Family-friendly holiday rentals in Paw Paw Lake

Waterfront 4BR/2.5BA W/2 Large Decks | Haven K

Room to stretch out both inside and out. Four Bedrooms, two decks, a fire pit, and plenty of yard space for games or other activities. Bring the toys - our 100 feet of waterfront leaves plenty of room for boats, jet skis, and anything you want to enjoy the lake to the fullest. The large rear deck has room and seating for friends and family to enjoy the parade of boats or our wonderful night sky. When you're ready to come inside, stream your favorite content from multiple internet connected TV's.

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.

Paradise on Paw Paw Lake (add boathouse to fit 16)

Newly renovated home, directly on Paw Paw Lake! The first floor features 1 TV, 2 large bedrooms, a full bathroom, laundry room & fully equipped kitchen. Upstairs - 2 large bedrooms & another full bath and second living area with a trundle that sleeps 2. Enjoy the deck off that over looks Paw Paw Lake and large back yard with a firepit & grill! The home does come with a boat slip as well! (Please let us know prior to the stay if you'd like to use this) Pictures of Boathouse labeled as Sunroom

Cottage near Hagar Beach Pet friendly with Hot tub

•Brand New Nordic Hot Tub• •September 2023 • Gather with family or meet with friends, there's plenty of room to stay the weekend. The inside of the home has refinished hardwood flooring throughout from the 1930's. The entire home is newly renovated giving it a classic Lake Michigan vibe. Only a few hundred feet from Lake Michigan's shoreline and one mile to pet friendly Hagar Park, there's a playground for the kids and plenty of beach to lay around on and enjoy with family and pet's.

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.

Paw Paw Lakefront 4BR • Dock & Kayaks • Sleeps 12

Unforgettable Lakefront Retreat on PawPaw Lake | 4 BR | 3 BA | Sleeps up to 12 Wake up to panoramic sunrise lake views and direct water access. This spacious multi-level layout with flexible sleeping features 4 bedrooms, 3 full bathrooms, a fully stocked kitchen, large gathering spaces, fast WiFi, parking for multiple vehicle, and room for up to 12 guests. Ideal for summer weeks, lake weekends, and memory-making getaways. Perfect for families and groups for a true lake front living!

Modern Minimalist Tiny House | Firepit | Nature

Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

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.

LakeMichigan•Beach•Hot Tub•Sauna•Amazing Views

Welcome to Spyglass! If you are looking for a perfect place for that a visit to Lake Michigan any time of year, then The Spyglass has you coved. Whether you’re there for couple's retreat, family vacation or girlfriend’s weekend this gorgeous Lake front property with private beach has it all. Being located not too far off the beaten path, only 5 minuets to downtown St. Joseph the Spyglass is a perfect landing zone for all the nearby activities Southwest Michigan has to offer.

The Coop at Vintage Grove Family Farm

Welcome! This charming little house is a repurposed chicken coop on the farm. Enjoy the quiet, country life with all the comforts from home. The Coop is located between the main house and the large barn on a small hobby farm. This is a working farm with large and small animals, however, there are no hens in the guest house! During your stay, you are welcome to wander through the barn and visit all the animals. We do not have a TV, however, the internet works great!

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.