Holiday rentals in Dowagiac

The Hideaway on Mitchellii Lane

A completely furnished apartment in the basement of our log home (our main residence) on 5 acres of woods above beautiful Shavehead Lake. Entrance into the apartment through a screened in porch and double French doors provides privacy and space to relax and enjoy the beautiful outdoor landscape. A large egress window allows natural sunlight into the bedroom on the opposite side of the wall from the kitchen/dining room/living room. High speed internet & YouTubeTV provide entertainment options.

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.

Lux, Hot Tub, Restore, Calm, Creekside, Escape

*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *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

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 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.

Recently remodeled 4 bedroom Michigan lakehouse!

Have fun with the whole family at this well appointed getaway! Spacious lakefront home on a clear and sandy all-sports lake - 105 feet of personal lake frontage with your own dock and access to many water toys. Entire home was newly remodeled in the beginning of 2022 with high end finishes. 2023/24 updates include a new 10x12 beach-side gazebo, new bedroom furniture, refreshed outdoor furniture, additional kitchen items including a microwave and new backsplash!

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!

Cozy cottage for two with hot tub!

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with sheep roaming the pasture. We also have a couple cats that claim the pool area as their own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

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.

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!