Family-friendly holiday rentals in Benton Harbor

Lake Michigan Views | Mins. to St. Joe | Hot tub

🌊 Spectacular Lake Michigan views 🌅 Deck overlooking Lake Michigan 🔥 Year-round, private hot tub 🌞 Beach necessitates included 📍 Minutes to downtown St. Joe & Silver Beach 🏖️ 5 Lake Michigan beaches within 5 miles 🌳 Private, quiet setting with outdoor seating ✨ Magical fire pit space ⛳️ Near Harbor Shores Golf Course 🛏️ King bed ♾️ Infinity gaming table ⭐️ Top rated home in St. Joe ☕️ Complimentary coffee & tea- Keurig duo 🧑‍🍳 Fully stocked kitchen ⚡️ High speed internet 🧺 Washer

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

Fogarty’s Flying Diamond Ranch

A unique and beautiful, newly added bunkhouse on the upper level of a barn on a working cattle ranch! Completely private and peaceful, you'll hear birds chirping and tractors running. Overlook and explore 152 acres of trails, horses, cattle and much more. Guests are encouraged to experience a tour of the ranch with Rancher Tom free of charge! 10 minutes from Silver Beach/Downtown St. Joseph and Hagar Beach, both on the gorgeous Lake Michigan. Bonfires welcome with wood provided & pet friendly!

Cozy Cabin in the Woods

Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

Escape to The Sunshine Cottage of Harbor Country!

Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

Luxury Waterfront Condo

A gorgeous top-floor 1200 sq ft condo is located in downtown Saint Joseph with a view of the Saint Joseph River. The condo is beautifully decorated and furnished with comfortable beds and spa-quality linens and toiletries. Both bedrooms have black-out curtains and flat-screen smart TVs loaded with Netflix. The open concept kitchen is supplied with everything you need to prepare a meal. The building has an elevator and dedicated underground parking. The roof has Instaworthy views. Free WIFI.

Cozy apartment minutes from lake

Enjoy your stay in a cozy, yet spacious apartment. Full bath tub for warm baths during the chilly season and shower to wash sand off your feet from trips to the beach only 9 minutes away. You can relax on the couch & watch Netflix, enjoy a warm beverage with your guests around the table or lounge in your own Queen-sized bed. There are many options for casual & fine dining, shopping, walking trails, enjoying stunning sunsets at Lake Michigan & wine tours just minutes away.

2 mins from beach/monthly stays available

1200 sq ft ranch style house w 2 bedrooms, 1 bath. Main bedroom has 1 queen size bed, 2nd bedroom has twin size bunk beds w twin size rollaway bed which enables a total of 5 guests. Appliances available for use are stackable washer/dryer, fridge, stove, over the range microwave, and dishwasher. Newer propane grill is available for use. *bunk bed will be difficult for older individuals due to lower bunk being low. Bunkbeds are really designed for smaller children.

Lake Bluff cottage, Unforgettable view and sunsets

We have recently renovated and brought this charming cottage, located less than 10 mins to the heart of St. Joes, back to life! It is perched atop a beautiful bluff, high above the Lake Michigan shores- highlighting expansive views and stunning sunsets. Come stargaze with us (starting this spring) at our wonderful Lake Michigan Cottage. Bring your fur baby to enjoy the getaway! ($150 pet fee) 5 night minimum for Holiday weeks (Thanksgiving, Christmas, 4th of July)

*Luxury condo on water in St Joseph, 2 queen beds*

Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot. Silver beach/the pier is literally a short walk away!

The QT

Cozy country retreat. Whether you are visiting to explore Lake Michigan beaches (15 minutes away), the Lake Michigan Shore Wine Trail, the Makers Trail, or if you are invited to a wedding at the Blue Dress Barn (5 minute walk) or Sundance Studios (1 mile) this is the place for you! Fall asleep under the stars (skylight) in our brand new king size bed and wake up to a cup of coffee in a cheerful kitchen.

The Gingerbread House, respite in the woods.

If you are looking for a zen like place to get away for a few days, the Gingerbread House is perfect. Guests have separate and private apartment (with Smart Lock) on bottom floor of (occupied) home with private patio overlooking huge ravine. Our home is surrounded by over 20 acres of woods, yet we are only minutes from grocery, restaurants, golfing and beaches.