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-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.

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.

Frank Lloyd Wright's The Meyer House

Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

Captain's Loft in the heart of South Haven

Located in the heart of downtown South Haven! We are steps from Lake Michigan, South Beach, the Black River, Restaurants & Shopping. Recently updated with new sofa, queen bed & fresh beach vibe! An upstairs unit, its 25 steps to a perfect getaway that is close to everything that downtown South Haven has to offer! Private access to a rooftop deck with showstopper views of the river & marina. 1-bedroom with a private entrance from the sidewalk, a small kitchen, bathroom, and living room.

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

The Gathering Place! Studio/Hot Tub/Patio Igloo

The Gathering place is a "barndominium" studio that sleeps 4 comfortably, just 10 miles to South Haven beaches and SW Michigan wine trails. Relax in the studio and private patio with family or invite some friends and park a camper right outside! This unique space offers a full hookup for friends to join! The studio feature a king size bed with a full size mattress that slides underneath. Stay comfortable with AC, electric fireplace, WIFI, TV, gas grill, patio with firepit and hot tub!

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!

Frank Lloyd Wright’s Eppstein House

Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Cedar Suite

Cedar Suite is a haven away from all of life's hustle. It is set far back from the road surrounded by beautiful Michigan forest and right along the Black River. If you are looking to experience all Southwest Michigan has to offer without being surrounded by people, you've found your perfect location. Enjoy the local wineries, beaches, restaurants and shopping or choose to enjoy the solitude at Cedar Suite. New King bed in main room and single in bedroom with new TV.

Purple House

The Purple House is a peaceful woodland retreat on 150 shared riverfront acres, perfect for couples, families, or small groups. Sleeps up to 6 with 1 loft type bedroom, 1.5 baths, a full kitchen, Smart TV, Wi-Fi, and a cozy wood-burning fireplace. Enjoy floor-to-ceiling forest views, a spacious deck, fire pit, cornhole, wooded trails, fishing ponds, and 2.3 miles of river frontage. Dog-friendly and minutes from Lake Michigan beaches, wineries, and local attractions.

Black Bear Lodge-Hot Tub and Game Room

Welcome to this beautiful log home on four quiet, park-like acres. Spend your days exploring the charming town of South Haven, soaking up the sun at one of the many local beaches, visiting Lake Arvesta Farms and Sports Comlex or wine tast at the many wineries in the area. 👙Hot Tub 🛏 King Master Suite 🎲 Game room 🔥 Outdoor fire pit (fire wood provided) 🍽 Fully stocked kitchen ♨️ Indoor fireplace (available Nov 1-March 31) 🏖 15 minutes from Lake Michigan

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).