Holiday rentals in Dewey Lake

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.

Cheerful Sister Lakes 4 BDR Lake Hse w/ Hot tub.

Welcome to the our Lake Retreat "The Toasted Marshmallow" and B&P Getaways where we have 5 unique lake homes in the Sister Lakes area. Please click on my profile picture twice to check them out. We have them in all sizes. 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! Inquire before booking

Chiper Days on Magician Lake w/Dock and kayaks

Relax & Recharge at Our Updated Lake House Retreat at Sister Lakes with Lake Access . Welcome to your perfect escape! Only 1.5/2 hour drive from Chicagoland. Close to beach towns, breweries, trails, and wineries Relax on the patio, firepit area, built-in beds, open living area, dockside, or on the 500-acre all sports Magician lake. Enjoy swimming, kayaking, boating, fishing, or just taking in the view. Spend your days lounging lakeside and your nights stargazing by the fire pit or playing games.

Riverfront Oasis with Private Boat Dock

Welcome to your Riverfront Getaway – Escape to this charming two-bedroom riverfront retreat, where relaxing water views are always within reach. Enjoy your morning coffee or evening sunsets from the spacious decks overlooking the river. Unwind on the large patio or bring your boat and take advantage of the private dock. Perfect for couples, families, or friends looking for a peaceful waterfront getaway with all the comforts of home. Firepit and outdoor dining by the water. Book your stay today!

Cozy Cabin in the Woods

Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

Panoramic Views/Beach/Hot Tub/Sauna/Cold Plunge

Welcome The Windover! • Private Beach • Panoramic Lake Michigan Views • Hot Tub, Sauna, Cold Plunge, Outdoor Shower •Expansive Yard /Outside Activities • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located Close to 6 Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse

Christmas Tree Farm - Evergreen Escape

Welcome to our cozy Christmas Tree Farm Airbnb – where the magic of the holiday season lasts all year round! Nestled amidst the trees, this festive retreat offers a unique getaway for guests seeking a merry escape. Whether you're here for a winter wonderland experience or a summertime retreat, our Christmas Tree Farm Airbnb welcomes guests with open arms, making every season feel like a holiday. Come make memories, unwind, and experience the charm of year-round Christmas enchantment.

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.

Peaceful and Spacious Cottage Surrounded by Nature

Spacious 3BR & 3BA Cottage located just a short walk to the calm Cable Lake. Relax and unwind in this surrounded by nature house. Enjoy BBQ-ing, sitting by the outdoor firepit, outdoor dining or sipping your favorite beverage at the fully screened porch overlooking the forest. Cable Lake is a motor-boat free lake which makes it very peaceful and family friendly. Enjoy a swim or a kayak escapade (complimentary 2-person kayak and 2 kids kayak available to our guests).

Riverview Cabin

Riverview Cabin is a bright riverfront studio retreat on 150 shared acres, perfect for couples or small families. Sleeps up to 4 with a king bed, futon, full kitchen, Smart TV, Wi-Fi, and a jacuzzi tub with scenic views. Relax on the private deck, gather around the fire pit, or explore 2.3 miles of riverfrontage, wooded trails, fishing ponds, and wildlife. Dog-friendly and just minutes from Lake Michigan beaches, wineries, and local attractions.

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!