Family-friendly holiday rentals in Michigan

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

Waterfront on Lake Huron- NEW Kitchen & Bathroom

Escape to this charming Lake Huron cabin with 120 feet of private frontage! Enjoy stunning sunrises, freighter views, and cozy nights by the fire pit. Fast WiFi keeps you connected, while the lakefront tranquility offers the perfect retreat. Inside, you’ll find a newly remodeled kitchen and bathroom. We’ve also included coffee pods, laundry detergent, and dryer sheets so you can feel right at home. Whether you're here to relax or explore, unforgettable moments await. Book your stay today!

Panoramic Views/Beach/Hot Tub/Sauna/Cold Plunge

Welcome The Windover! • Private Beach • Panoramic Lake Michigan Views • Hot Tub, Sauna, Cold Plunge, Outdoor Shower •Expansive Yard /Outside Activities • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located Close to 6 Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse

Elkhorn Cabin:Ultra Cozy Experience: New King Bed

The Elkhorn Log Cabin, located in the scenic town of Wolverine, Michigan, has undergone a meticulous restoration to create an ambiance of warmth and charm. The restoration process involved the careful use of locally sourced, reclaimed woods and materials, resulting in a rustic yet refined atmosphere. The strategically placed windows provide stunning views of the surrounding forest and encourage natural airflow. In my opinion there is not many places that surpass this idyllic location.

STAY Harless Hugh | Cozy Home on River

Welcome to Our Light-Filled Retreat This thoughtfully designed home is open, airy, and flooded with natural light. The true highlight is the outdoor space—a private oasis perfect for relaxation. Unwind in the cedar soaking tub, detox in the dry sauna, or enjoy a refreshing rinse in the completely private outdoor shower, complete with a dedicated changing room. Cozy up in the cedar hot tub, light a fire in the outdoor fireplace. Please note: No photo shoots or parties are permitted.

Lakefront A-Frame | Kayaks, Fire Pit & Hot Tub

Tucked among the pines on a quiet northern Michigan lake, Veaux Pines is a lakefront A-frame made for slow mornings, lake days, and cozy nights under the stars. Spend your days kayaking, paddleboarding, relaxing in the covered hot tub, or enjoying the newly updated outdoor spaces before gathering around the fire. Inside, warm wood details and thoughtful design make it easy to settle in after a day outside. Perfect for: • Couples getaways • Small groups • Peaceful Up North escapes

Modern Minimalist Tiny House | Firepit | Nature

Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

Lake Michigan Golden Hour Getaway

Escape to this fully remodeled, 1,617 sq. ft. beachfront home with 135’ of private Lake Michigan frontage. Enjoy breathtaking sunsets from the open-concept kitchen or vaulted-ceiling living room with expansive windows. In summer, relax on the private beach; in winter, cozy up by the fireplace after admiring stunning ice formations. Surrounded by oak trees, this serene retreat blends modern amenities with nature’s beauty for a truly unforgettable year-round getaway experience.

Family Friendly Private Beach Home with Hot Tub

5 min walk to Private Beach 10 min drive to Downtown South Haven 18 min drive to Downtown Saugatuck Escape to our 3BR South Haven home in an exclusive community, just a 5-min walk to a private Lake Michigan beach. Comfortably sleeps 8. Features a private hot tub, chef's kitchen, and cozy fireplace. Perfect for families, you're just a short drive from downtown South Haven & Saugatuck. Your luxurious lakeside retreat awaits! Experience South Haven With Us & Learn More Below!

Green Acres: Your Home Among the Trees

Steeped in nature, the gazebo provides a get away into nature, with its double bed and intimate sized room this is a wonderful space for 2 to be immersed in a peaceful environment. Whether you came here to rest & revive or to explore there is plenty to be had! The gazebo has a nearby compostable toliet (shared with other guests), and just a 1 minute walk on a path in the woods to the main house (where the full bathroom is that can be used 9am-8pm).

Modern Aframe with River Views, Sauna, Hot Tub

Welcome to Riverbend Aframe, a stylish A-frame cabin perched on a wooded bluff above the tranquil Kalamazoo River in Southwest Michigan. This 2023-built retreat blends modern design with cozy charm, offering the perfect escape. Enjoy a private sauna, hot tub, and firepit among the trees. Stay tucked away in nature or explore nearby wineries, orchards, local eateries, and the beautiful Lake Michigan beaches—just minutes from the cabin.