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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.

5 bed/5 bath, Hot Tub, Fire Pit, Walk to Lake

Welcome to our house! Escape to this gorgeous 5-bed, 5-bath lakehouse on 3.5 private acres surrounded by forest, and a short walk to the lake. Enjoy the new 6-person hot tub, wraparound porch, smart tvs and super fast wifi. Full kitchen stocked with cooking supplies for dinner parties. Excellent heat and air con, nice linens, laundry room, 4-car garage, ping pong table, beach chairs, fire pit, and gas grill. Perfect for families, friend groups, and retreats. Less than 2 hours from Chicago.

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.

A Home with a Forest Scent and the Sound of Waves

Escape to Pure Michigan! This charming home is a short walk to Hagar Beach and just a quick 10-minute drive to Silver Beach. Love golf? Tee off at Harbor Shores, Lake Michigan Hills, or Paw Paw Lake Golf Club. Sip and savor at Contessa Wine Cellars and Filkins Vineyards, or pick fresh fruit at Jollay Orchards and Fruit Acres Farm—all just a short 15-minute drive or less! After a day of adventure, relax by the cozy outdoor fireplace—the patio glows beautifully at night with string lights.

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

Stylish Lakeside Retreat - walk to the beach!

Bring the whole family to this 2700 sq ft retreat where there's tons of room for fun, indoors and out. Inside you will find the home warm and cozy, and beautifully decorated. You have a full kitchen, dining area, 4 electric fireplaces throughout, large bedrooms, and bathrooms. Outside, it is a 15-minute walk to Hagar Park beach on the cool, clear waters of Lake Michigan. Nearby, Coloma is well know for it's beautiful vineyards and wineries, or coastal towns up and down Lake Michigan.

Coloma Cottage - Summer Fun, Lake, Beach, Wineries

The perfect location for your getaway to Lake Michigan. This historic cottage is situated in charming downtown Coloma, 5 minutes from Lake Paw Paw and 15 minutes from Lake Michigan. Take advantage of small town life with access to all of the fun of Lake Michigan, St. Joes and South Haven within 15-20 minutes. Updated 3 bedroom, 3 bathroom home with wrap around porch and plenty of space for everyone! Sleeps 8, 2 Queen Bedrooms and a Bunk Room with 4 twin beds, perfect for the kids!

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.

Walk to Paw Paw Lake, fire pit, beach 10 min

Set between two lakes in Southwest Michigan wine country, this 3-bedroom home is built for unwinding. Walk to Big Paw Paw Lake, gather around the fire pit under string lights, and day-trip to Warren Dunes, Silver Beach, or the Lake Michigan Shore Wine Trail — all within 30 minutes. Sleeps 6 across a king suite and two queen rooms. Family-friendly with Pack n Play and high chair available. Fully equipped kitchen, 65" smart TV, and back deck with gas grill included.

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.