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Vintage Romance Finds Cozy Charm at Depot Cottage

Convenience and luxury combine in this imaginative and engaging Cottage just steps away from the Historic Train Station in this Charming All-American town. Our Vintage Travel/Train themed Cottage has family friendly features, like a children's train playroom, working model trains, stocked kitchen, and a spacious enclosed backyard for four legged babies. With romantic features like a beautiful vintage soaking tub and 100% linen bedsheets we fit any vacation requirement. Walkable to all needs.

Little Twin Lake Cottage

Relax with the whole family at this peaceful place to stayUpdated waterfront Lake House on All Sports Little Twin Lake with sandy beach area. Waterfront area highlights include sandy beach, pier, kayaks, paddle boards, lily pad, water toys, and option to separately rent newer pontoon (reach out for more details on pontoon rental). Walkout ranch features stunning views of lake with open concept. Living room opens to updated kitchen with white cabinets, quartz counters, and farm house sink.

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Family Lake Getaway • 3BR • Near Beach & Wineries

❄️🐟🎰🍷🍺🏖️☀️ Sister Lakes Escape Gather your people and unwind, to our 3 bedroom retreat. 3 mins walk to Cable Lake and close to wineries, breweries, and charming Dowagiac. Perfect for families, couples, or friend groups looking for an easy getaway with space to relax, explore, and reconnect. Filled with Lakehouse character! ✔ Walk to Cable Lake ✔ Close to wine trail & breweries ✔ Easy drive from Chicago, South Bend & St. Joseph ✔ Sleeps 8 comfortably Book your dates now!

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Magazine-Worthy Farmhouse| Hot Tub| 3 Acres| Bocce

Come see why guests rave about Bromley Farmhouse—a five-star stay ranked in the Top 1% of Airbnb homes. Escape to our storybook farmhouse on 3 private acres, where old-world charm meets beautifully appointed modern comforts. Sip coffee on the porch, wander the gardens, play bocce under the trees, and soak under the stars in the hot tub. Minutes from downtown Dowagiac and just 30 minutes from St. Joseph and South Bend. Come experience the magic of Bromley Farmhouse for yourself.

Lake front 7 bdr w/ Game Room Hot tub Sauna Gym

Expansive 4500 sqft house with 60' of lakefront that includes lakeside bar with large 14x36' deck overlooking Dewey Lake. Relax in the hot tub, gym and sauna or take your chances in the game room all equipped with your favorite air hockey, arcade, dart board and shuffle board. equipped with a 85" TV perfect for all the big games. Sleeps 20! Inquire about our private chefs, boat captains, wine tours, yoga instructor, massage therapist, boat rental and concierge services.

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The Wildwood Cottage, private lake access

New for summer 2023, private lake access across the street on Little Crooked Lake! Peaceful, 2-bedroom cottage in the heart of Sister Lakes, Michigan. Fully renovated in 2021, this cottage features a large deck overlooking trees and a partial view of Little Crooked Lake. Eat-in kitchen, Weber charcoal grill, Adirondack chairs, and patio dining for 6. Walking distance to The Strand and Sister Lakes Brewing Company. 17 miles to Lake Michigan and 30 miles to Notre Dame.

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Luxury Weekends & Events at Hatch Street Manor!

Enjoy your stay at our boutique guesthouse in SW Michigan, which sits on 3 acres, is well appointed for a perfect getaway! We are located just 80 miles (2 hours) from Chicago, 35 miles to Notre Dame, 35 miles to Kalamazoo, and a short drive to all that Dowagiac, our lakes, and surrounding areas have to offer! The house is a split level, with 5 bedrooms, 2.5 baths, a chef's kitchen, tons of space indoors and out, AND MORE! Ask about our micro-weddings + events!

Sister Lakes - Great House + Hot Tub (Sleeps 16+!)

Located just 2 hours from Chicago and nestled in the epicenter of Sister Lakes, Michigan, Wonder Woods is a one-of-a-kind hospitality experience. Enjoy the totally updated 3,300 sq. foot Great House. The A+ location is steps from the area's most popular attractions (The Strand Brewery & Kitchen, Ramona Roller Rink & Miniature Golf, Sister Lakes Brewery, etc.) and directly across the street from the Round Lake public access.

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Knotty pine cabin at the lake.

Lakefront cabin part of my families history with Shady Shores Resort since 1926. 1930s playground sits directly behind cabin with newly built shuffle board court. 107 feet of sandy beach with pier to fish from. Fire pit. Bags game, horse shoes. Shuffleboard with outdoor lights. Plenty of room for social distancing with 5 acres of property. LGBTQ friendly.

Sandy-beach lakehouse on Big Twin · sleeps 11

Wake up to lake views, walk down to 105 feet of private sandy beach, and let the kids run. Our fully remodeled 4-bed, 2.5-bath lakehouse on Big Twin Lake is built for family weeks together — clear sandy-bottom swimming, a private dock, kayaks, a beach-side gazebo, and a wood firepit at the water’s edge for s’mores. Sleeps 11 across 7 beds. 2 hours from Chicago.

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Vacation getaway. Sister Lakes

Nice home Sister Lakes. Across from Big Crooked Lake. Short walk to boat launch. Walk to Lakeview Inn. Plenty of parking. Home is newly remodeled. This home does not come with beach access unless specifically approved by owner. Private beach across the street is for residents of Woodland Beach and any access to that area must be approved by homeowner.

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Home in Dowagiac with private pool

Make some memories at this unique and family-friendly place. For a perfect getaway you can enjoy your stay at our guesthouse in Dowagiac Michigan with a private heated POOL, which sits on 10 acres beautifully grounds surrounded by wooded land. The location is truly a year-round destination.