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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.

Modern Secluded Cabin, Private Hot Tub, Fire Pit

Escape to this charming cabin in the woods. Relax in total privacy and peace and quiet with majestic views of towering trees. Natural sunlight floods into the home creating a healthy environment to unwind in. Stay warm and cozy with heated concrete floors and a gas fireplace. Cook in the well the stocked kitchen. Soak away your worries in the private hot tub. Roast s’mores in the backyard fire pit and grill on the huge deck. Fun awaits in the 3-season game room in barn NOT HEATED. Dog friendly.

Hot Tub | Sauna | Walk to Beach | Firepit | Arcade

Welcome to Seasons of South Haven Rentals, a collection of family owned, operated and custom designed vacation homes where creating memorable experiences and spoiling our guests is what we love most! Escape to this stylishly designed, modern rustic getaway nestled in the woods just a short walk to a beautiful Lake Michigan beach. Unwind in the barrel sauna overlooking peaceful wooded views, soak in the hot tub on the deck, or challenge friends to a game of poker. Gather around the fire pit on

Secluded 30 Acres | Hot Tub, Sauna, Pet-Friendly

The property offers a great location on 30 acres, perfect for enjoying the outdoors with activities like mushroom picking, hunting, and hiking through the woods. The completely renovated house features a hot tub, sauna, a 3-season room with electric fireplace, and 3 bedrooms 2 w/king beds and 1 with 3 full-size beds. It's just a 15-minute drive to South Haven and 24 minutes to St. Joseph, both of which have an abundance of wineries, beaches, restaurants, and family-friendly attractions nearby.

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.

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

Amazing Views Lakehouse with Kayaks

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

The treehouse at Warren Dunes

Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

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.

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

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 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.