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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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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. Kayak or canoe, too! 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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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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Cabin in the woods

Casa Cabana offers over 2.5 acres of forest, perched at the top of a ravine for breathtaking views. This modern cabin features 3 bedrooms and 2 bathrooms, with large windows in every room to maximize natural light and immerse guests in the surrounding landscape. The master suite includes a spacious walk-in closet, with two indoor and outdoor fireplaces, while the expansive back porch with hot tub provides the perfect spot to unwind and take in the serene forest views. 25 minute drive to ND

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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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Great Yard, HOT TUB, Steps from Downtown

Welcome to the Oak St. Guest House! This 2 story single family home is just steps from local dining, including Journeyman's Distillery. Fully appointed, the home features a renovated kitchen, spacious dining room & living space. With 4 bedrooms and 2 baths, it is the perfect place for family celebrations or a home-away-from home for your entire wedding party. Featuring a vastly sized backyard, fire-pit, and grill - the Oak St. Guest House is perfect start to your summer lake vacation!

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Luxury home with pool.

Plan your next family gathering, winery tour, football weekend, or simply hang by the pool (seasonal) in this spacious and well-appointed home. Perfectly located in the charming town of New Carlisle, approx 16 miles to New Buffalo, Michigan, and approx 17 miles to Notre Dame. This spacious, tastefully decorated home features a gourmet kitchen, private office, large family room with gas fireplace. The outdoors boasts a heated in-ground pool (seasonal), bbq, and wood-burning fireplace.

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2 blocks to Journeyman, 12 mins to Beach, King Bed

Highlights: ✔ Designer rehab in 2022 ✔ Sleeps 8 ✔ Outdoor firepit ✔ Relaxing back porch ✔ 5 min walk to Journeyman ✔ Easy 5-10 min walk to Three Oaks dining + shopping ✔ 8 min to wine tastings ✔ 10 min to New Buffalo, Union Pier, Sawyer ✔ 12 min to beach ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Fabulous front foyer for wedding photos ✔ EV charger ✔ Luxury custom-designed home ✔ 3 vehicle parking ✔ Computer workstation ✔ High speed wifi ✔ Fully stocked

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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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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!