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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 Lakeview Cottage on Dayton Lake

Escape to this charming 2-bed, 1-bath cottage with shimmering Dayton Lake views. Sip morning coffee by the water, relax on the spacious deck, or enjoy a cozy bonfire. Inside offers warm, comfortable spaces perfect for couples or small families. Near the towns of Three Oaks and Buchanan, you're close to vineyards, dining, and just a short drive to Notre Dame. Whether you’re here to explore the area or simply relax by the water, this lake-view retreat offers the perfect blend of comfort and quiet.

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Luxury Waterfront Home w/hot tub in Harbor Country

Kick back & relax at Lost Lodge, a spacious, very private luxury home on 10 acres of woods, groomed trails, & a 5-acre peaceful lake. Slip into the hot tub with a glass of wine & enjoy lakeviews from the expansive deck. When the sun sinks low, gather at the firepit to relive your memories of the day. You'll be near wineries & U-pick farms, minutes from Lake Michigan's finest beaches & quaint lake towns full of boutiques & restaurants. Notre Dame is 30 mins away & Redbud Motocross is 5 mins away.

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Heron's Rest Hideaway, nature lovers' dream

Privacy on 11 acres of conservancy-protected land including two lakes, river access, woods. Rowboat available. Fishing on site. Nature lovers dream! Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Kayak, bike, hike nearby. Separated from our home by a breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible. Limit of 4 guests.

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Casa Gitana - Boutique Style Stay in Three Oaks

Casa Gitana is a Boutique style stay in the quaint town of Three Oaks, MI. Just a short drive to the pristine beaches of Lake Michigan and walking distance to downtown, our home offers an eclectic & contemporary feel that is perfect for a relaxing getaway any time of the year. We personally manage & oversee the home before every stay, & take pride in putting thought & intention into every detail. We want our guests to feel at home, and most importantly enjoy a comfortable and relaxing stay. :)

Gray Owl Farmhouse

Introducing our modern 100-year-old farmhouse nestled on a spacious 1-acre plot, complete with charming front, side, and back porches. Situated amidst the tranquil countryside, yet conveniently just a short ride away from downtown Buchanan, our property offers the best of both worlds. With close proximity to Notre Dame, Warren Dunes, New Buffalo, Lake Michigan beaches, various wineries and breweries, this centrally located private retreat ensures you're never far from your desired destination.

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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.

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The Hudson 14mi to New Buffalo!

Escape to The Hudson—a charming retreat near New Buffalo, MI! Enjoy a huge deck, chef’s kitchen, and 11.5-ft ceilings. Just minutes from New Buffalo Beach, local wineries, breweries, and Warren Dunes. Located in the Lake Hudson community, convenient for relaxing or exploring. Fully renovated and being stylishly furnished by July 2025. Please note: landscaping is still in progress as part of our full renovation—thanks for your understanding. Book now to enjoy this new summer experience!

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Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 3 bikes! So close to boutiques, coffee shops and cute restaurants!

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The Bank- Historic Charm | Modern Stay

Step into a unique short-term rental experience at this newly renovated mid-century modern property, originally a bank. With 3 spacious bedrooms and 2.5 bathrooms, the home features an open-concept layout perfect for entertaining. Outdoor entertaining is a breeze in the covered gathering area, formerly the bank's drive-thru. The property also offers abundant parking, making it easy to accommodate larger groups, and includes an EV charger for guests driving electric vehicles.

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FARM 10 acres, pond, Hot tub, king bed 30 min ND

Come to the farm for peace, quiet, nature walks, bird watching, and fishing in the spring-fed 3-acre pond and find a new sense of calm. All you need is to build a fire, then sit back and relax. Winter or summer, the farm offers 10 acres of space to run around with your pups or bags, frisbee, and even a bit of golf. So many wineries, bike trails, and parks are close by. End your day with a relaxing, stargazing hot tub overlooking the pond. Enjoy! 10 min east of Three Oaks.

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Dog Friendly Downtown Three Oaks Cottage! Fenced!

Just a short walk to charming downtown Three Oaks, home of the famous Journeyman’s Distillery and all the shops and eateries Three Oaks has to offer. It is also a quick drive to the beautiful beaches at Warren Dunes State Park and New Buffalo. This cheerful home has queen beds and a fully stocked kitchen. Plus a huge fenced-in back yard, so bring the kids or the dogs and know they are safe while you relax in the three-season room or on the outdoor deck!