Holiday rentals in Dowagiac

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.

Best Couples Vacation, Private, Hot Tub, Creek,

*Imagine soaking in your private hot tub under the stars while a gentle creek flows just steps away. You are surrounded by trees and natural beauty. *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

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.

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!

Pontoon Included *5/1/26-10/12/26* MI Getaway

This 1100 SF 3 bed/2 bath home is perfect for your multi-family or individual stay. It is located on 40 feet of water frontage on Magician Lake. A pontoon boat is included in the rental from May to mid-October. Additional private/walk-in lake access for all Bay properties is just down the street. Fish off the dock, take the boat for a few laps around the lake, or anchor at Hemlock island and enjoy the shallow waters surrounding it!

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.

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.

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.

Beach front 5bd in Sister Lakes w/ Hot tub

Enjoy with family and friends. Inquire about our private chefs, boat captains, wine tours, yoga instructor, massage therapist, boat rental and concierge services. We will help you make a fun, memorable and enjoyable trip. from a Family trip to your bachelorette party. book today!