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Dog-Friendly Lake-View Cottage Near Wineries

Less than 2 hrs from Chicago & a short walk to Little Paw Paw Lake, enjoy the charming vibes of our quaint and completely private cottage. With a stunning view of the lake, indoor/outdoor fire areas, and a serene yard, our home is perfect for a weekend away, a Michigan staycation, or even as an overflow home when visiting family. Our cottage exudes old charm with its rustic hardwood floors and cabin-like porch, yet it has the right amount of modernity with high-speed WiFi and newer appliances.

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.

Mid-Century Home by Paw Paw Lake

Have fun with the whole family at this Mid-Century gem just off of Paw Paw Lake. Recently updated decor make this a comfortable, stylish, and whimsical place to come back to after a day on the lake or an afternoon exploring nearby wineries. One mile from downtown Watervliet and a stone's throw from other attractions, this snazzy little home is centrally located to accomodate all of your southwest Michigan activities. Plus 2 public boat launches nearby and plenty of room to park your boat!

Updated Cozy Cottage Near Lakes, Wineries & Trails

Deer Cottage is a warm and cozy retreat near Big & Little Paw Paw Lakes—perfect for a romantic getaway or family stay. This renovated lake home sleeps 4 with a queen bed and sleeper sofa, a fully remodeled kitchen and bath, indoor gas fireplace, and 2 smart TVs. Just a short drive away, guests can explore nearby wineries, kayak the river, or relax at Lake Michigan. Indy grandparents created this sweet escape to be near their granddaughters—complete with deer sightings right from the yard.

Coloma Cozy Cabin

Are you ready to experience the ultimate in coastal living? Look no further! This fully furnished 2-bedroom, 1 1/2-bath home is the perfect escape, tucked away in the heart of Coloma, Michigan. With its prime location near Pawpaw Lake, wineries, and golf courses, this home offers a unique opportunity for relaxation and adventure. This home is located 15 minutes away from St Joseph and South Haven MI. *Kal-Haven Walking/Bicycle Trail * Kayak Rentals * Four Wind Casinos * Charter Fishing

Great Paw Paw Lake Getaway - Close to Beaches!

Beautiful updated home is perfect for families with upstairs and downstairs sleeping space. Upstairs has a spacious master bedroom with 1 king bed and sofa bed and a master bath. Bedroom 2 boasts 2 twin size beds as well as bedroom 3 (2 twin beds). Downstairs has a spacious kitchen & living area with 2 futon beds. Outside a spacious patio with fire pit close by. Home is close to Jollay Orchards & Contessa Wine Cellars. Beautiful St. Joseph and Silver Beach are 20 minutes away.

Modern SW Michigan Getaway | Near Lakes & Wineries

Welcome to our new, beautifully constructed home in the heart of Watervliet, Michigan! Perfect for families and friends, this spacious retreat features 4 cozy bedrooms, 3 full baths and a loft/rec area offering ample space and entertainment for everyone. Ideally located within a 5 to 10 minute drive from: Breweries, Paw Paw Lake Golf Club, wedding venues, Four Winds Casino, Filkins Vineyards, Contessa Wine Cellars. 15-20 minutes from South Haven, Benton Harbor, Lake Michigan.

Charming house-close to it all!

Enjoy easy access to everything from this centrally located place. Walking distance to downtown Watervliet, which hosts a brewery and a few restaurants. 1.5 miles to Lake Paw Paw and a 15 minute drive to the beaches on Lake Michigan. Not only do you have a spacious house to relax in, there is, also, a huge backyard to grill, play games, and unwind after a day of fun. ABSOLUTELY NO PARTIES-max occupancy is 7 and will be strictly enforced. Absolutely NO Pets.

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.

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.

Runway Retreat | Quiet Dead-End | Palisades near

Welcome to Runway Retreat in Watervliet. This recently remodeled 2BR/1BA duplex sits on a quiet dead-end street with neighbors on only one side, offering rare privacy and minimal traffic. Sleep comfortably on two Queen Nectar mattresses and relax in a peaceful setting while staying close to local amenities. Paw Paw Lake is less than five minutes away. Perfect for couples, professionals, and quiet getaways. Pet free.

Modern Lakehouse | Dock | Firepit | Kayaks | BBQ

Newly renovated 3BR lakefront getaway on Paw Paw Lake! Includes a private dock, 2 kayaks, 2 paddle boards, floating water mat, smokeless fire pit, family games, and a deck with water views. Swim, paddle, sightsee or relax. Minutes to Lake Michigan beaches, shopping, wineries, golf courses, and local breweries. A perfect spot for summer escapes, fall weddings, or full family vacations - life’s better on the lake.