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.

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.

Lake Home on the Launch

Escape to our freshly renovated 4BR/2BA lake house just steps from Indian Lake in Dowagiac, MI! With an airy sunroom, cozy carpeted basement, full kitchen, on-site laundry, and a large deck with a grill, it’s made for making memories. Bring your boat— launch is right down the street! Tons of parking for cars & trailers. Swim, boat, fish, snowmobile, explore local wineries, play a round of golf—fun all year long. Perfect for local family overflow, weekend getaways, or celebrations with friends!

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.

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.

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!

Sister Lakes A-Frame: Private Beach, Dock & Kayaks

Welcome to Keeler Lake Lodge! This classic 1960s A-frame sits on 100 ft of private sandy beach on all-sports Keeler Lake - just 2 hours from Chicago. Sleeps 10 across 3 bedrooms, a loft & sleeper sofa. Floor-to-ceiling lake views, a private dock, kayaks, paddleboards, fire pit, grill & pontoon rental available May–Oct. Updated with modern comfort while keeping the charm that makes a cabin feel like a cabin, this is the kind of place people come back to year after year.

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.

Grain Binn: Private Creekside Hot Tub

Unique grain bin conversion on 70 private acres offers a luxurious escape for 2. Enjoy a private hot tub, king bed, fully stocked kitchen, and in-floor heating. Perfect for unplugging, bird watching, and exploring nature. Close to Notre Dame, Lake Michigan, and Shipshewana. Experience a magical, glowing exterior and cozy fireplace. Your serene country retreat awaits.

J&A lake House on Kelsey Lake

Perfect quiet home on Kelsey Lake. It’s a small no wake lake on 85 acres. Great for pontoons, kayaks, paddle boats and small fishing boats only. Great clean lake for swimming and has a great shallow area for kids to swim at the point close to where the house is at.