No. 4


The Pebble House

Lakeside, MI

Property No. 2


Lakefront Luxury

Michiana Village/New Buffalo, MI

Property No. 5


North Star

New Buffalo, MI

Property No. 3


Lake Michigan Getaway

New Buffalo, MI

Property No. 6


Sunset Dream

New Buffalo, MI

Property No. 7


Dunes Cottage

New Buffalo, MI


Heather Gradowski




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Your vacation starts here.

Welcome to Harbor Country, where sunsets are golden, summer nights sparkle and beach days seem to last forever!

Our team at Pineapple Vacations MI is here to help you making planning your trip easier and your stay more relaxing. From luxury lakefront homes with a pool to cute cottages walking distance from the local brewery, we have a place that just may be your perfect Michigan getaway. As lifelong residents of the area, we love sharing our communities and our lifestyle. Whether staying a week or a weekend, we’re here to answer your questions, share our best insider tips and help you have a stay you’ll remember long after you’ve shaken the sand off your beach towel.

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