Waterfront Rentals

Waterfront Escapes on Lake Michigan and Beyond 

If you're dreaming of a peaceful escape by the water, our lakeshore vacation rentals in Wisconsin offer the perfect setting. Whether you're soaking in sunrise views over Lake Michigan, casting a line on a quiet inland lake, or enjoying a sunset paddle from your private dock, our waterfront homes provide a relaxing and scenic backdrop for every kind of getaway. From family vacations to romantic retreats, you'll find the ideal mix of comfort, convenience, and natural beauty in every stay. 

 Wisconsin is home to some of the most picturesque lakeshores in the Midwest. Guests can explore the sandy shores and cultural attractions of towns along Lake Michigan or unwind on the serene banks of inland favorites like Elkhart Lake, Lake Winnebago, or the Chain O’Lakes. Each destination offers its own charm—whether it’s beachcombing, boating, kayaking, fishing, or simply sitting back and listening to the water lap the shore. Local attractions include charming downtown shops, seasonal farmers markets, lakeside breweries, hiking trails, and state parks that showcase Wisconsin's four-season appeal. 

 When you book one of our lakeshore vacation rentals, you're choosing more than a place to stay—you're choosing a full vacation experience. Our waterfront properties are professionally managed, thoughtfully maintained, and located in the most sought-after shoreline destinations across the state. Whether you're looking for a cozy cabin, a modern lakefront home, or a secluded cottage nestled in the woods, our rentals provide the privacy, space, and amenities that make your trip memorable. 

 We’re proud to offer guests a personalized approach to vacation planning, with local insights and recommendations that help you make the most of your time on the water. From sunrise coffee on the deck to evenings around the fire pit, your lakeshore escape starts here. Discover why Wisconsin is the perfect destination for your next waterfront retreat. 

Browse our lakeshore vacation rentals and book your stay today—where the lake is always just steps away.


Properties Available 34 properties available
Calendar Free cancellation for 14 days prior to arrival.
Calendar Free cancellation before Apr 20.
Welcome to Our Lakeside Legacy, the house that our great grandparents built as some of the first settlers in Baileys Harbor. This loving, well cared for Brann family home has created many great memories for us and we are honored for you to make your own at this one-of-a-kind property, hosted by Simple Life Rentals. All five suites are ensuite – off
Hot HOT 179
Our Lakeside Legacy
Baileys Harbor
$750.00 - $2,632.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 14 guests
Rating 5 (26)
Looking for a charming rustic getaway? Stony Shore is for you! Stony Shore is hosted by Simple Life Rentals! The cabin was updated in 2024. Enjoy sunset views from the detached deck and enjoy dinner in the screened-in porch as the sun sets. Full-service kitchen, living room and bath with shower make up the living space. Large yard and access to the
Hot HOT 62
Stony Shore Cabin
Sturgeon Bay Pet Friendly
$156.00 - $727.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (131)
Welcome to Tiger Lily Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kangaroo Lake waterfront, guests will enjoy swimming, water sports and fishing in the 1100-acre glacier-formed lake. This cozy retreat offers 1 bedroom, 1 bathroom, main living space with pull-out couch, a fully stocked kitchen and a
Hot HOT 165
Sunset Shores - Tiger Lily Cabin #5
Baileys Harbor Pet Friendly
$121.00 - $515.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (4)
Welcome to Chalet Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kangaroo Lake waterfront, guests will enjoy swimming, water sports and fishing in the 1100-acre glacier-formed lake. This cozy retreat offers 1 queen bedroom, 1 bathroom and a fully stocked kitchen. We allow up to 2 well-behaved dogs. The
Hot HOT 437
Sunset Shores - Chalet Cabin #3
Baileys Harbor Pet Friendly
$121.00 - $535.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (10)
Welcome to Here Comes the Sun(set), hosted by Simple Life Rentals! This stunning waterfront cottage is located in the Point Beach area of Egg Harbor, Wisconsin. Completely renovated in 2018, this home combines modern comforts with Door County's rustic charm. The property features 5 bedrooms and 3.5 baths, comfortably accommodating up to 12 guests.
Here Comes the Sun(set)
Egg Harbor
$450.00 - $2,353.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Bathrooms 1 Half bath
Guests 12 guests
Rating 5 (55)
Embark on your next Door County adventure at Owl's Nest, brought to you by Simple Life Rentals! Nestled at the end of a secluded road, this private year-round retreat boasts 185 feet of rugged lakefront along Sand Bay (on the Green Bay side of Lake Michigan). Embrace the tranquility of a wooded lakeside haven, flanked by neighbors on just one side,
Owl's Nest
Sturgeon Bay
$168.00 - $859.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (30)
Welcome to Lady Slipper Waterfront Retreat, hosted by Simple Life Rentals. This cozy waterfront getaway sits on the shores of Green Bay, offering a private wooded lot, peaceful surroundings, and plenty of space to relax and gather. Located in south Egg Harbor, you’re just minutes from downtown Egg Harbor and Sturgeon Bay.Property Features:+ Waterfr
Hot HOT 166
Lady Slipper Waterfront Retreat
Sturgeon Bay
$350.00 - $1,616.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 10 guests
Welcome to Thoreau Pond, hosted by Simple Life Rentals! Nestled on the beautiful Sherwood Point Peninsula in Southern Door County, this peaceful retreat offers private waterfront access, stunning Bay sunset views, and plenty of space to relax and unwind.Inside, guests will find a cozy reading nook and dedicated office/library space filled with book
Thoreau Pond
Sturgeon Bay Pet Friendly
$160.00 - $975.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 6 guests
Welcome to Sherwood Point Shores, hosted by Simple Life Rentals! This 3 bedroom home located directly on Green Bay is perfect for your next getaway! Spend your days swimming in the bay and eating meals al fresco on the screened in porch, then cozy up around the outdoor or indoor fireplace at night. Great for groups!- Consider renting out Thoreau Po
Hot HOT 149
Sherwood Point Shores
Sturgeon Bay Pet Friendly
$171.00 - $710.00 / per night
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (30)
Welcome to Water's Edge Cottage, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kangaroo Lake waterfront, guests will enjoy swimming, water sports and fishing in the 1100-acre glacier-formed lake. This cozy retreat offers 2 bedrooms, 1 bathroom, main living space, fully stocked kitchen, and an enclosed porch.
Hot HOT 145
Sunset Shores - Water's Edge Cottage #2
Baileys Harbor Pet Friendly
$128.00 - $750.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (3)
Welcome to Baileys Harbor Lakefront Abode, hosted by Simple Life Rentals, for your beach getaway in Door County! This sprawling one-story, waterfront haven has a stunning setting that sleeps 8 comfortably across 3 large bedrooms, each with its own full bathroom attached. Fully updated and comfortably decorated, you'll find an emphasis on the modern
Hot HOT 172
Baileys Harbor Lakefront Abode
Baileys Harbor
$332.00 - $1,388.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (12)
Welcome to Goettelman’s Lake House, hosted by Simple Life Rentals! This gorgeous Cape Cod–style home sits on a private beach with pure Lake Michigan waterfront views and plenty of outdoor space for the whole family to enjoy. Inside, you’ll find two inviting living rooms—each with its own fireplace—and upstairs, two bedrooms that open to their own p
Hot HOT 155
Goettelman's Lake House
Sturgeon Bay Pet Friendly
$350.00 - $1,375.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests

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