Top Private Holiday Homes in St. Joseph County in 2026

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A concrete bridge over a river with greenery in the background.

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Our top choices for St. Joseph County holiday homes

A modern kitchen with wooden cabinets, a built-in microwave, and a wooden island with stools.

1. Cozy Lakefront Studio On Long Lake! Home by RedAwning

Kalamazoo

"DIRTY! This unit was dirty in many different areas, like several dead bugs in the corners, dried food in the stove and the refrigerator had a spoiled odor. Also the unit had a stale odor to it. Since . This made me feel uncomfortable and unable to relax during my visit. I tried to resolve with Red Awning, but their communication is slow. I recommend that the host ensure a thorough cleaning before guests arrive."

Patricia

A living room with a sofa, armchair, and a television on a stand.

2. Amazing Lakefront Retreat On Long Lake! 2 Bedroom Home by RedAwning

Kalamazoo

A cozy seating area with wicker chairs and a teal rug, a 'Welcome to our Lake House' sign, and nautical decorations.

3. Lake Front Cottage Kayaks Game Table Fun

Shipshewana

"Loved the cottage! Everything was as stated in the property description and the cottage is decorated very nicely and very clean. Unfortunately, there was severe weather and we had to delay our trip a day. When I asked if we'd be able to get a refund for one day, I got no response from the property manager. However, we accidentally took a book from the cottage and when we texted Todd, he responded immediately and was very helpful in how to return the book. The weather did not cooperate for...

Ron