Holiday houses in Dowagiac

Peaceful Cable Lake Getaway w/ Dock & Views

Escape to easygoing lake life at this cozy 2-bedroom, 2-bath cabin on beautiful Cable Lake. Perfect for families or friends, this well-equipped retreat offers peaceful views year-round, plus direct lake access for fishing, boating, or simply relaxing by the water. Spend your mornings on the screened porch, your afternoons on the lake, and your evenings by the fireplace or grill. Local wineries are just a short drive away, and St. Joseph makes a fun day trip. Why you’ll love it: - Private backyard with lake access & stunning views - Open, modern living space with fireplace & lake-facing windows - Fully stocked kitchen + wine/beverage cooler - Deck, patio furniture, Adirondack chairs & life vests - Sleeps up to 6 with a loft for extra space - Easy parking for up to 3 vehicles Whether you’re here to unwind or explore Southwest Michigan, this lakefront cabin is the perfect place to slow down and enjoy it all.

Cozy Diamond Lake Getaway

Relax with the whole family at this peaceful lake home conveniently located on Diamond Lake! Home features 2 bedroom and 2.5 bath that includes a soaker tub! Additional third bed available in upstairs loft for extra sleeping area. Enjoy a front and back patio for morning coffee. Seven minute walk to private association beach with lake access to Diamond Lake! Home office in case you need to catch up on a little work. Washer and dryer for convenient washing. Come enjoy a lake weekend on the lake!

Cabin on Big Twin Lake

Enjoy the large lakefront with a sandy beach on Big Twin Lake in this rustic cabin. Sit by the firepit or take a trip around the lake on the kayaks located at the property. The home has stunning views of the lake. There are three rooms with 2 beds each. There is also a futon for additional sleeping arrangements. Full-size washer and dryer available. Big Twin Lake is a 62 acre all sports lake. Southwest Michigan is known for its many local breweries, wineries, farmer's markets, and lakes.

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.

Magician Lakehouse Escape

This Magical Lakeside Escape offers a perfect blend of luxury and comfort, making it an ideal destination for relaxation. Take a stroll on the private dock, swim in the sandy bottom waters, or kayak the shoreline. The spacious living area offers panoramic views, with breath taking sunsets. Enjoy cozy evenings by an indoor or outdoor fire. Spend the day on a (rentable) pontoon. Experience the magic of lakeside living at the newly updated Magician Lakehouse and create unforgettable memories.

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

Welcome to Bromley Farmhouse, a storybook country escape on 3 private acres. This lovingly restored farmhouse blends old-world charm with high-end, well-appointed modern amenities. Mornings begin on the porch, afternoons drift between gardens and the bocce ball court, and evenings end soaking under the stars in the hot tub. Minutes from downtown Dowagiac, & just 30 minutes to St. Joseph and South Bend. Come enjoy a stay that feels beautiful, relaxing, and effortlessly connected.

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!

The Tiny House on the River

Perfect Couples getaway guest house on the Dowagiac River! Located just a short drive away from popularly visited destinations; Saint Joseph, New Buffalo, South Bend and the renowned University of Notre Dame. Oversize queen pull out couch, table and chairs, loft seating, kitchenette: with refrigerator, microwave, toaster, and coffee bar! Full private bath, linens, toiletries, Wi-Fi, cable TV, Sonos. Outside grill, gas fireplace, deck and patio seating and hammock!

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.

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!

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

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.