Vacation rentals 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.

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.

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.

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!

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.

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.

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.

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.

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.